diff --git a/.github/actionlint.yml b/.github/actionlint.yml
new file mode 100644
index 0000000000..cb4b420b4e
--- /dev/null
+++ b/.github/actionlint.yml
@@ -0,0 +1,19 @@
+# Copyright 2010 New Relic, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#      http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+
+paths:
+  .github/workflows/**/*.{yml,yaml}:
+    ignore:
+      # This runner exists, but is in beta and not known to actionlint.
+      - 'label "windows-11-arm" is unknown\. .+'
diff --git a/.github/scripts/get-envs.py b/.github/scripts/get-envs.py
new file mode 100755
index 0000000000..d772130bfc
--- /dev/null
+++ b/.github/scripts/get-envs.py
@@ -0,0 +1,51 @@
+#!/usr/bin/env python
+# Copyright 2010 New Relic, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#      http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+
+import fileinput
+import os
+from textwrap import dedent
+
+GROUP_NUMBER = int(os.environ["GROUP_NUMBER"]) - 1
+TOTAL_GROUPS = int(os.environ["TOTAL_GROUPS"])
+GITHUB_JOB = os.environ["GITHUB_JOB"]
+
+
+def main(stdin):
+    environments = [env.rstrip() for env in stdin]
+    filtered_envs = [env for env in environments if env.startswith(GITHUB_JOB + "-")]
+    grouped_envs = filtered_envs[GROUP_NUMBER::TOTAL_GROUPS]
+    joined_envs = ",".join(grouped_envs)
+
+    # If not environments are found, raise an error with helpful information.
+    if joined_envs:
+        print(joined_envs)
+    else:
+        error_msg = dedent(f"""
+            No matching environments found.
+            GITHUB_JOB = {GITHUB_JOB}
+            GROUP_NUMBER = {GROUP_NUMBER + 1}
+            TOTAL_GROUPS = {TOTAL_GROUPS}
+
+            environments = {environments}
+            filtered_envs = {filtered_envs}
+            grouped_envs = {grouped_envs}
+            joined_envs = {joined_envs}
+        """)
+        raise RuntimeError(error_msg(environments))
+
+
+if __name__ == "__main__":
+    with fileinput.input() as stdin:
+        main(stdin)
diff --git a/.github/scripts/retry.sh b/.github/scripts/retry.sh
deleted file mode 100755
index 079798a72d..0000000000
--- a/.github/scripts/retry.sh
+++ /dev/null
@@ -1,42 +0,0 @@
-#!/bin/bash
-# Copyright 2010 New Relic, Inc.
-#
-# Licensed under the Apache License, Version 2.0 (the "License");
-# you may not use this file except in compliance with the License.
-# You may obtain a copy of the License at
-#
-#      http://www.apache.org/licenses/LICENSE-2.0
-#
-# Unless required by applicable law or agreed to in writing, software
-# distributed under the License is distributed on an "AS IS" BASIS,
-# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
-# See the License for the specific language governing permissions and
-# limitations under the License.
-
-
-# Time in seconds to backoff after the initial attempt.
-INITIAL_BACKOFF=10
-
-# Grab first arg as number of retries
-retries=$1
-shift
-
-# Use for loop to repeatedly try the wrapped command, breaking on success
-for i in $(seq 1 $retries); do
-    echo "Running: $@"
-
-    # Exponential backoff
-    if [[ i -gt 1 ]]; then
-        # Starts with the initial backoff then doubles every retry.
-        backoff=$(($INITIAL_BACKOFF * (2 ** (i - 2))))
-        echo "Command failed, retrying in $backoff seconds..."
-        sleep $backoff
-    fi
-    
-    # Run wrapped command, and exit on success
-    $@ && break
-    result=$?
-done
-
-# Exit with status code of wrapped command
-exit $result
diff --git a/.github/workflows/deploy.yml b/.github/workflows/deploy.yml
index 78d7e251cb..e42678a58b 100644
--- a/.github/workflows/deploy.yml
+++ b/.github/workflows/deploy.yml
@@ -115,7 +115,7 @@ jobs:
 
       - uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065 # 5.6.0
         with:
-          python-version: "3.12"
+          python-version: "3.13"
 
       - name: Install Dependencies
         run: |
diff --git a/.github/workflows/get-envs.py b/.github/workflows/get-envs.py
deleted file mode 100755
index f5ef936936..0000000000
--- a/.github/workflows/get-envs.py
+++ /dev/null
@@ -1,36 +0,0 @@
-#!/usr/bin/env python3.8
-# Copyright 2010 New Relic, Inc.
-#
-# Licensed under the Apache License, Version 2.0 (the "License");
-# you may not use this file except in compliance with the License.
-# You may obtain a copy of the License at
-#
-#      http://www.apache.org/licenses/LICENSE-2.0
-#
-# Unless required by applicable law or agreed to in writing, software
-# distributed under the License is distributed on an "AS IS" BASIS,
-# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
-# See the License for the specific language governing permissions and
-# limitations under the License.
-
-import fileinput
-import os
-
-GROUP_NUMBER = int(os.environ["GROUP_NUMBER"]) - 1
-TOTAL_GROUPS = int(os.environ["TOTAL_GROUPS"])
-
-
-def main(f):
-    environments = [e.rstrip() for e in f]
-    filtered_envs = environments[GROUP_NUMBER::TOTAL_GROUPS]
-    joined_envs = ",".join(filtered_envs)
-
-    assert joined_envs, (  # noqa: S101
-        f"No environments found.\nenvironments = {str(environments)}\nGROUP_NUMBER = {GROUP_NUMBER + 1}\nTOTAL_GROUPS = {TOTAL_GROUPS}"
-    )
-    print(joined_envs)
-
-
-if __name__ == "__main__":
-    with fileinput.input() as f:
-        main(f)
diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index afd5555150..3960ba90d8 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -27,6 +27,11 @@ on:
 permissions:
   contents: read
 
+# Ensure bash is used on all runners as the default shell
+defaults:
+  run:
+    shell: bash
+
 concurrency:
   group: ${{ github.ref || github.run_id }}-${{ github.workflow }}
   cancel-in-progress: true
@@ -37,7 +42,10 @@ jobs:
     runs-on: ubuntu-24.04
     if: always() # Always run, even on cancellation or failure
     needs:
-      - python
+      - linux
+      - linux_arm64
+      - windows
+      - windows_arm64
       - cassandra
       - elasticsearchserver07
       - elasticsearchserver08
@@ -84,7 +92,7 @@ jobs:
       - uses: actions/checkout@08c6903cd8c0fde910a37f88322edcfb5dd907a8 # 5.0.0
       - uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065 # 5.6.0
         with:
-          python-version: "3.10"
+          python-version: "3.13"
           architecture: x64
 
       - name: Download Coverage Artifacts
@@ -106,8 +114,12 @@ jobs:
           fail_ci_if_error: true
           token: ${{ secrets.CODECOV_TOKEN }}
 
-  # Tests
-  python:
+  # ==============================
+  # Integration Test Suite Runners
+  # (run in the CI container)
+  # ==============================
+
+  linux:
     env:
       TOTAL_GROUPS: 20
 
@@ -160,7 +172,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -211,7 +223,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -276,7 +288,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -342,7 +354,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -408,7 +420,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -477,7 +489,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -546,7 +558,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -651,7 +663,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -715,7 +727,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -781,7 +793,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -848,7 +860,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -912,7 +924,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -977,7 +989,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1053,7 +1065,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1117,7 +1129,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1181,7 +1193,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1250,7 +1262,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1316,7 +1328,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1383,7 +1395,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1454,7 +1466,7 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
@@ -1518,7 +1530,175 @@ jobs:
       - name: Get Environments
         id: get-envs
         run: |
-          echo "envs=$(tox -l | grep '^${{ github.job }}\-' | ./.github/workflows/get-envs.py)" >> "$GITHUB_OUTPUT"
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Test
+        run: |
+          tox -vv -e ${{ steps.get-envs.outputs.envs }} -p auto
+        env:
+          TOX_PARALLEL_NO_SPINNER: 1
+          FORCE_COLOR: "true"
+
+      - name: Upload Coverage Artifacts
+        uses: actions/upload-artifact@ea165f8d65b6e75b540449e92b4886f43607fa02 # 4.6.2
+        with:
+          name: coverage-${{ github.job }}-${{ strategy.job-index }}
+          path: ./**/.coverage.*
+          include-hidden-files: true
+          if-no-files-found: error
+          retention-days: 1
+
+  # =============================================
+  # OS Specific Core Test Suite Runners
+  # (runs directly on the OS, not in a container)
+  # =============================================
+
+  linux_arm64:
+    env:
+      TOTAL_GROUPS: 2
+
+    strategy:
+      fail-fast: false
+      matrix:
+        group-number: [1, 2]
+
+    runs-on: ubuntu-24.04-arm
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # 4.2.2
+
+      - name: Fetch git tags
+        run: |
+          git fetch --tags origin
+
+      - name: Install Python
+        uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065 # 5.6.0
+        with:
+          python-version: |
+            pypy3.10
+            3.8
+            3.9
+            3.10
+            3.11
+            3.12
+            3.13
+
+      - name: Install Dependencies
+        run: |
+          pip install --upgrade tox
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Get Environments
+        id: get-envs
+        run: |
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Test
+        run: |
+          tox -vv -e ${{ steps.get-envs.outputs.envs }} -p auto
+        env:
+          TOX_PARALLEL_NO_SPINNER: 1
+          FORCE_COLOR: "true"
+
+      - name: Upload Coverage Artifacts
+        uses: actions/upload-artifact@ea165f8d65b6e75b540449e92b4886f43607fa02 # 4.6.2
+        with:
+          name: coverage-${{ github.job }}-${{ strategy.job-index }}
+          path: ./**/.coverage.*
+          include-hidden-files: true
+          if-no-files-found: error
+          retention-days: 1
+
+  windows:
+    env:
+      TOTAL_GROUPS: 1
+
+    strategy:
+      fail-fast: false
+      matrix:
+        group-number: [1]
+
+    runs-on: windows-2025
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # 4.2.2
+
+      - name: Fetch git tags
+        run: |
+          git fetch --tags origin
+
+      - name: Install Python
+        uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065 # 5.6.0
+        with:
+          python-version: "3.13"
+
+      - name: Install Dependencies
+        run: |
+          pip install --upgrade tox
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Get Environments
+        id: get-envs
+        run: |
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Test
+        run: |
+          tox -vv -e ${{ steps.get-envs.outputs.envs }} -p auto
+        env:
+          TOX_PARALLEL_NO_SPINNER: 1
+          FORCE_COLOR: "true"
+
+      - name: Upload Coverage Artifacts
+        uses: actions/upload-artifact@ea165f8d65b6e75b540449e92b4886f43607fa02 # 4.6.2
+        with:
+          name: coverage-${{ github.job }}-${{ strategy.job-index }}
+          path: ./**/.coverage.*
+          include-hidden-files: true
+          if-no-files-found: error
+          retention-days: 1
+
+  windows_arm64:
+    env:
+      TOTAL_GROUPS: 1
+
+    strategy:
+      fail-fast: false
+      matrix:
+        group-number: [1]
+
+    runs-on: windows-11-arm
+    timeout-minutes: 30
+    steps:
+      - uses: actions/checkout@11bd71901bbe5b1630ceea73d27597364c9af683 # 4.2.2
+
+      - name: Fetch git tags
+        run: |
+          git fetch --tags origin
+
+      - name: Install Python
+        uses: actions/setup-python@a26af69be951a213d495a4c3e4e4022e16d87065 # 5.6.0
+        with:
+          python-version: "3.13"
+
+      - name: Install Dependencies
+        run: |
+          pip install --upgrade tox
+        env:
+          GROUP_NUMBER: ${{ matrix.group-number }}
+
+      - name: Get Environments
+        id: get-envs
+        run: |
+          echo "envs=$(tox -l | python ./.github/scripts/get-envs.py)" >> "$GITHUB_OUTPUT"
         env:
           GROUP_NUMBER: ${{ matrix.group-number }}
 
diff --git a/newrelic/admin/record_deploy.py b/newrelic/admin/record_deploy.py
index 7851253c59..116fde5326 100644
--- a/newrelic/admin/record_deploy.py
+++ b/newrelic/admin/record_deploy.py
@@ -12,8 +12,7 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
-import os
-import pwd
+import getpass
 
 from newrelic.admin import command, usage
 from newrelic.common import agent_http, encoding_utils
@@ -79,7 +78,7 @@ def record_deploy(
         path = f"/v2/applications/{app_id}/deployments.json"
 
         if user is None:
-            user = pwd.getpwuid(os.getuid()).pw_gecos
+            user = getpass.getuser()
 
         deployment = {}
         deployment["revision"] = revision
diff --git a/newrelic/config.py b/newrelic/config.py
index 0b2ad73567..76b3e4dd2c 100644
--- a/newrelic/config.py
+++ b/newrelic/config.py
@@ -1194,10 +1194,11 @@ def _module_function_glob(module, object_path):
             # Skip adding all class methods on failure
             pass
 
-        # Under the hood uses fnmatch, which uses os.path.normcase
-        # On windows this would cause issues with case insensitivity,
-        # but on all other operating systems there should be no issues.
-        return fnmatch.filter(available_functions, object_path)
+        # Globbing must be done using fnmatch.fnmatchcase as
+        # fnmatch.filter and fnmatch.fnmatch use os.path.normcase
+        # which cause case insensitivity issues on Windows.
+
+        return [func for func in available_functions if fnmatch.fnmatchcase(func, object_path)]
 
 
 # Setup wsgi application wrapper defined in configuration file.
diff --git a/newrelic/core/agent_control_health.py b/newrelic/core/agent_control_health.py
index 33e49a8a16..dd7d3fff7b 100644
--- a/newrelic/core/agent_control_health.py
+++ b/newrelic/core/agent_control_health.py
@@ -15,12 +15,14 @@
 import logging
 import os
 import sched
+import sys
 import threading
 import time
 import uuid
 from enum import IntEnum
 from pathlib import Path
 from urllib.parse import urlparse
+from urllib.request import url2pathname
 
 from newrelic.core.config import _environ_as_bool, _environ_as_int
 
@@ -66,43 +68,6 @@ class HealthStatus(IntEnum):
 NR_CONNECTION_ERROR_CODES = frozenset([HealthStatus.FAILED_NR_CONNECTION.value, HealthStatus.FORCED_DISCONNECT.value])
 
 
-def is_valid_file_delivery_location(file_uri):
-    # Verify whether file directory provided to agent via env var is a valid file URI to determine whether health
-    # check should run
-    try:
-        parsed_uri = urlparse(file_uri)
-        if not parsed_uri.scheme or not parsed_uri.path:
-            _logger.warning(
-                "Configured Agent Control health delivery location is not a complete file URI. Health check will not be "
-                "enabled. "
-            )
-            return False
-
-        if parsed_uri.scheme != "file":
-            _logger.warning(
-                "Configured Agent Control health delivery location does not have a valid scheme. Health check will not be "
-                "enabled."
-            )
-            return False
-
-        path = Path(parsed_uri.path)
-
-        # Check if the path exists
-        if not path.exists():
-            _logger.warning(
-                "Configured Agent Control health delivery location does not exist. Health check will not be enabled."
-            )
-            return False
-
-        return True
-
-    except Exception:
-        _logger.warning(
-            "Configured Agent Control health delivery location is not valid. Health check will not be enabled."
-        )
-        return False
-
-
 class AgentControlHealth:
     _instance_lock = threading.Lock()
     _instance = None
@@ -127,6 +92,7 @@ def __init__(self):
         self.status_message = HEALTHY_STATUS_MESSAGE
         self.start_time_unix_nano = None
         self.pid_file_id_map = {}
+        self._health_delivery_location_cache = {}
 
     @property
     def health_check_enabled(self):
@@ -135,16 +101,87 @@ def health_check_enabled(self):
         if not agent_control_enabled:
             return False
 
-        return is_valid_file_delivery_location(self.health_delivery_location)
+        return self.health_delivery_location_is_valid
 
     @property
     def health_delivery_location(self):
-        # Set a default file path if env var is not set or set to an empty string
-        health_file_location = (
+        file_uri = (
             os.environ.get("NEW_RELIC_AGENT_CONTROL_HEALTH_DELIVERY_LOCATION", "") or "file:///newrelic/apm/health"
         )
 
-        return health_file_location
+        # Return from cache if already parsed
+        if file_uri in self._health_delivery_location_cache:
+            return self._health_delivery_location_cache[file_uri]
+
+        # Parse and add to cache
+        path = self.parse_health_delivery_location(file_uri)
+        if path is not None:
+            self._health_delivery_location_cache[file_uri] = path
+
+        return path
+
+    @property
+    def health_delivery_location_is_valid(self):
+        # Verify whether file directory provided to agent via env var is a valid file URI to determine whether health
+        # check should run
+        try:
+            path = self.health_delivery_location
+            if path is None:
+                # Warning already logged in parse_health_delivery_location()
+                return False
+
+            # Check if the path exists
+            if not path.exists():
+                _logger.warning(
+                    "Configured Agent Control health delivery location does not exist. Health check will not be enabled."
+                )
+                return False
+
+            return True
+
+        except Exception:
+            _logger.warning(
+                "Configured Agent Control health delivery location is not valid. Health check will not be enabled."
+            )
+            return False
+
+    @classmethod
+    def parse_health_delivery_location(cls, file_uri):
+        """Parse the health delivery location and return it as a Path object."""
+
+        # No built in method to correctly parse file URI to a path on Python < 3.13.
+        # In the future, Path.from_uri() can be used directly.
+
+        # For now, parse with urllib.parse.urlparse and convert to a Path object.
+        parsed_uri = urlparse(file_uri)
+
+        # Ensure URI has at least a scheme and path
+        if not parsed_uri.scheme or not parsed_uri.path:
+            _logger.warning(
+                "Configured Agent Control health delivery location is not a complete file URI. Health check will not be enabled."
+            )
+            return None
+
+        # Ensure URI has a file scheme
+        if parsed_uri.scheme != "file":
+            _logger.warning(
+                "Configured Agent Control health delivery location does not have a valid scheme. Health check will not be enabled."
+            )
+            return None
+
+        # Handle Windows systems carefully due to inconsistent path handling
+        if sys.platform == "win32":
+            if parsed_uri.netloc:
+                # Matching behavior of pip where netloc is prepended with a double backslash
+                # https://github.com/pypa/pip/blob/022248f6484fe87dc0ef5aec3437f4c7971fd14b/pip/download.py#L442
+                urlpathname = url2pathname(rf"\\\\{parsed_uri.netloc}{parsed_uri.path}")
+                return Path(urlpathname)
+            else:
+                # If there's no netloc, we use url2pathname to fix leading slashes
+                return Path(url2pathname(parsed_uri.path))
+        else:
+            # On non-Windows systems we can use the parsed path directly
+            return Path(parsed_uri.path)
 
     @property
     def is_healthy(self):
@@ -185,13 +222,16 @@ def write_to_health_file(self):
         status_time_unix_nano = time.time_ns()
 
         try:
-            file_path = urlparse(self.health_delivery_location).path
+            health_dir_path = self.health_delivery_location
+            if health_dir_path is None:
+                # Allow except block to handle logging a warning
+                raise ValueError("Health delivery location is not valid.")
+
             file_id = self.get_file_id()
-            file_name = f"health-{file_id}.yml"
-            full_path = Path(file_path) / file_name
-            is_healthy = self.is_healthy
+            health_file_path = health_dir_path / f"health-{file_id}.yml"
+            is_healthy = self.is_healthy  # Cache property value to avoid multiple calls
 
-            with full_path.open("w") as f:
+            with health_file_path.open("w") as f:
                 f.write(f"healthy: {is_healthy}\n")
                 f.write(f"status: {self.status_message}\n")
                 f.write(f"start_time_unix_nano: {self.start_time_unix_nano}\n")
diff --git a/setup.py b/setup.py
index f79202676e..883a6d58d8 100644
--- a/setup.py
+++ b/setup.py
@@ -50,6 +50,7 @@
     raise RuntimeError(error_msg)
 
 with_setuptools = False
+is_windows = sys.platform == "win32"
 
 try:
     from setuptools import setup
@@ -89,10 +90,7 @@ def newrelic_agent_next_version(version):
 with readme_file.open() as f:
     readme_file_contents = f.read()
 
-if sys.platform == "win32" and python_version > (2, 6):
-    build_ext_errors = (CCompilerError, DistutilsExecError, DistutilsPlatformError, IOError)
-else:
-    build_ext_errors = (CCompilerError, DistutilsExecError, DistutilsPlatformError)
+build_ext_errors = (CCompilerError, DistutilsExecError, DistutilsPlatformError, OSError)
 
 
 class BuildExtFailed(Exception):
@@ -209,17 +207,24 @@ def _run_setup():
         kwargs_tmp = dict(kwargs)
 
         if with_extensions:
-            monotonic_libraries = []
-            if with_librt():
-                monotonic_libraries = ["rt"]
-
             kwargs_tmp["ext_modules"] = [
                 Extension("newrelic.packages.wrapt._wrappers", ["newrelic/packages/wrapt/_wrappers.c"]),
-                Extension(
-                    "newrelic.common._monotonic", ["newrelic/common/_monotonic.c"], libraries=monotonic_libraries
-                ),
-                Extension("newrelic.core._thread_utilization", ["newrelic/core/_thread_utilization.c"]),
             ]
+            if not is_windows:
+                # These extensions are only supported on POSIX platforms.
+                monotonic_libraries = []
+                if with_librt():
+                    monotonic_libraries = ["rt"]
+
+                kwargs_tmp["ext_modules"].append(
+                    Extension(
+                        "newrelic.common._monotonic", ["newrelic/common/_monotonic.c"], libraries=monotonic_libraries
+                    )
+                )
+                kwargs_tmp["ext_modules"].append(
+                    Extension("newrelic.core._thread_utilization", ["newrelic/core/_thread_utilization.c"])
+                )
+
             kwargs_tmp["cmdclass"] = dict(build_ext=optional_build_ext)
 
         setup(**kwargs_tmp)
diff --git a/tests/agent_features/conftest.py b/tests/agent_features/conftest.py
index a2ee754480..31c2e8e5b0 100644
--- a/tests/agent_features/conftest.py
+++ b/tests/agent_features/conftest.py
@@ -12,6 +12,9 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
+import sys
+
+import pytest
 from testing_support.fixture.event_loop import event_loop
 from testing_support.fixtures import collector_agent_registration_fixture, collector_available_fixture
 from testing_support.fixtures import newrelic_caplog as caplog
diff --git a/tests/agent_features/test_agent_control_health_check.py b/tests/agent_features/test_agent_control_health_check.py
index a8ceb893e4..4c6263362c 100644
--- a/tests/agent_features/test_agent_control_health_check.py
+++ b/tests/agent_features/test_agent_control_health_check.py
@@ -12,6 +12,7 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 import re
+import sys
 import threading
 import time
 from pathlib import Path
@@ -21,11 +22,7 @@
 from testing_support.http_client_recorder import HttpClientRecorder
 
 from newrelic.config import _reset_configuration_done, initialize
-from newrelic.core.agent_control_health import (
-    HealthStatus,
-    agent_control_health_instance,
-    is_valid_file_delivery_location,
-)
+from newrelic.core.agent_control_health import HealthStatus, agent_control_health_instance
 from newrelic.core.agent_protocol import AgentProtocol
 from newrelic.core.application import Application
 from newrelic.core.config import finalize_application_settings, global_settings
@@ -41,8 +38,29 @@ def get_health_file_contents(tmp_path):
 
 
 @pytest.mark.parametrize("file_uri", ["", "file://", "/test/dir", "foo:/test/dir"])
-def test_invalid_file_directory_supplied(file_uri):
-    assert not is_valid_file_delivery_location(file_uri)
+def test_invalid_file_directory_supplied(monkeypatch, file_uri):
+    # Setup expected env vars to run agent control health check
+    monkeypatch.setenv("NEW_RELIC_AGENT_CONTROL_ENABLED", "True")
+    monkeypatch.setenv("NEW_RELIC_AGENT_CONTROL_HEALTH_DELIVERY_LOCATION", file_uri)
+
+    agent_control_instance = agent_control_health_instance()
+    assert not agent_control_instance.health_delivery_location_is_valid
+
+
+@pytest.mark.skipif(sys.platform != "win32", reason="Only valid for Windows")
+@pytest.mark.parametrize("leading_slash", [True, False], ids=["leading_slash", "no_leading_slash"])
+def test_inconsistent_paths_on_windows(monkeypatch, tmp_path, leading_slash):
+    file_uri = tmp_path.as_uri()
+    if not leading_slash:
+        assert file_uri.startswith("file:///")
+        file_uri.replace("file:///", "file://")
+
+    # Setup expected env vars to run agent control health check
+    monkeypatch.setenv("NEW_RELIC_AGENT_CONTROL_ENABLED", "True")
+    monkeypatch.setenv("NEW_RELIC_AGENT_CONTROL_HEALTH_DELIVERY_LOCATION", file_uri)
+
+    agent_control_instance = agent_control_health_instance()
+    assert agent_control_instance.health_delivery_location_is_valid
 
 
 def test_agent_control_not_enabled(monkeypatch, tmp_path):
diff --git a/tests/agent_features/test_async_generator_trace.py b/tests/agent_features/test_async_generator_trace.py
index 7d04a9a321..2aecfdc5ed 100644
--- a/tests/agent_features/test_async_generator_trace.py
+++ b/tests/agent_features/test_async_generator_trace.py
@@ -13,7 +13,6 @@
 # limitations under the License.
 
 import functools
-import sys
 import time
 
 import pytest
diff --git a/tests/agent_features/test_configuration.py b/tests/agent_features/test_configuration.py
index 9586613bf8..41d929f131 100644
--- a/tests/agent_features/test_configuration.py
+++ b/tests/agent_features/test_configuration.py
@@ -17,11 +17,11 @@
 import logging
 import pathlib
 import sys
-import tempfile
 import urllib.parse as urlparse
 
 import pytest
 from testing_support.fixtures import override_generic_settings
+from testing_support.util import NamedTemporaryFile
 
 from newrelic.api.exceptions import ConfigurationError
 from newrelic.common.object_names import callable_name
@@ -637,7 +637,7 @@ def test_initialize():
 def test_initialize_raises_if_config_does_not_match_previous():
     error_message = "Configuration has already been done against differing configuration file or environment.*"
     with pytest.raises(ConfigurationError, match=error_message):
-        with tempfile.NamedTemporaryFile() as f:
+        with NamedTemporaryFile() as f:
             f.write(newrelic_ini_contents)
             f.seek(0)
 
@@ -646,7 +646,7 @@ def test_initialize_raises_if_config_does_not_match_previous():
 
 def test_initialize_via_config_file():
     _reset_configuration_done()
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -667,7 +667,7 @@ def test_initialize_config_file_does_not_exist():
 
 def test_initialize_environment():
     _reset_configuration_done()
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -676,7 +676,7 @@ def test_initialize_environment():
 
 def test_initialize_log_level():
     _reset_configuration_done()
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -685,7 +685,7 @@ def test_initialize_log_level():
 
 def test_initialize_log_file():
     _reset_configuration_done()
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -700,7 +700,7 @@ def test_initialize_config_file_feature_flag(feature_flag, expect_warning, logge
     apply_config_setting(settings, "feature_flag", feature_flag)
     _reset_configuration_done()
 
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -759,7 +759,7 @@ def test_initialize_config_file_with_traces(setting_name, setting_value, expect_
     apply_config_setting(settings, setting_name, setting_value)
     _reset_configuration_done()
 
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -951,7 +951,7 @@ def test_initialize_developer_mode(section, expect_error, logger):
     _reset_instrumentation_done()
     _reset_config_parser()
 
-    with tempfile.NamedTemporaryFile() as f:
+    with NamedTemporaryFile() as f:
         f.write(newrelic_ini_contents)
         f.write(section)
         f.seek(0)
@@ -1019,7 +1019,7 @@ def test_toml_parse_development():
     _reset_config_parser()
     _reset_instrumentation_done()
 
-    with tempfile.NamedTemporaryFile(suffix=".toml") as f:
+    with NamedTemporaryFile(suffix=".toml") as f:
         f.write(newrelic_toml_contents)
         f.seek(0)
 
@@ -1041,7 +1041,7 @@ def test_toml_parse_production():
     _reset_config_parser()
     _reset_instrumentation_done()
 
-    with tempfile.NamedTemporaryFile(suffix=".toml") as f:
+    with NamedTemporaryFile(suffix=".toml") as f:
         f.write(newrelic_toml_contents)
         f.seek(0)
 
@@ -1061,7 +1061,7 @@ def test_config_file_path_types_ini(pathtype):
     _reset_config_parser()
     _reset_instrumentation_done()
 
-    with tempfile.NamedTemporaryFile(suffix=".ini") as f:
+    with NamedTemporaryFile(suffix=".ini") as f:
         f.write(newrelic_ini_contents)
         f.seek(0)
 
@@ -1081,7 +1081,7 @@ def test_config_file_path_types_toml(pathtype):
     _reset_config_parser()
     _reset_instrumentation_done()
 
-    with tempfile.NamedTemporaryFile(suffix=".toml") as f:
+    with NamedTemporaryFile(suffix=".toml") as f:
         f.write(newrelic_toml_contents)
         f.seek(0)
 
diff --git a/tests/agent_features/test_coroutine_transaction.py b/tests/agent_features/test_coroutine_transaction.py
index b3890b2b55..2b447b00c0 100644
--- a/tests/agent_features/test_coroutine_transaction.py
+++ b/tests/agent_features/test_coroutine_transaction.py
@@ -13,7 +13,6 @@
 # limitations under the License.
 
 import asyncio
-import sys
 
 import pytest
 from testing_support.fixtures import capture_transaction_metrics, override_generic_settings
diff --git a/tests/agent_features/test_lambda_handler.py b/tests/agent_features/test_lambda_handler.py
index 9378606547..f6160564de 100644
--- a/tests/agent_features/test_lambda_handler.py
+++ b/tests/agent_features/test_lambda_handler.py
@@ -145,6 +145,8 @@ def test_lambda_malformed_api_gateway_payload(monkeypatch):
 _malformed_request_attributes = {"agent": ["aws.requestId", "aws.lambda.arn"], "user": [], "intrinsic": []}
 
 
+# The lambda_hander has been deprecated for 3+ years
+@pytest.mark.skip(reason="The lambda_handler has been deprecated")
 @validate_transaction_trace_attributes(_malformed_request_attributes)
 @validate_transaction_event_attributes(_malformed_request_attributes)
 @override_application_settings(_override_settings)
diff --git a/tests/agent_features/test_logs_in_context.py b/tests/agent_features/test_logs_in_context.py
index 1487928f95..a6764c41cc 100644
--- a/tests/agent_features/test_logs_in_context.py
+++ b/tests/agent_features/test_logs_in_context.py
@@ -90,7 +90,7 @@ def test_newrelic_logger_min_extra_keys_no_error(log_buffer):
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
 
     expected = {
@@ -138,7 +138,7 @@ def test_newrelic_logger_no_error(log_buffer):
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
 
     expected = {
@@ -191,7 +191,7 @@ def test_newrelic_logger_error_inside_transaction_no_stack_trace(log_buffer):
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
 
     expected = {
@@ -238,7 +238,7 @@ def test_newrelic_logger_error_inside_transaction_with_stack_trace(log_buffer_wi
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
     assert isinstance(stack_trace, str)
     assert stack_trace == expected_stack_trace
@@ -281,7 +281,7 @@ def test_newrelic_logger_error_outside_transaction_no_stack_trace(log_buffer):
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
 
     expected = {
@@ -326,7 +326,7 @@ def test_newrelic_logger_error_outside_transaction_with_stack_trace(log_buffer_w
     assert isinstance(timestamp, int)
     assert isinstance(thread_id, int)
     assert isinstance(process_id, int)
-    assert filename.endswith("/test_logs_in_context.py")
+    assert filename.endswith("test_logs_in_context.py")
     assert isinstance(line_number, int)
     assert isinstance(stack_trace, str)
     assert stack_trace == expected_stack_trace
diff --git a/tests/agent_unittests/conftest.py b/tests/agent_unittests/conftest.py
index 65f22b2079..5b1ce10755 100644
--- a/tests/agent_unittests/conftest.py
+++ b/tests/agent_unittests/conftest.py
@@ -13,12 +13,12 @@
 # limitations under the License.
 
 import sys
-import tempfile
 from importlib import reload
 
 import pytest
 from testing_support.fixtures import collector_agent_registration_fixture, collector_available_fixture
 from testing_support.fixtures import newrelic_caplog as caplog
+from testing_support.util import NamedTemporaryFile
 
 from newrelic.core.agent import agent_instance
 
@@ -35,6 +35,9 @@
 )
 
 
+FAILING_ON_WINDOWS = pytest.mark.xfail(sys.platform == "win32", reason="TODO: Fix this test on Windows")
+
+
 class FakeProtos:
     Span = object()
     SpanBatch = object()
@@ -54,7 +57,7 @@ def global_settings(request, monkeypatch):
     if "env" in request.fixturenames:
         env = request.getfixturevalue("env")
         for k, v in env.items():
-            monkeypatch.setenv(k, v)
+            monkeypatch.setenv(k, str(v))
 
     import newrelic.core.config as core_config
     from newrelic import config
@@ -69,7 +72,7 @@ def global_settings(request, monkeypatch):
     reload(core_config)
     reload(config)
 
-    with tempfile.NamedTemporaryFile() as ini_file:
+    with NamedTemporaryFile() as ini_file:
         ini_file.write(ini_contents)
         ini_file.seek(0)
 
diff --git a/tests/agent_unittests/test_agent_protocol.py b/tests/agent_unittests/test_agent_protocol.py
index 4bcf7dc579..972d8be5bf 100644
--- a/tests/agent_unittests/test_agent_protocol.py
+++ b/tests/agent_unittests/test_agent_protocol.py
@@ -522,7 +522,8 @@ def test_audit_logging():
     protocol = AgentProtocol(settings, client_cls=HttpClientRecorder)
     protocol.send("preconnect")
 
-    with Path(f.name).open() as f:
+    audit_log_path = Path(f.name)
+    with audit_log_path.open() as f:
         audit_log_contents = f.read()
 
     assert audit_log_contents.startswith("*\n")
diff --git a/tests/agent_unittests/test_aws_utilization_caching.py b/tests/agent_unittests/test_aws_utilization_caching.py
index e62eaca406..885aa6463a 100644
--- a/tests/agent_unittests/test_aws_utilization_caching.py
+++ b/tests/agent_unittests/test_aws_utilization_caching.py
@@ -39,7 +39,7 @@ def no_token(cls):
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/agent_unittests/test_encoding_utils.py b/tests/agent_unittests/test_encoding_utils.py
index 9494980194..9a0a937041 100644
--- a/tests/agent_unittests/test_encoding_utils.py
+++ b/tests/agent_unittests/test_encoding_utils.py
@@ -12,6 +12,7 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
+import sys
 from pathlib import Path
 
 import pytest
@@ -64,20 +65,24 @@ def _generator():
     yield from range(1, 4)
 
 
-@pytest.mark.parametrize(
-    "input_,expected",
-    [
-        (10, "10"),
-        (10.0, "10.0"),
-        ("my_string", '"my_string"'),
-        (b"my_bytes", '"my_bytes"'),
-        ({"id": 1, "name": "test", "NoneType": None}, '{"id":1,"name":"test","NoneType":null}'),
-        (_generator(), "[1,2,3]"),
-        (tuple(range(4, 7)), "[4,5,6]"),
-        (Path("test/path/file.txt"), '"test/path/file.txt"'),
-    ],
-    ids=["int", "float", "str", "bytes", "dict", "generator", "iterable", "Path"],
-)
+JSON_ENCODE_TESTS = [
+    pytest.param(10, "10", id="int"),
+    pytest.param(10.0, "10.0", id="float"),
+    pytest.param("my_string", '"my_string"', id="str"),
+    pytest.param(b"my_bytes", '"my_bytes"', id="bytes"),
+    pytest.param({"id": 1, "name": "test", "NoneType": None}, '{"id":1,"name":"test","NoneType":null}', id="dict"),
+    pytest.param(_generator(), "[1,2,3]", id="generator"),
+    pytest.param(tuple(range(4, 7)), "[4,5,6]", id="iterable"),
+]
+
+# Add a Path object test that's platform dependent
+if sys.platform == "win32":
+    JSON_ENCODE_TESTS.append(pytest.param(Path("test\\path\\file.txt"), '"test\\\\path\\\\file.txt"', id="Path"))
+else:
+    JSON_ENCODE_TESTS.append(pytest.param(Path("test/path/file.txt"), '"test/path/file.txt"', id="Path"))
+
+
+@pytest.mark.parametrize("input_,expected", JSON_ENCODE_TESTS)
 def test_json_encode(input_, expected):
     output = json_encode(input_)
     assert output == expected
diff --git a/tests/agent_unittests/test_http_client.py b/tests/agent_unittests/test_http_client.py
index 7c13406330..32af0baf54 100644
--- a/tests/agent_unittests/test_http_client.py
+++ b/tests/agent_unittests/test_http_client.py
@@ -20,6 +20,7 @@
 from io import StringIO
 
 import pytest
+from conftest import FAILING_ON_WINDOWS
 from testing_support.certs import CERT_PATH
 from testing_support.mock_external_http_server import MockExternalHTTPServer
 
@@ -226,6 +227,7 @@ def test_http_close_connection_in_context_manager():
         client.close_connection()
 
 
+@FAILING_ON_WINDOWS
 @pytest.mark.parametrize(
     "client_cls,method,threshold",
     (
diff --git a/tests/agent_unittests/test_utilization_settings.py b/tests/agent_unittests/test_utilization_settings.py
index 11ded562c4..40c3bd1d94 100644
--- a/tests/agent_unittests/test_utilization_settings.py
+++ b/tests/agent_unittests/test_utilization_settings.py
@@ -12,12 +12,11 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
-import os
-import tempfile
 from importlib import reload
 
 import pytest
 from testing_support.fixtures import Environ
+from testing_support.util import NamedTemporaryFile
 
 # these will be reloaded for each test
 import newrelic.config
@@ -73,8 +72,7 @@
 def reset_agent_config(ini_contents, env_dict):
     @function_wrapper
     def reset(wrapped, instance, args, kwargs):
-        with Environ(env_dict):
-            ini_file = tempfile.NamedTemporaryFile()
+        with Environ(env_dict), NamedTemporaryFile() as ini_file:
             ini_file.write(ini_contents)
             ini_file.seek(0)
 
diff --git a/tests/cross_agent/conftest.py b/tests/cross_agent/conftest.py
index 36e62fae56..8cc766d704 100644
--- a/tests/cross_agent/conftest.py
+++ b/tests/cross_agent/conftest.py
@@ -12,7 +12,9 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
+import sys
 
+import pytest
 from testing_support.fixtures import collector_agent_registration_fixture, collector_available_fixture
 
 _default_settings = {
@@ -28,3 +30,5 @@
 collector_agent_registration = collector_agent_registration_fixture(
     app_name="Python Agent Test (cross_agent_tests)", default_settings=_default_settings
 )
+
+SKIP_ON_WINDOWS = pytest.mark.xfail(sys.platform == "win32", reason="This feature is not supported on Windows")
diff --git a/tests/cross_agent/test_agent_attributes.py b/tests/cross_agent/test_agent_attributes.py
index 40f1baa36e..778c816c0f 100644
--- a/tests/cross_agent/test_agent_attributes.py
+++ b/tests/cross_agent/test_agent_attributes.py
@@ -44,7 +44,7 @@ def _default_settings():
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_aws_utilization_data.py b/tests/cross_agent/test_aws_utilization_data.py
index 643735e71c..27f0405d57 100644
--- a/tests/cross_agent/test_aws_utilization_data.py
+++ b/tests/cross_agent/test_aws_utilization_data.py
@@ -29,7 +29,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_azure_utilization_data.py b/tests/cross_agent/test_azure_utilization_data.py
index baabd5a7b0..d99d9ea0c9 100644
--- a/tests/cross_agent/test_azure_utilization_data.py
+++ b/tests/cross_agent/test_azure_utilization_data.py
@@ -29,7 +29,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_boot_id_utilization_data.py b/tests/cross_agent/test_boot_id_utilization_data.py
index 3d0f6dec58..bbc988c79b 100644
--- a/tests/cross_agent/test_boot_id_utilization_data.py
+++ b/tests/cross_agent/test_boot_id_utilization_data.py
@@ -14,10 +14,10 @@
 
 import json
 import sys
-import tempfile
 from pathlib import Path
 
 import pytest
+from testing_support.util import NamedTemporaryFile
 from testing_support.validators.validate_internal_metrics import validate_internal_metrics
 
 from newrelic.common.system_info import BootIdUtilization
@@ -39,7 +39,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
@@ -57,7 +57,7 @@ def __init__(self, boot_id):
 
     def __enter__(self):
         if self.boot_id is not None:
-            self.boot_id_file = tempfile.NamedTemporaryFile()
+            self.boot_id_file = NamedTemporaryFile().__enter__()
             self.boot_id_file.write(self.boot_id.encode("utf8"))
             self.boot_id_file.seek(0)
             BootIdUtilization.METADATA_URL = self.boot_id_file.name
@@ -68,7 +68,7 @@ def __enter__(self):
     def __exit__(self, *args, **kwargs):
         sys.platform = SYS_PLATFORM
         if self.boot_id:
-            del self.boot_id_file  # close and thus delete the tempfile
+            self.boot_id_file.__exit__(*args, **kwargs)  # close and thus delete the tempfile
 
 
 @pytest.mark.parametrize(_parameters, _boot_id_tests)
diff --git a/tests/cross_agent/test_cat_map.py b/tests/cross_agent/test_cat_map.py
index 01ede0b19a..3322fc7d97 100644
--- a/tests/cross_agent/test_cat_map.py
+++ b/tests/cross_agent/test_cat_map.py
@@ -67,7 +67,7 @@ def server():
 
 def load_tests():
     result = []
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         tests = json.load(fh)
 
     for test in tests:
diff --git a/tests/cross_agent/test_collector_hostname.py b/tests/cross_agent/test_collector_hostname.py
index 57f0654b60..6da387fac6 100644
--- a/tests/cross_agent/test_collector_hostname.py
+++ b/tests/cross_agent/test_collector_hostname.py
@@ -16,11 +16,11 @@
 import multiprocessing
 import os
 import sys
-import tempfile
 from importlib import reload
 from pathlib import Path
 
 import pytest
+from testing_support.util import NamedTemporaryFile
 
 FIXTURE = Path(__file__).parent / "fixtures" / "collector_hostname.json"
 
@@ -29,7 +29,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
@@ -70,11 +70,12 @@ def _test_collector_hostname(
         reload(core_config)
         reload(config)
 
-        ini_file = tempfile.NamedTemporaryFile()
-        ini_file.write(ini_contents.encode("utf-8"))
-        ini_file.seek(0)
+        with NamedTemporaryFile() as ini_file:
+            ini_file.write(ini_contents.encode("utf-8"))
+            ini_file.seek(0)
+
+            config.initialize(ini_file.name)
 
-        config.initialize(ini_file.name)
         settings = core_config.global_settings()
         assert settings.host == hostname
 
diff --git a/tests/cross_agent/test_datastore_instance.py b/tests/cross_agent/test_datastore_instance.py
index e6e3f61c31..a35b3e65dd 100644
--- a/tests/cross_agent/test_datastore_instance.py
+++ b/tests/cross_agent/test_datastore_instance.py
@@ -40,7 +40,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_distributed_tracing.py b/tests/cross_agent/test_distributed_tracing.py
index ae3097db2f..3c7314b31d 100644
--- a/tests/cross_agent/test_distributed_tracing.py
+++ b/tests/cross_agent/test_distributed_tracing.py
@@ -52,7 +52,7 @@
 
 def load_tests():
     result = []
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         tests = json.load(fh)
 
     for test in tests:
diff --git a/tests/cross_agent/test_docker_container_id.py b/tests/cross_agent/test_docker_container_id.py
index a54c982c88..7aaedae93c 100644
--- a/tests/cross_agent/test_docker_container_id.py
+++ b/tests/cross_agent/test_docker_container_id.py
@@ -16,6 +16,7 @@
 from pathlib import Path
 
 import pytest
+from conftest import SKIP_ON_WINDOWS
 
 import newrelic.common.utilization as u
 
@@ -28,7 +29,7 @@ def _load_docker_test_attributes():
 
     """
     test_cases = DOCKER_FIXTURE / "cases.json"
-    with test_cases.open() as fh:
+    with test_cases.open(encoding="utf-8") as fh:
         json_list = json.load(fh)
     docker_test_attributes = [(json_record["filename"], json_record["containerId"]) for json_record in json_list]
     return docker_test_attributes
@@ -46,6 +47,7 @@ def _mock_open(path, mode):
     return _mock_open
 
 
+@SKIP_ON_WINDOWS
 @pytest.mark.parametrize("filename, containerId", _load_docker_test_attributes())
 def test_docker_container_id_v1(monkeypatch, filename, containerId):
     path = DOCKER_FIXTURE / filename
diff --git a/tests/cross_agent/test_docker_container_id_v2.py b/tests/cross_agent/test_docker_container_id_v2.py
index 5603584668..3fbfcff846 100644
--- a/tests/cross_agent/test_docker_container_id_v2.py
+++ b/tests/cross_agent/test_docker_container_id_v2.py
@@ -16,6 +16,7 @@
 from pathlib import Path
 
 import pytest
+from conftest import SKIP_ON_WINDOWS
 
 import newrelic.common.utilization as u
 
@@ -28,7 +29,7 @@ def _load_docker_test_attributes():
 
     """
     test_cases = DOCKER_FIXTURE / "cases.json"
-    with test_cases.open() as fh:
+    with test_cases.open(encoding="utf-8") as fh:
         json_list = json.load(fh)
     docker_test_attributes = [(json_record["filename"], json_record["containerId"]) for json_record in json_list]
     return docker_test_attributes
@@ -46,6 +47,7 @@ def _mock_open(path, mode):
     return _mock_open
 
 
+@SKIP_ON_WINDOWS
 @pytest.mark.parametrize("filename, containerId", _load_docker_test_attributes())
 def test_docker_container_id_v2(monkeypatch, filename, containerId):
     path = DOCKER_FIXTURE / filename
diff --git a/tests/cross_agent/test_gcp_utilization_data.py b/tests/cross_agent/test_gcp_utilization_data.py
index 1439c92e2b..3d79eba20b 100644
--- a/tests/cross_agent/test_gcp_utilization_data.py
+++ b/tests/cross_agent/test_gcp_utilization_data.py
@@ -29,7 +29,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_labels_and_rollups.py b/tests/cross_agent/test_labels_and_rollups.py
index a16aac9c5a..ba74f8ca58 100644
--- a/tests/cross_agent/test_labels_and_rollups.py
+++ b/tests/cross_agent/test_labels_and_rollups.py
@@ -24,7 +24,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_lambda_event_source.py b/tests/cross_agent/test_lambda_event_source.py
index 74ca28e5d7..325a920f6c 100644
--- a/tests/cross_agent/test_lambda_event_source.py
+++ b/tests/cross_agent/test_lambda_event_source.py
@@ -28,13 +28,13 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         for test in json.loads(fh.read()):
             test_name = test.pop("name")
 
             test_file = f"{test_name}.json"
             path = FIXTURE_DIR / "lambda_event_source" / test_file
-            with path.open() as fh:
+            with path.open(encoding="utf-8") as fh:
                 events[test_name] = json.loads(fh.read())
 
             tests[test_name] = test
diff --git a/tests/cross_agent/test_pcf_utilization_data.py b/tests/cross_agent/test_pcf_utilization_data.py
index 4594a55a66..d25a7b3257 100644
--- a/tests/cross_agent/test_pcf_utilization_data.py
+++ b/tests/cross_agent/test_pcf_utilization_data.py
@@ -29,7 +29,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_rules.py b/tests/cross_agent/test_rules.py
index ca1eb8d354..e4d2fd1b0a 100644
--- a/tests/cross_agent/test_rules.py
+++ b/tests/cross_agent/test_rules.py
@@ -27,7 +27,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
diff --git a/tests/cross_agent/test_sql_obfuscation.py b/tests/cross_agent/test_sql_obfuscation.py
index 2d166b395f..178625cdf3 100644
--- a/tests/cross_agent/test_sql_obfuscation.py
+++ b/tests/cross_agent/test_sql_obfuscation.py
@@ -27,7 +27,7 @@
 
 def load_tests():
     result = []
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         tests = json.load(fh)
 
     for test in tests:
diff --git a/tests/cross_agent/test_transaction_segment_terms.py b/tests/cross_agent/test_transaction_segment_terms.py
index 49dc6a19e5..1463bea7b6 100644
--- a/tests/cross_agent/test_transaction_segment_terms.py
+++ b/tests/cross_agent/test_transaction_segment_terms.py
@@ -32,7 +32,7 @@
 
 def load_tests():
     result = []
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         tests = json.load(fh)
 
     for test in tests:
diff --git a/tests/cross_agent/test_utilization_configs.py b/tests/cross_agent/test_utilization_configs.py
index 9534d65756..ffabbb625b 100644
--- a/tests/cross_agent/test_utilization_configs.py
+++ b/tests/cross_agent/test_utilization_configs.py
@@ -15,7 +15,6 @@
 import json
 import os
 import sys
-import tempfile
 from importlib import reload
 from pathlib import Path
 
@@ -24,6 +23,7 @@
 # NOTE: the test_utilization_settings_from_env_vars test mocks several of the
 # methods in newrelic.core.data_collector and does not put them back!
 from testing_support.mock_http_client import create_client_cls
+from testing_support.util import NamedTemporaryFile
 
 import newrelic.core.config
 from newrelic.common.object_wrapper import function_wrapper
@@ -37,7 +37,7 @@
 
 
 def _load_tests():
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         js = fh.read()
     return json.loads(js)
 
@@ -132,19 +132,19 @@ def _patch_boot_id_file(wrapped, instance, args, kwargs):
         boot_id_file = None
         initial_sys_platform = sys.platform
 
-        if test.get("input_boot_id"):
-            boot_id_file = tempfile.NamedTemporaryFile()
-            boot_id_file.write(test.get("input_boot_id"))
-            boot_id_file.seek(0)
-            BootIdUtilization.METADATA_URL = boot_id_file.name
-            sys.platform = "linux-mock-testing"  # ensure boot_id is gathered
-        else:
-            # do not gather boot_id at all, this will ensure there is nothing
-            # extra in the gathered utilizations data
-            sys.platform = "not-linux"
-
         try:
-            return wrapped(*args, **kwargs)
+            if test.get("input_boot_id"):
+                with NamedTemporaryFile() as boot_id_file:
+                    boot_id_file.write(test.get("input_boot_id"))
+                    boot_id_file.seek(0)
+                    BootIdUtilization.METADATA_URL = boot_id_file.name
+                    sys.platform = "linux-mock-testing"  # ensure boot_id is gathered
+                    return wrapped(*args, **kwargs)
+            else:
+                # do not gather boot_id at all, this will ensure there is nothing
+                # extra in the gathered utilizations data
+                sys.platform = "not-linux"
+                return wrapped(*args, **kwargs)
         finally:
             del boot_id_file  # close and thus delete the tempfile
             sys.platform = initial_sys_platform
diff --git a/tests/cross_agent/test_w3c_trace_context.py b/tests/cross_agent/test_w3c_trace_context.py
index 72745d3b5b..bc0de4f003 100644
--- a/tests/cross_agent/test_w3c_trace_context.py
+++ b/tests/cross_agent/test_w3c_trace_context.py
@@ -62,7 +62,7 @@
 
 def load_tests():
     result = []
-    with FIXTURE.open() as fh:
+    with FIXTURE.open(encoding="utf-8") as fh:
         tests = json.load(fh)
 
     for test in tests:
diff --git a/tests/testing_support/db_settings.py b/tests/testing_support/db_settings.py
index cb51a01e23..f11e876cbf 100644
--- a/tests/testing_support/db_settings.py
+++ b/tests/testing_support/db_settings.py
@@ -13,9 +13,6 @@
 # limitations under the License.
 
 import os
-import pwd
-
-USER = pwd.getpwuid(os.getuid()).pw_name
 
 
 def postgresql_settings():
diff --git a/tests/testing_support/fixtures.py b/tests/testing_support/fixtures.py
index ae4403a101..8f369c3a0f 100644
--- a/tests/testing_support/fixtures.py
+++ b/tests/testing_support/fixtures.py
@@ -257,9 +257,16 @@ def _collector_agent_registration_fixture(request):
 
 @pytest.fixture
 def collector_available_fixture(request, collector_agent_registration):
-    application = application_instance()
-    active = application.active
-    assert active
+    application = collector_agent_registration
+    settings = global_settings()
+
+    # Wait for the application to become active.
+    timeout = (settings.startup_timeout or 0) + 10.0
+    while not application.active and timeout > 0:
+        time.sleep(0.1)
+        timeout -= 0.1
+
+    assert application.active, "Application failed to activate after 10 seconds."
 
 
 def raise_background_exceptions(timeout=5.0):
diff --git a/tests/testing_support/util.py b/tests/testing_support/util.py
index 86d5505ea3..6d31338ee4 100644
--- a/tests/testing_support/util.py
+++ b/tests/testing_support/util.py
@@ -14,8 +14,11 @@
 
 import re
 import socket
+import sys
+import tempfile
 import time
 from functools import wraps
+from pathlib import Path
 
 
 def _to_int(version_str):
@@ -83,3 +86,27 @@ def wrapper(*args, **kwargs):
         return wrapper
 
     return decorator
+
+
+def NamedTemporaryFile(*args, **kwargs):
+    """A wrapper around tempfile.NamedTemporaryFile that fixes issues with file flags on Windows."""
+    if sys.platform == "win32":
+        # Set delete=False to prevent file flags being set incorrectly on Windows.
+        kwargs["delete"] = False
+
+    # Create the temporary file
+    temp_file = tempfile.NamedTemporaryFile(*args, **kwargs)
+    temp_file.path = Path(temp_file.name)  # Add path attribute for convenience
+
+    # Patch the __exit__ method to manually remove the file on exit
+    original_exit = temp_file.__exit__
+
+    def remove_on_exit(*args, **kwargs):
+        original_exit(*args, **kwargs)
+        # Clean up the file manually
+        if temp_file.path.exists():
+            temp_file.path.unlink()
+
+    temp_file.__exit__ = remove_on_exit
+
+    return temp_file
diff --git a/tox.ini b/tox.ini
index bb40a63c07..d3c347f7bf 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,7 +1,10 @@
 ; Formatting Conventions
 ; Each part of the env name
 ; 1. Services required to be present to run test suite. Allows us to select which Github Actions runner to place the test suite on.
-;    Examples: postgres, mysql, python (pure python, no service required)
+;    Examples: 
+;      * postgres, mysql (require specified database to be running)
+;      * grpc (no parallel execution allowed, and requires grpc compilation)
+;      * linux, macos, windows (OS specific runners, no services required)
 ; 2. Folder under tests/ that includes the test suite.
 ;    Requires an entry under changedir to run the test suite from the correct folder.
 ;    Should be prepended to any deps definitions as well to prevent environments from colliding.
@@ -28,22 +31,43 @@
 ; 5. With or without New Relic C extensions (Optional). Used for testing agent features.
 ;    Examples: with_extensions, without_extensions
 ;       envlist =
-;           python-agent_features-pypy310-without_extensions,
-;           python-agent_streaming-py37-{with,without}_extensions,
+;           linux-agent_features-pypy310-without_extensions,
+;           linux-agent_streaming-py37-{with,without}_extensions,
 ;
 ; Full Format:
 ;   services_required-tests_folder-python_version-library_and_version[optional]-with/without_c_extensions[optional]
 ;
 ; Full Examples:
 ;   - memcached-datastore_bmemcached-py37-memcached030
-;   - python-agent_unittests-py38-with_extensions
-;   - python-adapter_gevent-py39
+;   - linux-agent_unittests-py38-with_extensions
+;   - linux-adapter_gevent-py39
 
 [tox]
 setupdir = {toxinidir}
 ; Fail tests when interpreters are missing.
 skip_missing_interpreters = false
 envlist =
+    # Linux Core Agent Test Suite
+    linux-agent_features-py37-{with,without}_extensions,
+    {linux,linux_arm64}-agent_features-{py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
+    {linux,linux_arm64}-agent_features-pypy310-without_extensions,
+    linux-agent_streaming-py37-protobuf06-{with,without}_extensions,
+    {linux,linux_arm64}-agent_streaming-{py38,py39,py310,py311,py312,py313}-protobuf06-{with,without}_extensions,
+    {linux,linux_arm64}-agent_streaming-py39-protobuf{03,0319,04,05}-{with,without}_extensions,
+    linux-agent_unittests-py37-{with,without}_extensions,
+    {linux,linux_arm64}-agent_unittests-{py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
+    {linux,linux_arm64}-agent_unittests-pypy310-without_extensions,
+    linux-cross_agent-py37-{with,without}_extensions,
+    {linux,linux_arm64}-cross_agent-{py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
+
+    # Windows Core Agent Test Suite
+    {windows,windows_arm64}-agent_features-py313-{with,without}_extensions,
+    # Windows grpcio wheels don't appear to be installable for Arm64 despite being available
+    windows-agent_streaming-py313-protobuf06-{with,without}_extensions,
+    {windows,windows_arm64}-agent_unittests-py313-{with,without}_extensions,
+    {windows,windows_arm64}-cross_agent-py313-{with,without}_extensions,
+
+    # Integration Tests (only run on Linux)
     cassandra-datastore_cassandradriver-{py38,py39,py310,py311,py312,pypy310}-cassandralatest,
     elasticsearchserver07-datastore_elasticsearch-{py37,py38,py39,py310,py311,py312,py313,pypy310}-elasticsearch07,
     elasticsearchserver08-datastore_elasticsearch-{py37,py38,py39,py310,py311,py312,py313,pypy310}-elasticsearch08,
@@ -78,97 +102,98 @@ envlist =
     postgres16-datastore_psycopg2cffi-{py37,py38,py39,py310,py311,py312}-psycopg2cffilatest,
     postgres16-datastore_pyodbc-{py37,py38,py39,py310,py311,py312,py313}-pyodbclatest,
     postgres9-datastore_postgresql-{py37,py38,py39,py310,py311,py312,py313},
-    python-adapter_asgiref-{py37,py38,py39,py310,py311,py312,py313,pypy310}-asgireflatest,
-    python-adapter_asgiref-py310-asgiref{0303,0304,0305,0306,0307},
-    python-adapter_cheroot-{py37,py38,py39,py310,py311,py312,py313},
-    python-adapter_daphne-{py37,py38,py39,py310,py311,py312,py313}-daphnelatest,
-    python-adapter_gevent-{py37,py38,py310,py311,py312,py313},
-    python-adapter_gunicorn-{py37,py38,py39,py310,py311,py312,py313}-aiohttp03-gunicornlatest,
-    python-adapter_hypercorn-{py38,py39,py310,py311,py312,py313}-hypercornlatest,
-    python-adapter_hypercorn-py38-hypercorn{0010,0011,0012,0013},
-    python-adapter_mcp-{py310,py311,py312,py313,pypy310},
-    python-adapter_uvicorn-{py37,py38,py39,py310,py311,py312,py313}-uvicornlatest,
-    python-adapter_uvicorn-py38-uvicorn014,
-    python-adapter_waitress-{py37,py38,py39,py310,py311,py312,py313}-waitresslatest,
-    python-agent_features-{py37,py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
-    python-agent_features-pypy310-without_extensions,
-    python-agent_streaming-{py37,py38,py39,py310,py311,py312,py313}-protobuf06-{with,without}_extensions,
-    python-agent_streaming-py39-protobuf{03,0319,04,05}-{with,without}_extensions,
-    python-agent_unittests-{py37,py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
-    python-agent_unittests-pypy310-without_extensions,
-    python-application_celery-{py37,py38,py39,py310,py311,py312,py313,pypy310}-celerylatest,
-    python-application_celery-py311-celery{0504,0503,0502},
-    python-component_djangorestframework-{py37,py38,py39,py310,py311,py312,py313}-djangorestframeworklatest,
-    python-component_flask_rest-{py38,py39,py310,py311,py312,py313,pypy310}-flaskrestxlatest,
-    python-component_flask_rest-py37-flaskrestx110,
-    python-component_graphqlserver-{py37,py38,py39,py310,py311,py312},
+    linux-adapter_asgiref-{py37,py38,py39,py310,py311,py312,py313,pypy310}-asgireflatest,
+    linux-adapter_asgiref-py310-asgiref{0303,0304,0305,0306,0307},
+    linux-adapter_cheroot-{py37,py38,py39,py310,py311,py312,py313},
+    linux-adapter_daphne-{py37,py38,py39,py310,py311,py312,py313}-daphnelatest,
+    linux-adapter_gevent-{py37,py38,py310,py311,py312,py313},
+    linux-adapter_gunicorn-{py37,py38,py39,py310,py311,py312,py313}-aiohttp03-gunicornlatest,
+    linux-adapter_hypercorn-{py38,py39,py310,py311,py312,py313}-hypercornlatest,
+    linux-adapter_hypercorn-py38-hypercorn{0010,0011,0012,0013},
+    linux-adapter_mcp-{py310,py311,py312,py313,pypy310},
+    linux-adapter_uvicorn-{py37,py38,py39,py310,py311,py312,py313}-uvicornlatest,
+    linux-adapter_uvicorn-py38-uvicorn014,
+    linux-adapter_waitress-{py37,py38,py39,py310,py311,py312,py313}-waitresslatest,
+    linux-adapter_waitress-{py37,py38,py39,py310}-waitress02,
+    linux-adapter_waitress-{py37,py38,py39}-waitress010404,
+    linux-agent_features-{py37,py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
+    linux-agent_features-pypy310-without_extensions,
+    linux-agent_streaming-{py37,py38,py39,py310,py311,py312,py313}-protobuf06-{with,without}_extensions,
+    linux-agent_streaming-py39-protobuf{03,0319,04,05}-{with,without}_extensions,
+    linux-agent_unittests-{py37,py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
+    linux-agent_unittests-pypy310-without_extensions,
+    linux-application_celery-{py37,py38,py39,py310,py311,py312,py313,pypy310}-celerylatest,
+    linux-application_celery-py311-celery{0504,0503,0502},
+    linux-component_djangorestframework-{py37,py38,py39,py310,py311,py312,py313}-djangorestframeworklatest,
+    linux-component_flask_rest-{py38,py39,py310,py311,py312,py313,pypy310}-flaskrestxlatest,
+    linux-component_flask_rest-py37-flaskrestx110,
+    linux-component_graphqlserver-{py37,py38,py39,py310,py311,py312},
     ;; Tests need to be updated to support newer graphql-server/sanic versions
-    ; python-component_graphqlserver-py313,
-    python-component_tastypie-{py37,py38,py39,py310,py311,py312,py313,pypy310}-tastypielatest,
-    python-coroutines_asyncio-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-cross_agent-{py37,py38,py39,py310,py311,py312,py313}-{with,without}_extensions,
-    python-datastore_sqlite-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-external_aiobotocore-{py38,py39,py310,py311,py312,py313}-aiobotocorelatest,
-    python-external_botocore-{py38,py39,py310,py311,py312,py313}-botocorelatest,
-    python-external_botocore-{py311}-botocorelatest-langchain,
-    python-external_botocore-py310-botocore0125,
-    python-external_botocore-py311-botocore0128,
-    python-external_feedparser-{py37,py38,py39,py310,py311,py312,py313}-feedparser06,
-    python-external_http-{py37,py38,py39,py310,py311,py312,py313},
-    python-external_httplib-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-external_httplib2-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-external_requests-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-external_urllib3-{py37,py38,py39,py310,py311,py312,py313,pypy310}-urllib3latest,
-    python-external_urllib3-{py37,py312,py313,pypy310}-urllib30126,
-    python-framework_aiohttp-{py37,py38,py39,py310,py311,py312,py313,pypy310}-aiohttp03,
-    python-framework_ariadne-{py37,py38,py39,py310,py311,py312,py313}-ariadnelatest,
-    python-framework_ariadne-py37-ariadne{0011,0012,0013},
-    python-framework_azurefunctions-{py39,py310,py311,py312},
-    python-framework_bottle-{py37,py38,py39,py310,py311,py312,py313,pypy310}-bottle0012,
-    python-framework_cherrypy-{py37,py38,py39,py310,py311,py312,py313,pypy310}-CherryPylatest,
-    python-framework_django-{py37,py38,py39,py310,py311,py312,py313}-Djangolatest,
-    python-framework_django-{py39}-Django{0202,0300,0301,0302,0401},
-    python-framework_falcon-{py37,py38,py39,py310,py311,py312,py313,pypy310}-falconlatest,
-    python-framework_falcon-{py38,py39,py310,py311,py312,py313,pypy310}-falconmaster,
-    python-framework_fastapi-{py37,py38,py39,py310,py311,py312,py313},
-    python-framework_flask-py37-flask020205,
-    python-framework_flask-{py38,py39,py310,py311,py312,pypy310}-flask02,
-    ; python-framework_flask-py38-flaskmaster fails, even with Flask-Compress<1.16 and coverage==7.61 for py37,py38
-    python-framework_flask-py38-flasklatest,
+    ; linux-component_graphqlserver-py313,
+    linux-component_tastypie-{py37,py38,py39,py310,py311,py312,py313,pypy310}-tastypielatest,
+    linux-coroutines_asyncio-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-datastore_sqlite-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-external_aiobotocore-{py38,py39,py310,py311,py312,py313}-aiobotocorelatest,
+    linux-external_botocore-{py38,py39,py310,py311,py312,py313}-botocorelatest,
+    linux-external_botocore-{py311}-botocorelatest-langchain,
+    linux-external_botocore-py310-botocore0125,
+    linux-external_botocore-py311-botocore0128,
+    linux-external_feedparser-{py37,py38,py39,py310,py311,py312,py313}-feedparser06,
+    linux-external_http-{py37,py38,py39,py310,py311,py312,py313},
+    linux-external_httplib-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-external_httplib2-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-external_requests-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-external_urllib3-{py37,py38,py39,py310,py311,py312,py313,pypy310}-urllib3latest,
+    linux-external_urllib3-{py37,py312,py313,pypy310}-urllib30126,
+    linux-framework_aiohttp-{py37,py38,py39,py310,py311,py312,py313,pypy310}-aiohttp03,
+    linux-framework_ariadne-{py37,py38,py39,py310,py311,py312,py313}-ariadnelatest,
+    linux-framework_ariadne-py37-ariadne{0011,0012,0013},
+    linux-framework_azurefunctions-{py39,py310,py311,py312},
+    linux-framework_bottle-{py37,py38,py39,py310,py311,py312,py313,pypy310}-bottle0012,
+    linux-framework_cherrypy-{py37,py38,py39,py310,py311,py312,py313,pypy310}-CherryPylatest,
+    linux-framework_django-{py37,py38,py39,py310,py311,py312,py313}-Djangolatest,
+    linux-framework_django-{py39}-Django{0202,0300,0301,0302,0401},
+    linux-framework_falcon-{py37,py38,py39,py310,py311,py312,py313,pypy310}-falconlatest,
+    linux-framework_falcon-{py38,py39,py310,py311,py312,py313,pypy310}-falconmaster,
+    linux-framework_fastapi-{py37,py38,py39,py310,py311,py312,py313},
+    linux-framework_flask-py37-flask020205,
+    linux-framework_flask-{py38,py39,py310,py311,py312,pypy310}-flask02,
+    ; linux-framework_flask-py38-flaskmaster fails, even with Flask-Compress<1.16 and coverage==7.61 for py37,py38
+    linux-framework_flask-py38-flasklatest,
     ; flaskmaster tests disabled until they can be fixed
-    python-framework_flask-{py39,py310,py311,py312,py313,pypy310}-flask{latest},
-    python-framework_graphene-{py37,py38,py39,py310,py311,py312,py313}-graphenelatest,
-    python-framework_graphql-{py37,py38,py39,py310,py311,py312,py313,pypy310}-graphql03,
-    python-framework_graphql-{py37,py38,py39,py310,py311,py312,py313,pypy310}-graphql{latest},
-    python-framework_graphql-py37-graphql{0301,0302},
-    python-framework_pyramid-{py37,py38,py39,py310,py311,py312,py313,pypy310}-Pyramidlatest,
-    python-framework_pyramid-{py37,py38,py39,py310,py311,py312,py313,pypy310}-Pyramid0110-cornice,
-    python-framework_sanic-{py37,py38}-sanic2406,
-    python-framework_sanic-{py39,py310,py311,py312,py313,pypy310}-saniclatest,
-    python-framework_sanic-{py38,pypy310}-sanic{201207,2112,2290},
-    python-framework_starlette-{py310,pypy310}-starlette{0014,0015,0019,0028},
-    python-framework_starlette-{py37,py38,py39,py310,py311,py312,py313,pypy310}-starlettelatest,
-    python-framework_starlette-{py37,py38}-starlette002001,
-    python-framework_strawberry-{py38,py39,py310,py311,py312}-strawberry02352,
-    python-framework_strawberry-{py37,py38,py39,py310,py311,py312,py313}-strawberrylatest,
-    python-framework_tornado-{py38,py39,py310,py311,py312,py313}-tornadolatest,
-    python-framework_tornado-{py39,py310,py311,py312,py313}-tornadomaster,
-    python-logger_logging-{py37,py38,py39,py310,py311,py312,py313,pypy310},
-    python-logger_loguru-{py37,py38,py39,py310,py311,py312,py313,pypy310}-logurulatest,
-    python-logger_structlog-{py37,py38,py39,py310,py311,py312,py313,pypy310}-structloglatest,
-    python-mlmodel_gemini-{py39,py310,py311,py312,py313},
-    python-mlmodel_langchain-{py39,py310,py311,py312},
+    linux-framework_flask-{py39,py310,py311,py312,py313,pypy310}-flask{latest},
+    linux-framework_graphene-{py37,py38,py39,py310,py311,py312,py313}-graphenelatest,
+    linux-framework_graphql-{py37,py38,py39,py310,py311,py312,py313,pypy310}-graphql03,
+    linux-framework_graphql-{py37,py38,py39,py310,py311,py312,py313,pypy310}-graphql{latest},
+    linux-framework_graphql-py37-graphql{0301,0302},
+    linux-framework_pyramid-{py37,py38,py39,py310,py311,py312,py313,pypy310}-Pyramidlatest,
+    linux-framework_pyramid-{py37,py38,py39,py310,py311,py312,py313,pypy310}-Pyramid0110-cornice,
+    linux-framework_sanic-{py37,py38}-sanic2406,
+    linux-framework_sanic-{py39,py310,py311,py312,py313,pypy310}-saniclatest,
+    linux-framework_sanic-{py38,pypy310}-sanic{201207,2112,2290},
+    linux-framework_starlette-{py310,pypy310}-starlette{0014,0015,0019,0028},
+    linux-framework_starlette-{py37,py38,py39,py310,py311,py312,py313,pypy310}-starlettelatest,
+    linux-framework_starlette-{py37,py38}-starlette002001,
+    linux-framework_strawberry-{py38,py39,py310,py311,py312}-strawberry02352,
+    linux-framework_strawberry-{py37,py38,py39,py310,py311,py312,py313}-strawberrylatest,
+    linux-framework_tornado-{py38,py39,py310,py311,py312,py313}-tornadolatest,
+    linux-framework_tornado-{py39,py310,py311,py312,py313}-tornadomaster,
+    linux-logger_logging-{py37,py38,py39,py310,py311,py312,py313,pypy310},
+    linux-logger_loguru-{py37,py38,py39,py310,py311,py312,py313,pypy310}-logurulatest,
+    linux-logger_structlog-{py37,py38,py39,py310,py311,py312,py313,pypy310}-structloglatest,
+    linux-mlmodel_gemini-{py39,py310,py311,py312,py313},
+    linux-mlmodel_langchain-{py39,py310,py311,py312},
     ;; Package not ready for Python 3.13 (uses an older version of numpy)
-    ; python-mlmodel_langchain-py313,
-    python-mlmodel_openai-openai0-{py37,py38,py39,py310,py311,py312},
-    python-mlmodel_openai-openai107-py312,
-    python-mlmodel_openai-openailatest-{py37,py38,py39,py310,py311,py312,py313},
-    python-mlmodel_sklearn-{py37}-scikitlearn0101,
-    python-mlmodel_sklearn-{py38,py39,py310,py311,py312,py313}-scikitlearnlatest,
-    python-template_genshi-{py37,py38,py39,py310,py311,py312,py313}-genshilatest,
-    python-template_jinja2-{py38,py39,py310,py311,py312,py313}-jinja2latest,
-    python-template_jinja2-py37-jinja2030103,
-    python-template_mako-{py37,py38,py39,py310,py311,py312,py313},
+    ; linux-mlmodel_langchain-py313,
+    linux-mlmodel_openai-openai0-{py37,py38,py39,py310,py311,py312},
+    linux-mlmodel_openai-openai107-py312,
+    linux-mlmodel_openai-openailatest-{py37,py38,py39,py310,py311,py312,py313},
+    linux-mlmodel_sklearn-{py37}-scikitlearn0101,
+    linux-mlmodel_sklearn-{py38,py39,py310,py311,py312,py313}-scikitlearnlatest,
+    linux-template_genshi-{py37,py38,py39,py310,py311,py312,py313}-genshilatest,
+    linux-template_jinja2-{py38,py39,py310,py311,py312,py313}-jinja2latest,
+    linux-template_jinja2-py37-jinja2030103,
+    linux-template_mako-{py37,py38,py39,py310,py311,py312,py313},
     rabbitmq-messagebroker_pika-{py37,py38,py39,py310,py311,py312,py313,pypy310}-pikalatest,
     rabbitmq-messagebroker_kombu-{py38,py39,py310,py311,py312,py313,pypy310}-kombulatest,
     rabbitmq-messagebroker_kombu-{py38,py39,py310,pypy310}-kombu050204,
@@ -480,7 +505,7 @@ allowlist_externals =
     {toxinidir}/.github/scripts/*
 
 install_command=
-    {toxinidir}/.github/scripts/retry.sh 3 pip install {opts} {packages}
+    pip install {opts} {packages}
 
 extras =
     agent_streaming: infinite-tracing
@@ -587,8 +612,8 @@ source = newrelic
 [coverage:paths]
 source =
     newrelic/
-    .tox/**/site-packages/newrelic/
-    /__w/**/site-packages/newrelic/
+    **/site-packages/newrelic/
+    **\site-packages\newrelic\
 
 [coverage:html]
 directory = ${TOX_ENV_DIR-.}/htmlcov