diff --git a/dispatcherd/protocols.py b/dispatcherd/protocols.py
index fd0c792..f463a73 100644
--- a/dispatcherd/protocols.py
+++ b/dispatcherd/protocols.py
@@ -210,6 +210,8 @@ def __iter__(self) -> Iterator[PoolWorker]: ...
 
     def get_by_id(self, worker_id: int) -> PoolWorker: ...
 
+    def move_to_end(self, worker_id: int) -> None: ...
+
 
 class SharedAsyncObjects:
     exit_event: asyncio.Event
diff --git a/dispatcherd/service/pool.py b/dispatcherd/service/pool.py
index bf1b760..542b616 100644
--- a/dispatcherd/service/pool.py
+++ b/dispatcherd/service/pool.py
@@ -4,6 +4,7 @@
 import os
 import signal
 import time
+from collections import OrderedDict
 from typing import Any, Iterator, Literal, Optional
 
 from ..processors.blocker import Blocker
@@ -173,7 +174,7 @@ def __init__(self) -> None:
 
 class WorkerData(WorkerDataProtocol):
     def __init__(self) -> None:
-        self.workers: dict[int, PoolWorker] = {}
+        self.workers: OrderedDict[int, PoolWorker] = OrderedDict()
         self.management_lock = asyncio.Lock()
 
     def __iter__(self) -> Iterator[PoolWorker]:
@@ -194,6 +195,12 @@ def get_by_id(self, worker_id: int) -> PoolWorker:
     def remove_by_id(self, worker_id: int) -> None:
         del self.workers[worker_id]
 
+    def move_to_end(self, worker_id: int) -> None:
+        try:
+            self.workers.move_to_end(worker_id)
+        except KeyError:
+            logger.warning(f'Attempted to move worker_id={worker_id} to end, but worker was already removed from workers dict')
+
 
 class WorkerPool(WorkerPoolProtocol):
     def __init__(
@@ -559,6 +566,7 @@ async def process_finished(self, worker: PoolWorker, message: dict) -> None:
             else:
                 self.finished_count += 1
             worker.mark_finished_task()
+            self.workers.move_to_end(worker.worker_id)
 
         if not self.queuer.queued_messages and all(worker.current_task is None for worker in self.workers):
             self.events.work_cleared.set()
diff --git a/tests/unit/service/test_worker_order.py b/tests/unit/service/test_worker_order.py
new file mode 100644
index 0000000..95058a7
--- /dev/null
+++ b/tests/unit/service/test_worker_order.py
@@ -0,0 +1,104 @@
+import asyncio
+from typing import AsyncIterator
+
+import pytest
+import pytest_asyncio
+
+from dispatcherd.protocols import DispatcherMain
+from dispatcherd.testing.asyncio import adispatcher_service
+
+
+@pytest.fixture(scope='session')
+def order_config():
+    return {
+        "version": 2,
+        "service": {
+            "pool_kwargs": {"min_workers": 2, "max_workers": 2},
+            "main_kwargs": {"node_id": "order-test"},
+        },
+    }
+
+
+@pytest_asyncio.fixture
+async def aorder_dispatcher(order_config) -> AsyncIterator[DispatcherMain]:
+    async with adispatcher_service(order_config) as dispatcher:
+        yield dispatcher
+
+
+@pytest.mark.asyncio
+async def test_workers_reorder_and_dispatch_longest_idle(aorder_dispatcher):
+    pool = aorder_dispatcher.pool
+    assert list(pool.workers.workers.keys()) == [0, 1]
+
+    pool.events.work_cleared.clear()
+    await aorder_dispatcher.process_message({
+        "task": "tests.data.methods.sleep_function",
+        "kwargs": {"seconds": 0.1},
+        "uuid": "t1",
+    })
+    await aorder_dispatcher.process_message({
+        "task": "tests.data.methods.sleep_function",
+        "kwargs": {"seconds": 0.05},
+        "uuid": "t2",
+    })
+    await asyncio.wait_for(pool.events.work_cleared.wait(), timeout=1)
+
+    assert list(pool.workers.workers.keys()) == [1, 0]
+
+    pool.events.work_cleared.clear()
+    await aorder_dispatcher.process_message({
+        "task": "tests.data.methods.sleep_function",
+        "kwargs": {"seconds": 0.01},
+        "uuid": "t3",
+    })
+    await asyncio.sleep(0.01)
+    assert pool.workers.get_by_id(1).current_task["uuid"] == "t3"
+    assert pool.workers.get_by_id(0).current_task is None
+    await asyncio.wait_for(pool.events.work_cleared.wait(), timeout=1)
+
+    pool.events.work_cleared.clear()
+    await aorder_dispatcher.process_message({
+        "task": "tests.data.methods.sleep_function",
+        "kwargs": {"seconds": 0.01},
+        "uuid": "t4",
+    })
+    await asyncio.sleep(0.01)
+    assert pool.workers.get_by_id(0).current_task["uuid"] == "t4"
+    await asyncio.wait_for(pool.events.work_cleared.wait(), timeout=1)
+
+    assert list(pool.workers.workers.keys()) == [1, 0]
+
+
+@pytest.mark.asyncio
+async def test_process_finished_with_removed_worker():
+    """Test that process_finished handles KeyError gracefully when worker has been removed
+
+    This simulates the race condition where a worker finishes a task, but has been
+    removed from self.workers before process_finished is called.
+    """
+    from unittest.mock import MagicMock, patch
+    from dispatcherd.service.pool import WorkerData, PoolWorker
+
+    # Create a minimal WorkerData instance
+    worker_data = WorkerData()
+
+    # Create a mock worker
+    mock_process = MagicMock()
+    worker = PoolWorker(worker_id=0, process=mock_process)
+    worker.current_task = {"uuid": "test-uuid", "task": "test.task"}
+    worker.finished_count = 0
+
+    # Add worker then remove it (simulating the race condition)
+    worker_data.add_worker(worker)
+    worker_data.remove_by_id(0)
+    assert 0 not in worker_data
+
+    # Mock the logger to verify the warning is logged
+    with patch('dispatcherd.service.pool.logger') as mock_logger:
+        # Call move_to_end on the removed worker - should not raise KeyError
+        worker_data.move_to_end(0)
+
+        # Verify the warning was logged
+        mock_logger.warning.assert_called_once()
+        warning_call = mock_logger.warning.call_args[0][0]
+        assert "Attempted to move worker_id=0 to end, but worker was already removed" in warning_call