diff --git a/datadog_sync/commands/shared/options.py b/datadog_sync/commands/shared/options.py
index 3719eb91..cf0f9f7a 100644
--- a/datadog_sync/commands/shared/options.py
+++ b/datadog_sync/commands/shared/options.py
@@ -97,6 +97,16 @@ def click_config_file_provider(ctx: Context, opts: CustomOptionClass, value: Non
         help="Show or hide the progress bar",
         cls=CustomOptionClass,
     ),
+    option(
+        "--verify-ssl-certificates",
+        envvar=constants.DD_VERIFY_SSL_CERTIFICATES,
+        required=False,
+        type=bool,
+        default=True,
+        show_default=True,
+        help="Enable or disable SSL certificate verification. Warning: Disabling SSL verification is insecure.",
+        cls=CustomOptionClass,
+    ),
     option(
         "--verify-ddr-status",
         envvar=constants.DD_VERIFY_DDR_STATUS,
diff --git a/datadog_sync/constants.py b/datadog_sync/constants.py
index 3d23a171..c94af581 100644
--- a/datadog_sync/constants.py
+++ b/datadog_sync/constants.py
@@ -22,6 +22,7 @@
 DD_VALIDATE = "DD_VALIDATE"
 DD_VERIFY_DDR_STATUS = "DD_VERIFY_DDR_STATUS"
 DD_SHOW_PROGRESS_BAR = "DD_SHOW_PROGRESS_BAR"
+DD_VERIFY_SSL_CERTIFICATES = "DD_VERIFY_SSL_CERTIFICATES"
 
 LOCAL_STORAGE_TYPE = "local"
 S3_STORAGE_TYPE = "s3"
diff --git a/datadog_sync/utils/configuration.py b/datadog_sync/utils/configuration.py
index 57df0cda..26e20acf 100644
--- a/datadog_sync/utils/configuration.py
+++ b/datadog_sync/utils/configuration.py
@@ -140,20 +140,28 @@ def build_config(cmd: Command, **kwargs: Optional[Any]) -> Configuration:
     retry_timeout = kwargs.get("http_client_retry_timeout")
     timeout = kwargs.get("http_client_timeout")
     send_metrics = kwargs.get("send_metrics")
+    verify_ssl = kwargs.get("verify_ssl_certificates", True)
 
     source_auth = {}
     if k := kwargs.get("source_api_key"):
         source_auth["apiKeyAuth"] = k
     if k := kwargs.get("source_app_key"):
         source_auth["appKeyAuth"] = k
-    source_client = CustomClient(source_api_url, source_auth, retry_timeout, timeout, send_metrics)
+    source_client = CustomClient(source_api_url, source_auth, retry_timeout, timeout, send_metrics, verify_ssl)
 
     destination_auth = {}
     if k := kwargs.get("destination_api_key"):
         destination_auth["apiKeyAuth"] = k
     if k := kwargs.get("destination_app_key"):
         destination_auth["appKeyAuth"] = k
-    destination_client = CustomClient(destination_api_url, destination_auth, retry_timeout, timeout, send_metrics)
+    destination_client = CustomClient(
+        destination_api_url,
+        destination_auth,
+        retry_timeout,
+        timeout,
+        send_metrics,
+        verify_ssl,
+    )
 
     # Additional settings
     force_missing_dependencies = kwargs.get("force_missing_dependencies")
@@ -205,7 +213,14 @@ def build_config(cmd: Command, **kwargs: Optional[Any]) -> Configuration:
     # is just an import, the source of that import is the destination of the reset.
     if cmd == Command.RESET:
         cleanup = TRUE
-        source_client = CustomClient(destination_api_url, destination_auth, retry_timeout, timeout, send_metrics)
+        source_client = CustomClient(
+            destination_api_url,
+            destination_auth,
+            retry_timeout,
+            timeout,
+            send_metrics,
+            verify_ssl,
+        )
         source_resources_path = f"{destination_resources_path}/.backup/{str(time.time())}"
 
     resource_per_file = kwargs.get(RESOURCE_PER_FILE, False)
diff --git a/datadog_sync/utils/custom_client.py b/datadog_sync/utils/custom_client.py
index 0cb1fd89..201e7f43 100644
--- a/datadog_sync/utils/custom_client.py
+++ b/datadog_sync/utils/custom_client.py
@@ -80,6 +80,7 @@ def __init__(
         retry_timeout: int,
         timeout: int,
         send_metrics: bool,
+        verify_ssl: bool = True,
     ) -> None:
         self.url_object = UrlObject.from_str(host)
         self.timeout = timeout
@@ -88,10 +89,18 @@ def __init__(
         self.default_pagination = PaginationConfig()
         self.auth = auth
         self.send_metrics = send_metrics
+        self.verify_ssl = verify_ssl
 
     async def _init_session(self):
-        ssl_context = ssl.create_default_context(cafile=certifi.where())
-        self.session = aiohttp.ClientSession(connector=aiohttp.TCPConnector(ssl=ssl_context))
+        if self.verify_ssl:
+            ssl_context = ssl.create_default_context(cafile=certifi.where())
+            self.session = aiohttp.ClientSession(connector=aiohttp.TCPConnector(ssl=ssl_context))
+        else:
+            log.warning(
+                "WARNING: SSL certificate verification is disabled. "
+                "This is insecure and should only be used in trusted environments."
+            )
+            self.session = aiohttp.ClientSession(connector=aiohttp.TCPConnector(ssl=False))
         self.session.headers.update(build_default_headers(self.auth))
 
     async def _end_session(self):