diff --git a/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/settings.py b/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/settings.py
index 08bccd9..2797220 100644
--- a/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/settings.py
+++ b/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/settings.py
@@ -1,5 +1,6 @@
-from typing import Annotated, Literal
-from pydantic import AliasChoices, Field, HttpUrl
+from typing import Literal
+
+from pydantic import Field, HttpUrl
 from pydantic_core import Url
 from pydantic_settings import BaseSettings, SettingsConfigDict
 
@@ -16,30 +17,8 @@ class Settings(BaseSettings):
     storage: FileStorageSettings = FileStorageSettings(root=".data/assistants")
     logging: LoggingSettings = LoggingSettings()
 
-    workbench_service_url: Annotated[
-        HttpUrl,
-        Field(
-            # alias for backwards compatibility with older env vars
-            validation_alias=AliasChoices(
-                "assistant__workbench_service_url",
-                "ASSISTANT__WORKBENCH_SERVICE_URL",
-                "assistant__workbench_service_base_url",
-                "ASSISTANT__WORKBENCH_SERVICE_BASE_URL",
-            )
-        ),
-    ] = Url("http://127.0.0.1:3000")
-    workbench_service_api_key: Annotated[
-        str,
-        Field(
-            # alias for backwards compatibility with older env vars
-            validation_alias=AliasChoices(
-                "assistant__api_key",
-                "ASSISTANT__API_KEY",
-                "assistant__workbench_service_api_key",
-                "ASSISTANT__WORKBENCH_SERVICE_API_KEY",
-            )
-        ),
-    ] = ""
+    workbench_service_url: HttpUrl = Url("http://127.0.0.1:3000")
+    workbench_service_api_key: str = ""
     workbench_service_ping_interval_seconds: float = 20.0
 
     assistant_service_id: str | None = None
@@ -50,7 +29,7 @@ class Settings(BaseSettings):
 
     protocol: Literal["http", "https"] = "http"
     host: str = "127.0.0.1"
-    port: int = 3001
+    port: int = 0
 
     website_protocol: str = Field(alias="WEBSITE_PROTOCOL", default="https")
     website_port: int | None = Field(alias="WEBSITE_PORT", default=None)
diff --git a/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/start.py b/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/start.py
index c81ce1f..ddd6d9e 100644
--- a/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/start.py
+++ b/libraries/python/semantic-workbench-assistant/semantic_workbench_assistant/start.py
@@ -23,7 +23,8 @@ def main():
         "--port",
         dest="port",
         type=int,
-        help="port to run service on; if not specified, a random port will be selected",
+        help="port to run service on; if not specified or 0, a random port will be selected",
+        default=settings.port,
     )
     parse_args.add_argument("--host", dest="host", type=str, default=settings.host, help="host IP to run service on")
     parse_args.add_argument(
diff --git a/tools/docker/Dockerfile.assistant b/tools/docker/Dockerfile.assistant
index 2ff84b3..65ca1f7 100644
--- a/tools/docker/Dockerfile.assistant
+++ b/tools/docker/Dockerfile.assistant
@@ -33,10 +33,10 @@ ENV PATH=/packages/assistants/assistant/.venv/bin:$PATH
 COPY ./tools/docker/docker-entrypoint.sh /scripts/docker-entrypoint.sh
 RUN chmod +x /scripts/docker-entrypoint.sh
 
-ENV port=3001
 ENV ASSISTANT_APP=${app}
-ENV ASSISTANT__HOST=0.0.0.0
-ENV ASSISTANT__PORT=${port}
+
+ENV assistant__host=0.0.0.0
+ENV assistant__port=3001
 
 SHELL ["/bin/bash", "-c"]
 ENTRYPOINT ["/scripts/docker-entrypoint.sh"]
diff --git a/workbench-service/Dockerfile b/workbench-service/Dockerfile
index 032a07c..7289a5f 100644
--- a/workbench-service/Dockerfile
+++ b/workbench-service/Dockerfile
@@ -39,7 +39,8 @@ RUN chmod +x /scripts/docker-entrypoint.sh
 
 WORKDIR /workbench-service
 
-ENV WORKBENCH__SERVICE__HOST=0.0.0.0
+ENV workbench__service__host=0.0.0.0
+ENV workbench__service__port=3000
 
 SHELL ["/bin/bash", "-c"]
 ENTRYPOINT ["/scripts/docker-entrypoint.sh"]