diff --git a/changelog.d/12405.misc b/changelog.d/12405.misc
new file mode 100644
index 000000000..697b36c2c
--- /dev/null
+++ b/changelog.d/12405.misc
@@ -0,0 +1 @@
+Fix up healthcheck generation for workers docker image.
diff --git a/docker/Dockerfile-workers b/docker/Dockerfile-workers
index 46f2e1738..6fb1cdbfb 100644
--- a/docker/Dockerfile-workers
+++ b/docker/Dockerfile-workers
@@ -14,9 +14,6 @@ COPY ./docker/conf-workers/* /conf/
 # Expose nginx listener port
 EXPOSE 8080/tcp
 
-# Volume for user-editable config files, logs etc.
-VOLUME ["/data"]
-
 # A script to read environment variables and create the necessary
 # files to run the desired worker configuration. Will start supervisord.
 COPY ./docker/configure_workers_and_start.py /configure_workers_and_start.py
diff --git a/docker/configure_workers_and_start.py b/docker/configure_workers_and_start.py
index 4d5e94ad6..3e91024e8 100755
--- a/docker/configure_workers_and_start.py
+++ b/docker/configure_workers_and_start.py
@@ -308,7 +308,7 @@ def generate_worker_files(environ, config_path: str, data_dir: str):
 
     Args:
         environ: _Environ[str]
-        config_path: Where to output the generated Synapse main worker config file.
+        config_path: The location of the generated Synapse main worker config file.
         data_dir: The location of the synapse data directory. Where log and
             user-facing config files live.
     """
@@ -321,7 +321,8 @@ def generate_worker_files(environ, config_path: str, data_dir: str):
     # and adding a replication listener.
 
     # First read the original config file and extract the listeners block. Then we'll add
-    # another listener for replication. Later we'll write out the result.
+    # another listener for replication. Later we'll write out the result to the shared
+    # config file.
     listeners = [
         {
             "port": 9093,
@@ -387,6 +388,10 @@ def generate_worker_files(environ, config_path: str, data_dir: str):
     # worker_type + instance #
     worker_type_counter: Dict[str, int] = {}
 
+    # A list of internal endpoints to healthcheck, starting with the main process
+    # which exists even if no workers do.
+    healthcheck_urls = ["http://localhost:8080/health"]
+
     # For each worker type specified by the user, create config values
     for worker_type in worker_types:
         worker_type = worker_type.strip()
@@ -411,6 +416,8 @@ def generate_worker_files(environ, config_path: str, data_dir: str):
         # Update the shared config with any worker-type specific options
         shared_config.update(worker_config["shared_extra_conf"])
 
+        healthcheck_urls.append("http://localhost:%d/health" % (worker_port,))
+
         # Check if more than one instance of this worker type has been specified
         worker_type_total_count = worker_types.count(worker_type)
         if worker_type_total_count > 1:
@@ -476,15 +483,10 @@ def generate_worker_files(environ, config_path: str, data_dir: str):
     # Determine the load-balancing upstreams to configure
     nginx_upstream_config = ""
 
-    # At the same time, prepare a list of internal endpoints to healthcheck
-    # starting with the main process which exists even if no workers do.
-    healthcheck_urls = ["http://localhost:8080/health"]
-
     for upstream_worker_type, upstream_worker_ports in nginx_upstreams.items():
         body = ""
         for port in upstream_worker_ports:
             body += "    server localhost:%d;\n" % (port,)
-            healthcheck_urls.append("http://localhost:%d/health" % (port,))
 
         # Add to the list of configured upstreams
         nginx_upstream_config += NGINX_UPSTREAM_CONFIG_BLOCK.format(
diff --git a/scripts-dev/complement.sh b/scripts-dev/complement.sh
index 05e9e470e..d34e9f355 100755
--- a/scripts-dev/complement.sh
+++ b/scripts-dev/complement.sh
@@ -52,7 +52,7 @@ if [[ -n "$WORKERS" ]]; then
   COMPLEMENT_DOCKERFILE=SynapseWorkers.Dockerfile
 
   # And provide some more configuration to complement.
-  export COMPLEMENT_SPAWN_HS_TIMEOUT_SECS=25
+  export COMPLEMENT_SPAWN_HS_TIMEOUT_SECS=60
 else
   export COMPLEMENT_BASE_IMAGE=complement-synapse
   COMPLEMENT_DOCKERFILE=Dockerfile