diff --git a/internal/docker/builder.go b/internal/docker/builder.go
index 4415fbca..24be3bdc 100644
--- a/internal/docker/builder.go
+++ b/internal/docker/builder.go
@@ -494,6 +494,48 @@ func printLogs(docker *client.Client, containerID, contextStr string) {
 	log.Printf("============== %s : END LOGS ==============\n\n\n", contextStr)
 }
 
+func printPortBindingsOfAllComplementContainers(docker *client.Client, contextStr string) {
+	ctx := context.Background()
+
+	containers, err := docker.ContainerList(ctx, container.ListOptions{
+		All: true,
+		Filters: label(
+			complementLabel,
+		),
+	})
+	if err != nil {
+		log.Printf("%s : Failed to list containers while trying to `printPortBindingsOfAllComplementContainers`: %s\n", contextStr, err)
+		return
+	}
+
+	log.Printf("============== %s : START ALL COMPLEMENT DOCKER PORT BINDINGS ==============\n", contextStr)
+
+	for _, container := range containers {
+		log.Printf("Container: %s: %s", container.ID, container.Names)
+
+		inspectRes, err := docker.ContainerInspect(ctx, container.ID)
+		if err != nil {
+			log.Printf("%s : Failed to inspect container (%s) while trying to `printPortBindingsOfAllComplementContainers`: %s\n", contextStr, container.ID, err)
+			return
+		}
+
+		// Print an example so it's easier to understand the output
+		log.Printf("    (host) -> (container)\n")
+		// Then print the actual port bindings
+		for containerPort, portBindings := range inspectRes.NetworkSettings.Ports {
+			hostPortBindingStrings := make([]string, len(portBindings))
+			for portBindingIndex, portBinding := range portBindings {
+				hostPortBindingStrings[portBindingIndex] = fmt.Sprintf("%s:%s", portBinding.HostIP, portBinding.HostPort)
+			}
+
+			log.Printf("    %s -> %s\n", strings.Join(hostPortBindingStrings, ", "), containerPort)
+		}
+
+	}
+
+	log.Printf("=============== %s : END ALL COMPLEMENT DOCKER PORT BINDINGS ===============\n\n\n", contextStr)
+}
+
 func endpoints(p nat.PortMap, csPort, ssPort int) (baseURL, fedBaseURL string, err error) {
 	csapiPort := fmt.Sprintf("%d/tcp", csPort)
 	csapiPortInfo, ok := p[nat.Port(csapiPort)]
diff --git a/internal/docker/deployer.go b/internal/docker/deployer.go
index c14e4d9a..6bd063ec 100644
--- a/internal/docker/deployer.go
+++ b/internal/docker/deployer.go
@@ -91,8 +91,9 @@ func (d *Deployer) CreateDirtyServer(hsName string) (*HomeserverDeployment, erro
 		baseImageURI = uri
 	}
 
+	containerName := fmt.Sprintf("complement_%s_dirty_%s", d.config.PackageNamespace, hsName)
 	hsDeployment, err := deployImage(
-		d.Docker, baseImageURI, fmt.Sprintf("complement_%s_dirty_%s", d.config.PackageNamespace, hsName),
+		d.Docker, baseImageURI, containerName,
 		d.config.PackageNamespace, "", hsName, nil, "dirty",
 		networkName, d.config,
 	)
@@ -101,6 +102,11 @@ func (d *Deployer) CreateDirtyServer(hsName string) (*HomeserverDeployment, erro
 			// print logs to help debug
 			printLogs(d.Docker, hsDeployment.ContainerID, "dirty")
 		}
+
+		// Give some context for what the port bindings look like the time of the failure.
+		// This gives better context for when `bind: address already in use` errors happen.
+		printPortBindingsOfAllComplementContainers(d.Docker, "While dirty deploying "+containerName)
+
 		return nil, fmt.Errorf("CreateDirtyServer: Failed to deploy image %v : %w", baseImageURI, err)
 	}
 	return hsDeployment, nil
@@ -164,8 +170,9 @@ func (d *Deployer) Deploy(ctx context.Context, blueprintName string) (*Deploymen
 		asIDToRegistrationMap := asIDToRegistrationFromLabels(img.Labels)
 
 		// TODO: Make CSAPI port configurable
+		containerName := fmt.Sprintf("complement_%s_%s_%s_%d", d.config.PackageNamespace, d.DeployNamespace, contextStr, counter)
 		deployment, err := deployImage(
-			d.Docker, img.ID, fmt.Sprintf("complement_%s_%s_%s_%d", d.config.PackageNamespace, d.DeployNamespace, contextStr, counter),
+			d.Docker, img.ID, containerName,
 			d.config.PackageNamespace, blueprintName, hsName, asIDToRegistrationMap, contextStr, networkName, d.config,
 		)
 		if err != nil {
@@ -173,6 +180,11 @@ func (d *Deployer) Deploy(ctx context.Context, blueprintName string) (*Deploymen
 				// print logs to help debug
 				printLogs(d.Docker, deployment.ContainerID, contextStr)
 			}
+
+			// Give some context for what the port bindings look like the time of the failure.
+			// This gives better context for when `bind: address already in use` errors happen.
+			printPortBindingsOfAllComplementContainers(d.Docker, "While deploying "+containerName)
+
 			return fmt.Errorf("Deploy: Failed to deploy image %+v : %w", img, err)
 		}
 		mu.Lock()