diff --git a/coderd/coderdtest/swagger_test.go b/coderd/coderdtest/swagger_test.go
index ef8dd88f79c99..07fb19ad64b85 100644
--- a/coderd/coderdtest/swagger_test.go
+++ b/coderd/coderdtest/swagger_test.go
@@ -18,6 +18,7 @@ func TestEndpointsDocumented(t *testing.T) {
 
 	swaggerComments, err := coderdtest.ParseSwaggerComments("..")
 	require.NoError(t, err, "can't parse swagger comments")
+	require.NotEmpty(t, swaggerComments, "swagger comments must be present")
 
 	_, _, api := coderdtest.NewWithAPI(t, nil)
 	coderdtest.VerifySwaggerDefinitions(t, api.APIHandler, swaggerComments)
diff --git a/coderd/coderdtest/swaggerparser.go b/coderd/coderdtest/swaggerparser.go
index ccdb082d4a328..c5d19cf088966 100644
--- a/coderd/coderdtest/swaggerparser.go
+++ b/coderd/coderdtest/swaggerparser.go
@@ -149,6 +149,7 @@ func parseSwaggerComment(commentGroup *ast.CommentGroup) SwaggerComment {
 
 func VerifySwaggerDefinitions(t *testing.T, router chi.Router, swaggerComments []SwaggerComment) {
 	assertUniqueRoutes(t, swaggerComments)
+	assertSingleAnnotations(t, swaggerComments)
 
 	err := chi.Walk(router, func(method, route string, handler http.Handler, middlewares ...func(http.Handler) http.Handler) error {
 		method = strings.ToLower(method)
@@ -192,6 +193,36 @@ func assertUniqueRoutes(t *testing.T, comments []SwaggerComment) {
 	}
 }
 
+var uniqueAnnotations = []string{"@ID", "@Summary", "@Tags", "@Router"}
+
+func assertSingleAnnotations(t *testing.T, comments []SwaggerComment) {
+	for _, comment := range comments {
+		counters := map[string]int{}
+
+		for _, line := range comment.raw {
+			splitN := strings.SplitN(strings.TrimSpace(line.Text), " ", 3)
+			if len(splitN) < 2 {
+				continue // comment prefix without any content
+			}
+
+			if !strings.HasPrefix(splitN[1], "@") {
+				continue // not a swagger annotation
+			}
+
+			annotation := splitN[1]
+			if _, ok := counters[annotation]; !ok {
+				counters[annotation] = 0
+			}
+			counters[annotation]++
+		}
+
+		for _, annotation := range uniqueAnnotations {
+			v := counters[annotation]
+			assert.Equal(t, 1, v, "%s annotation for route %s must be defined only once", annotation, comment.router)
+		}
+	}
+}
+
 func findSwaggerCommentByMethodAndRoute(comments []SwaggerComment, method, route string) *SwaggerComment {
 	for _, c := range comments {
 		if c.method == method && c.router == route {
@@ -219,6 +250,7 @@ func assertRequiredAnnotations(t *testing.T, comment SwaggerComment) {
 	assert.NotEmpty(t, comment.id, "@ID must be defined")
 	assert.NotEmpty(t, comment.summary, "@Summary must be defined")
 	assert.NotEmpty(t, comment.tags, "@Tags must be defined")
+	assert.NotEmpty(t, comment.router, "@Router must be defined")
 }
 
 func assertGoCommentFirst(t *testing.T, comment SwaggerComment) {
@@ -295,6 +327,8 @@ func assertAccept(t *testing.T, comment SwaggerComment) {
 	}
 }
 
+var allowedProduceTypes = []string{"json", "text/event-stream"}
+
 func assertProduce(t *testing.T, comment SwaggerComment) {
 	var hasResponseModel bool
 	for _, r := range comment.successes {
@@ -306,6 +340,7 @@ func assertProduce(t *testing.T, comment SwaggerComment) {
 
 	if hasResponseModel {
 		assert.True(t, comment.produce != "", "Route must have @Produce annotation as it responds with a model structure")
+		assert.Contains(t, allowedProduceTypes, comment.produce, "@Produce value is limited to specific types: %s", strings.Join(allowedProduceTypes, ","))
 	} else {
 		if (comment.router == "/workspaceagents/me/app-health" && comment.method == "post") ||
 			(comment.router == "/workspaceagents/me/version" && comment.method == "post") ||
diff --git a/coderd/workspaceagents.go b/coderd/workspaceagents.go
index e05c3d19a2000..58851458f52e5 100644
--- a/coderd/workspaceagents.go
+++ b/coderd/workspaceagents.go
@@ -826,7 +826,7 @@ func convertWorkspaceAgent(derpMap *tailcfg.DERPMap, coordinator tailnet.Coordin
 // @ID submit-workspace-agent-stats
 // @Security CoderSessionToken
 // @Accept json
-// @Produce application/json
+// @Produce json
 // @Tags Agents
 // @Param request body codersdk.AgentStats true "Stats request"
 // @Success 200 {object} codersdk.AgentStatsResponse
@@ -904,7 +904,7 @@ func (api *API) workspaceAgentReportStats(rw http.ResponseWriter, r *http.Reques
 // @ID submit-workspace-agent-application-health
 // @Security CoderSessionToken
 // @Accept json
-// @Produce application/json
+// @Produce json
 // @Tags Agents
 // @Param request body codersdk.PostWorkspaceAppHealthsRequest true "Application health request"
 // @Success 200
diff --git a/enterprise/coderd/coderdenttest/swagger_test.go b/enterprise/coderd/coderdenttest/swagger_test.go
index c4ad0a8dd5810..2d3e16aa9929b 100644
--- a/enterprise/coderd/coderdenttest/swagger_test.go
+++ b/enterprise/coderd/coderdenttest/swagger_test.go
@@ -14,6 +14,7 @@ func TestEnterpriseEndpointsDocumented(t *testing.T) {
 
 	swaggerComments, err := coderdtest.ParseSwaggerComments("..", "../../../coderd")
 	require.NoError(t, err, "can't parse swagger comments")
+	require.NotEmpty(t, swaggerComments, "swagger comments must be present")
 
 	_, _, api := coderdenttest.NewWithAPI(t, nil)
 	coderdtest.VerifySwaggerDefinitions(t, api.AGPL.APIHandler, swaggerComments)