diff --git a/Makefile b/Makefile
index 2f07329..eb5e985 100644
--- a/Makefile
+++ b/Makefile
@@ -29,14 +29,19 @@ logs:
 # Create a new session and display its info
 session:
 	@echo "Creating new session..."
-	@curl -s -X POST http://localhost:8080/sessions | jq .
+	@curl -s -X POST http://localhost:8080/api/sessions | jq .
 
-# Try the web interface - creates a session and opens it
-try:
+# Try the web interface - starts stack, creates a session and opens it
+try: up
+	@echo "Waiting for services to be ready..."
+	@for i in $$(seq 1 30); do \
+		curl -sf http://localhost:8080/api/health >/dev/null 2>&1 && break; \
+		sleep 1; \
+	done
 	@echo "Creating session and opening web interface..."
-	@SESSION_ID=$$(curl -s -X POST http://localhost:8080/sessions | jq -r '.session_id') && \
+	@SESSION_ID=$$(curl -s -X POST http://localhost:8080/api/sessions | jq -r '.session_id') && \
 	echo "Session created: $$SESSION_ID" && \
 	echo "Opening http://localhost:8080/session/$$SESSION_ID" && \
-	xdg-open "http://localhost:8080/session/$$SESSION_ID" 2>/dev/null || \
+	(xdg-open "http://localhost:8080/session/$$SESSION_ID" 2>/dev/null || \
 	open "http://localhost:8080/session/$$SESSION_ID" 2>/dev/null || \
-	echo "Visit: http://localhost:8080/session/$$SESSION_ID"
+	echo "Visit: http://localhost:8080/session/$$SESSION_ID")