Hopefully these are helpful hints without giving away too much:
User - Don’t always assume you’re doing things wrong. If you have a tool to help you exploit something, don’t assume it will work as-is.
Root - Stick to the basics to enumerate the system to find out what is on there.
As some others said, you can go about getting user by just focusing on the first service you see, but the other service you see is a good learning experience to help you get a foothold.