My first thought - if your startup does take hold, you will NOT be losing sleep about in-house or out=house! Do remember that we're operating in an age of the '$100 Startup'! If you know you have a good idea - that you're solving a problem that no one else has solved very well yet - GO for it. Hire freelancers for the tasks you need immediately done, and trust your gut as you move confidently forward. Adjust as needed.