We learned that it is very difficult to get 20k+ down payment for a wrap.

Is it difficult if I purchase a property in my name and then I want to transfer the mortgage over to the LLC will my mortgage company allow that?

It seems like a great deal in the long term, but will be very difficult/expensive to make it cash flow for the first couple of years.  

Some of the information they have will be difficult to learn on your own without going through that experience.I would suggest going to investor meetings, city council meetings, rotary, church, anywhere you have a large amount of people who are involved in the community.

This can make it difficult for you to assess problems in the future.Also, when you buy property that have been converted, likely the layouts are very funky.

It seems rather difficult to find GP - LP alignment today

If you have limited income, these situations can be difficult to maintain.  

Is it difficult to find an Investor cash buyer to purchase HUD home in "as-is" condition?  

I lived in Saint Louis for most of my 20s (and grew up in the general area), but even after being gone for over 10 years, I wouldn't trust my ability to pick locations outside of the no brainer A-B areas.I hit my FI number and have left my "golden cuffs"; I don't know your situation, but I what I can probably promise you is that it is going to take longer and be more difficult than you expect. 

It is just that with smaller amount of money, it is more difficult to reinvest to gain meaningful return out of the policy.