Lastly, section 8 has requirements for a property to not only qualify for their program but must also be maintained at all times in order to maintain status.

I’ve been reading books and dabbling in the stock market and things of that nature.

You can buy US Treasuries right now and some CDs and get 4.5+% return while maintaining the flexibility of keeping low cost debt on the properties. 

Over the last 10 years I've created and maintained relationships with investors, now friends.

Some individuals are afraid of diversifying all their money in the stock market and might be interested in holding real estate backed notes. 

I will be traveling across the US to a better housing market, I have access to the MLS for every state which is cheaper than hiring a realtor and will make my journey better and faster.Also I have no income I live on disability and invest that into stocks, I worked a few months in IT and saved everything and quit so I could buy time.

Go start a Wholesale Haters Anonymous club and keep stocking each other's egos.patheticAnd BTW?

As long as you and your CPA maintain thorough and accurate records, you should be in good shape.

I'm planning to invest in real estate crowdfunding instead of stocks in the near future.

The property should be clean, functional, and safe.A well-maintained property attracts higher-quality renters that will pay more, stay longer, and take better care of the home.