Before I was employed, I bought/sold stuff on ebay, Amazon, etc.

I’ve heard that it’s difficult for self employed workers to get loans.

Feel free to check out this resources on some different approaches to liability coverage depending on the size of your portfolio.The LLC will allows some separation from your assets and your own name.

Be sure to remember that age and lot size are important too, as well as outbuildings.

Everything I've read and/or researched points me away from this conversion, but I do not think I can legally make it an additional bedroom due to the size and set up. 

I am a self employed small business owner. 

If this is the case generally you would report your flip activity on Schedule C of your 1040 and any net taxable income from the flips would be subject to self-employment taxes on Schedule SE.Encourage you to work with a tax CPA/EA this upcoming year if you aren't comfortable DIY.

A good number will vary based on the current market and the size of your metro area.

Here are my ideas:Build a large portfolio of them and then get a commercial portfolio loan from a small local bank (A bank we deal with California wants $1mil minimum portfolio size, not sure what minimum Indiana banks would have). 

I had really strong response rates with postcards, but the deal size (wholesaling) was pretty thin.