Places like Maplewood, Richmond Heights, Affton, etc. would be where I would start (if looking at long term rentals).

Long term friendships with local realtors How did you finance this deal?

There are many ways to avoid taxes, so nobody can give you a complete answer without knowing your entire tax situation.If your only taxable item was selling this condo, you would owe long-term capital gains on the $150,000 plus ordinary income on depreciation recapture.

I have only been successful at finding attorneys who try to stop foreclosures using bankruptcy.

Success in wholesaling doesn't happen overnight, but with dedication and hard work, you'll achieve your goals.

I'd counter at a price and term that works for you.

So here we are.Ultimately, having big cash flow isn’t terribly important in the short term.

It's definitely challenging, but networking and seeking mentorship are key steps to success, and it sounds like you're on the right track.

I prefer Airbnb but worst case scenario I could always long term I suppose. 

Do you intend to rent the property out via short-term or long-term rentals?