The past is the past.I would also point out two things based on your comments that may indicate why you chose to go in a different direction.  1) The use of a self-directed IRA custodian - where they have to sign every document and cut every check - is not well suited for a portfolio that involves a lot of assets or assets that create a lot of transaction activity. 

Welcome @Zachary Hickman - sounds like you're off to a great start by working in the industry and being active on BP.

I recently listened to the travel hacking podcast (I believe it’s episode 9) from the Choose FI podcast (they were recent podcast guests on BP Money Podcast) and am debating whether or not this is a strategy I will employ.  

The typical real estate agent learns very little about actual real estate investing in their day to day activity.

You won't know until you start calling as many lenders as it takes to get a "yes"...BP alone lists ~30 of them active in PA...

Asking upfront "how many clients of yours actively wholesale and do oversee/advised clients on how to legally wholesale real estate?"

He runs a virtual real estate focused CPA firm and is very active on the forums. 

Any other issues like drugs or gang activity?

Please message me for his contact information and updates on the meeting location or  Just look for him on Facebook or Instagram.Also, I am active on several Facebook Groups and you'll find several wholesalers there. 

But just as a homeowner with 'guests' over, what are the differences between the risks?