However, if single-family homes prove financially viable, I’m happy to continue building in that niche.Since these homes and projects are significantly cheaper than my market, the risk is relatively lower for me and can do at least two at a time.The ChallengeOne of the biggest hurdles is finding reliable contractors and subcontractors in the area.

Legal Entity Considerations: Should I hold my rental properties in an LLC or trust for liability and tax benefits, or does it not make a difference for me?

I think it is best for me in my situation to use an all cash offer, and I don't rent back to distressed sellers.  

(Respectfully- Please don't tell me to save up and quit my job it's just not realistic for me and won't be anytime soon)If you read the threads on BP concerning wholesaling, you should be able to draw a few conclusions1. 99% of people trying wholesaling fail2.

That way someone can have "passive" exposure through the debt, yet still have RE exposure in some form or fashion.

I'd sell every Cleveland house and put your money in a better market. just my 2 cents as someone from ohio and who lived in columbus for 12 yearsHey Robert, building as an out of state investor is pretty impossible for me.

I have always imagined getting to the point where I could hold/ run a small community of mountain cabin rentals or a guest house, something along those lines.Thanks,Chad  Yes I meant AirBnb and Mid-term rentals, rent by the room, glamping (although I probably wouldn't go that route), buying commercial RE and running a business (for me that would be a lot of work with a W2 job and buying property locally or leasing out a space is expensive here). 

I've used your contact form and left my phone number.

Would love to connect and get to know/meet investors on here and form a relationship where we can help each other.Thanks any advice is greatly appreciated!

I'm not sure what market you are in but for me MKE was a cash flow market which is the type of RE I was most interested in as replacing my 9-5 income was top priority.