I prefer to self manage STRs to optimize pricing and guest experience.

So I told his wife, I'll make a list for you guys to work on in case he gets bored again.Since then, I give preference to older blue collar guys, with families, rather than young MBA types, just finished collage, has impressive job titles in investment banking, but can't figure out how to tighten door knobs, or know shower curtain go inside the tub, not outside, so water won't leak downstairs.

Do you have tenants email maintenance requests or ways you prefer to manage those things?

If you don't have the backing of the court you may prefer to start down a different road and add the extra pet / charge for it.  

When doing our market research, we found that there was a huge need for people to store their seasonal gear/toys/etc.  

Leverage REP status to use other losses against capital gains in the liquid assets of the company (invested in EFT's, etc)The policy for loss distribution would be:-All must be active (preferably material) participants to get deductions; hence the 20 or fewer so relationships can be maintained-Non-REP's can take up to $25k/y as PAL.

Which is what I prefer until I get my feet wet.

But, I spoke with another investor in the area that prefers short term, Airbnb rentals and is finding a lot of success doing that.

In general with house-hacking I'll always prefer small multi-families because it bakes diversification and efficiency into the purchase, giving you slightly more levers to pull and security in the investment. 

We prefer the equity when we sell, so I don't mind your scenario above.....with one exception that @Steve Vaughan brought forward."