@Parker Radford I guess the questions is do you want to scale and build wealth....own a performing portfolio of cash flowing properties, have absolute freedom of time, and house dozens of individuals...or do you want to own half of a duplex in San Diego...seems like an easy answer to me. 

I wouldn’t rent to individuals who don’t make at least 3x rent (and ideally they’d make more than that as that’s just a floor), I also wouldn’t accept a co-signer who doesn’t make at least 5x rent because they have their own bills and expenses, even if their credit scores check out I’d be concerned about them bringing in enough on a monthly basis to ensure that I was always getting paid, I’d honestly rather my unit be vacant than to rent to unqualified tenants ESPECIALLY in New York where eviction is a nightmare and the state doesn’t care about landlords in the least

They assert that everyone is absolutely different and must be taken as the unique individual they are, and did you just assume my pronouns?

LOL.I would say do a buyout, then do your 1031.Here is an excerpt from an article I found http://www.exeter1031.com/arti..."...1031 Exchange Structural SolutionsThe partners may either sell their individual interests in the partnership, or the partnership can sell the real property and distribute the cash to the underlying partners so that each individual partner can go their separate way.

The business income from the STR can be split on both returns or put through a partnership return and then to the individual returns depending on how you hold the property.

I know he would not be especially cooperative with numerous people walking through due to COVID (one of the reasons I was thinking it was best to remove him).  

I recommend setting yourself up with other individuals in your area and try to use the same resources and vett or filter out the contractor that doesn’t meet your standards or business model. 

@Mel ParkI don't think your reserves for maintenance and Capex are at all realistic, I use 15% of gross rents for them combined but I've seen some people on here use 20%.That being said, it sounds like you're a high net worth individual so your aim is to diversify and not chase the largest return which is justifiable.

This is in PA if that matters.I know this topic has been asked numerous times but would love to hear any updated/specific thoughts.

The tenant is just one individual.