I have someone interested in staying 8 weeks at my STR during my slow period for a traveling CNA position.

Your 2 loans and taxes and ins are $2,363 per month at your numbers, so 1 month equals almost another 1% added to your cost, at 12 months your cost is now $278,360.What happens with your 2nd loan if it takes longer than 12 months, do you have to pay any extra points to extend?

Then the seller can either fix them prior to title transfer or the buyer has to assume the violations and fix them within a certain period of time after they buy the property.

So, my extended thinking in service of that goal is to double down on BTC for 24 months and see how we’re doing.

Try to account for that type of work when going into contract/while you're in contract during the inspection period.

Periodically someone from ABB will ask to book off platform or if I rent separately.

Usually in our deals we have communication standards in the contracts, some examples: We are required to send full financials every quarterWe are required to respond to inquiries from investors within 7 daysWe are required to communicate any changes to the operations team (general partner removal from position, change in asset manager...etc) within a certain time period. 

You'll also want to look into the opportunity zone, as of now they expire December 31st 2026 meaning any deferral of tax comes due at that time unless Congress extends it.

Additional insured is more about extending liability coverage to a third party like a property manager.

You could invest out of state, which would open up different risks and costs (trusting your PM, additional travel costs to see your property(s) periodically, likely less personal market knowledge).