Many clients arrive without the required documentation and become frustrated when we request proper records.

Just because you found licensed and bonded AC contractor that has a lower price doesn't mean you found a reputable one that will do the job properly.

Material participation with REPS is key for unlocking passive loss deductions and ensuring you get the full tax benefit of your real estate investments.

How do you ensure they are reliable and responsible?

Then they also are not in a position to pay if the borrower defaults to ensure the underlying debt stays current. 

For being an owner/occupant, I'd ensure many things are squared away prior to listing the other side for rent.- Structure - closing in business or personal. - Insurance - ensure general liability is good.

Six months of vacancy in a rentable area almost always means the units aren’t being marketed properly or aren’t in leasing condition, so catching it early saves a lot of pain.

However, ensure you follow the proper procedures through the platform to avoid any issues.Regarding your concern about retaliation, it’s understandable to feel apprehensive.

But maybe not in your situation.Do a cost-segregation study, be operational before the end of year, ensure your guest's average stay is 7 days or less, that you do 100 hours of work on the short-term rental, and that no one else does more hours of work than you.

I'd still always recommend ensuring it can still cashflow as a LTR.