Long-term, everything will likely be fine, just a painful pill to swallow after only owning for 1 year and believing I had more time on this particular HVAC

Trust me it was a huge pain but it was the perfect house for my clients so I jumped thru so hoops for them. 

Dave is correct -- If your appreciation is incorrect, you will be in deeper doo doo.You can write off losses to lessen the pain.

As a lender, every FSBO I've done has been quite painful.

I'm only trying to fix the situation I'm in now.That's a painful experience.

Do you need the cash infusion?

It is a 100% pain to get a loan self employed3) Would not be an issues.

It's a pain but the post office has a sytem set up for it.I told the tenant I couldn't do anything for him until AFTER Memorial Day and after that I would figure out if we had a spare and get back to him, , but I told him to in the meantime, call the post office, hold the mail, and manually pick it up, and keep looking for the key.

There is aircover which essentially is guest damage insurance but it's an absolute pain to deal with and get money out of Airbnb.

This means they need the next infusion of money to get materials and subs out there, and their subs are always waiting for payments as well.