If you are new to buying at trustee sales I recommend studying a bit and learning how to conduct due diligence with regard to lien position, IRS liens, property taxes, title issues etc.

Airbnb issued me a 1099-K tax form, indicating I meet the threshold for gross rental proceeds paid by guests.

@Andrew PostellI’m not sure if I’m understanding what you mean about talking the final draw at the end… are you saying make sure the lender doesn’t have an issue with me doing that ?

The issue in all of Ohio is rents.

He had a tankless hot water issue that lasted a few days.

Apr. 1, 2010) (The Tax Court rejected a 1031 exchange because the taxpayer failed to demonstrate investment intent citing, among other factors, the taxpayers’ failure to research whether certain covenants permitted the use of the real estate as rental property and their minimal efforts to actually rent the property).

If something urgent does arise, it helps to have a local STR manager that can handle it for you rather than larger national companies like Vacasa and Evolve - that tend to be notoriously bad at handling issues for owners.

I have spoken with Quicken developers @ Intuit and they know about couple issues we found, but it is not on their top of the list. 

Sometimes they have none, but usually they don't like to go below 6 months due to how loans are bought and sold on the secondary market with traditional lendersFor Cash-outs, due to risk and appraisal issues, they don't like to go below 1 year seasoning period.

What have been your biggest obstacles or issues that youve had getting started or with your current business?