You will need two years of your 1099 documented income to qualify for a loan as a 1099 employee, both years of taxes complete for them to formally pre-approve you most likely.You need to bank as much money as possible.

The more you can tell inquisitive callers about the property, the more likely you will foster a “hot” lead.Tax Assessor’s WebsiteFinding cash buyers may be as straightforward or as complex as you make it; other times, it’s as easy as familiarizing yourself with a local tax assessor’s website.

I converted my STR back in December to avoid the newly increased Hotel Occupancy Tax (9% monthly) and to cut out my STR PM (10%/monthly).

https://www.biggerpockets.com/forums/51-tax-legal-issues-con...

High property taxes and increases in insurance are very real there as well.

As I always say when it comes to taxes, if I pay more taxes, it generally means I get more income and higher capital gains so I'm fine with that.

You should have a tax person explain to you how the stepped-up basis may help your beneficiary.

Here’s a quick checklist to cover your bases:Property Condition: Get a thorough inspection to assess major items like the roof, foundation, and HVAC—this helps you plan for any big repairs.Financials: Account for all costs, including taxes, insurance, maintenance, and property management fees if applicable.

@Andrew Freed, You don't have any issues from a tax perspective with bringing passive and active income under the same entity? 

Pre-tax and Roth built in.