I recently purchased a Short Term rental property and plan to self manage the property.

It has been running for 22 years.

Taking that first step is huge, and it sounds like you're already thinking strategically about scaling.If you're looking to minimize out-of-pocket expenses and maximize leverage, you might want to check out Avalon Capital’s 100% purchase & 100% rehab hard money loan.

Maybe some church would help on a short term basis.

Real Estate investors are running a business.

Investors of course will run their own comps to confirm the ARV so regardless of how you price the deal people are very willing to walk away because this is their job.

It ultimately boils down to what you can tolerate in the short and long term if you choose to hold onto the property.However, if you do end up selling the property, a 1031 exchange will allow you to defer all of the tax from any gain and the recapture of depreciation on the property. 6 years of depreciation will not be huge.

STRs, in particular, are closer to running a hospitality business than a passive investment, with constant guest turnover, cleaning coordination, and regulatory risks.

I see a lot of newer investors getting into the market thinking flipping houses is easy money.

I have used Pricelabs for STR owners I consult with, and since leveraging Pricelabs to run comps, create a data analysis, and then use my 3 Step Pricing Strategy, I have been able o bring in on average 45% more than the markets I am in!