I know conventional lending could become an issue depending on the condition of the property.

If you did a cost segregation study on the property in the past, you may have to recapture the depreciation taken in the past.capital gain tax rates are 0, 15 or 20%There is also a potential 3.8% Net Investment Income Tax.Also, don't forget state income taxes depending on what state the property is located or your state of residency.Best of luck!

@David Sohn It depends on what your purchase price is.

The members here on BP that talk about STR auto-run systems didn't install those systems and find dependable cleaners & handymen overnight.

The precise property forecast can vary depending on a lot of factors but the general demand is really what you should use the tool for to make your plans. 

@Mohamad Guene Regarding your question, it really depends on the investor.

We do this for a living and our reputation depends on you successfully securing a loan, on time, and as promised. 

Alternatively, I have spent the last decade doing technical work in cybersecurity, and can land a job between $140k-$190k (depending on where in the US). 

"there are plenty of reasons why a landlord should care who is looking at their property, theft and their own personal safety being the first 2 that spring to mind, followed closely by not wanting to waste their time" These are valid reasons but depend greatly on your market and who is showing the property. 

It depends if you need or want the money out or want an asset that will bring in income, especially since you own it cash.