If you can cover your mortgage with rental income, it may be worth keeping it as it may appreciate over time. 

Although, we have a similar structure for our PMA’s, we do not treat security deposit as income but more as reimbursement for damages.

We continue to manage properties and generate income from Upstate, NY, while also running a real estate syndication with deals and properties across the entire country.

The home has a separate studio in the back for rental income with solid rental history but I am still trying to get a sense of the likelihood of consistency in renting it out as a short term or mid term rental. 

Then figure  tax on your income. 

Secure income from a thriving business as well.

I invest there ,I have a bounch of high end houses for executives and also middle income duplexes and triplexes.

Use your W-2 income to qualify for multiple loans now, stack a few properties before quitting your job, and consider BRRRR or DSCR loans later to scale.

But in reality, for younger people with moderate income, I actually see less benefit to financial planning.  

Tax-wise, rental income flows through to your personal return in either case, but transferring the title later could affect depreciation schedules and property tax assessments.