Every system you try will have flaws, or you may salivate over a feature that appears in other software.Some familiar names are mentioned frequently: Stessa, Apartments.com, RentRedi, TenantCloud, Innago, RentManager, Avail, Rentec Direct, Doorloop, etc.I recommend conducting thorough research on each app online to understand their offerings, pricing, etc.

Reassess your path and timing, if its truly the ONLY thing you want to do in life, then get a job working for a commercial developer or an investor who buys frequently.

I'm not a fan of Dave Ramsey as he preaches paying off debts, but debt is what made you successful.  

I am a huge fan of Turbo Tenant / Transunion.

Not a fan.

I am a big fan of Tresa's, her community, and her course.

., two of the markets that I frequent are mostly 7-day minimums during the high season. 

There aren't even usually that much value in points involved.You can see a clear trend here that contractors are not a fan of what you're trying to do.

I love that MTR turnover is not as frequent as short term rentals and there is usually higher opportunity to cash flow each month, although there are added expenses such as utilities, lawn or hoa fees etc., to account for.

When working on a project, like the basement finish project I'm just completing, I do refer to this book frequently.