One more thing, especially for people who don't meet my criteria, besides more deposit is required, I also do a interview with them, not interrogation style, more like a friendly conversation to figure out their situation.

Stay away from Philly as their laws are as tricky as NYC's.I would strongly recommend you purchase something within an hours drive from you so you can learn on the job as a landlord. 

My experience with S8: There is a reasonably strong correlation between S8 tenants and tenants that do not take care of a rental property. 

Both Indianapolis and Louisville are excellent markets to consider—affordable entry points, landlord-friendly laws, and steady rental demand.Since your background is in data science and analytics, you already have a strong foundation for analyzing deals.

Providing strong supporting data from your Airbnb bookings, market comps, and STR reports will strengthen your case and help you close faster! 

Here are some reasons to get the ball rolling:Thriving Market: Florida's population continues to boom, fueled by warm weather, a strong job market, and a business-friendly climate.

While many out-of-state investors may purchase properties without an in-person visit, first-time buyers or those new to real estate are strongly advised to conduct a site visit.

Huntsville, AL, showed—and continues to show—strong appreciation.

Starting with the Right PropertyGiven that this is your first STR and you’re planning to manage remotely, I’d suggest focusing on a market with a strong local infrastructure for short-term rentals—like Panama City Beach or Destin.

My Insurance Agent has strongly recommended that I put a Construction Agreement in place with my Contractor to shield me from liability, etc.