I am primarily interested in single family homes (to start out at least).

I think communication seems to be the issue here especially with your comment on how the PM is unresponsive.

Since this approach relies primarily on true documentation rather than estimates, it is typically the most accurate.

Down payment of $13K including reserves sounds pretty low to me . ( Based on Maryland )

Then there’s city regulations—some places heavily restrict short-term rentals, so you’ve got to check the rules.If you find the right spot and automate stuff (guest communication, cleaning, etc.), it can be profitable.

Sellers are notorious for not communicating any changes in their unit counts to avoid paying taxes.  

Be a pro, be honest, be fair, be consistent, communicate, and you'll do well from an investor's perspective. 

It’s a smart move, especially since it ties in with your goal of saving for your first investment.For skills, you probably already have a good foundation with your sales experience—things like communication, organization, and dealing with clients are all super valuable.

Quote from @Neeta Agrawal: For context, we gave the tenant a 60-day notice for non upkeep and no repair communication in 2023 and then extended it for 30 days upon his realtor's request, setting the move-out for May 31, 2023.

Quote from @Mike Grudzien: Two thoughts:1) stay in your STR for a day or two and you'll discover things it needs or that would be nice to add2) use several touch-points to communicate with Travelers/Guests.