With the exception of some small markets in the Southeast, places like Cleveland are the only major metro areas where a regular investor can find cash-flowing assets with a mix of appreciation. 

Problem working with regular buyers is you take them all over the place and can only take one out a weekend at a time unless using a bus tour,etc.I focus on commercial and not residential but I know it pretty well.

And while yes, no one has the same pricing (combination of factors), I also continue to check on a regular basis our rankings and how we "present" on total costs per stay vs. our competitors.My gut says there is price creep and we might have a ways to go before the market really corrects.

Quote from @Ryan Brown: Good morning,I have a section 8 Tenant that is blasting music from  the evening hours of 6pm to 3am on a regular basis.

Attend events regularly, stay engaged in conversations, and keep learning through books and podcasts.

I currently own a few properties here in Bryan-College Station, I have a full time sales job so try to stay as passive as possible. This is why I haven't done STR or anything. I'm currently only cash flowing about $10...

But tell them what you are doing precisely - vacation rentals, not regular rentals.

Those can indicate poor management, deferred maintenance, difficult and expensive upkeep like ocean front which will bring up issues with rising oceans, insurance, and hurricanes. 

They have to take it out within 10 years, add it to their regular income, and pay taxes at the highest bracket in their life.

We refer folks to bank-type lenders regularly throughout the year when that make more sense for our clients.