If you’re curious about Branson or need help narrowing down your options, I’d be happy to chat!

I like the option of putting more down if you’re paying 7% plus interest.

Even though it doesnt cashflow well asap, the potential would be its proximity to Las Olas, downtown and the size of the lot, different development options. 

Perhaps that is an option for you unless you're in a rush to pull your money back out right away?  

Try to narrow down your options to the top 3-4.

In terms of the second scenario, the upside I see is the option to get a different kind of loan (say, FHA with a lower down payment and other assistance programs for K-12 educators like me) since I'd be getting a new primary residence instead of a second home.

It definitely escalates the situation though, so I'd research the process and carefully consider the option before embarking on it...but if you pursue that route you can likely escrow Dec 1 rent and I'm sure that will get some attention. 

May your bookings be as plentiful as you wish, your guests be low-maintenance, thoughtful, and honest, and your positive reviews numerous.

Our team discussed multiple investment options with him, including new construction homes in nice areas that likely attract better quality tenants.

Eugene sounds like a great option with the university draw, and Portland has some solid opportunities too especially if you're leanign towards the MTR/STR route.