Challenges?

Systematize as much as possible to create scalability.PM is a challenging but rewarding business.

Naturally my DTI is high, however my only debt is our primary residence mortgage I have had since 2020.

A free property is great... but if you find a deal good enough to BRRR (which can prove challenging) take that profit and invest it into a revenue generating activity.

Due to the nature of the STR property criteria in Cape Coral, it's very rare that a STR could be converted to a successful LTR.

And natural wood interior walls for that cabin feel.. can you post a link to what you recommend a  cabin should look like I am just curious . 

Challenges?

Congratulations on getting your foot in the STR door, starting out is always a challenge to new host but dont worry you will get there. 

Or, the trust (with trustee other than yourself) owns the property with LLC as beneficiary.Costs: LLC registration, annual secretary of state fees, agent for service fees, bookkeeping fees, tax prep fees, attorney fees to unravel structure mistakes, others I can't think of.Also, there are challenges getting title insurance, property insurance and loans for a trust.This is a way to get your name out of public record, no comment on whether it's good or bad. 

Part of the inflation challenge is caused by this...investors are getting high yields and spending that money (and now they are getting increased fund values with rates declining).