In addition to the different tracks @Chris Seveney descrubed, there is also good information on creative financing and seller financing (including what to avoid).

Regulations & Compliance: What's the best way to research local STR laws and avoid potential regulatory issues?

This can be good when it comes to avoiding taxes but bad when it comes to qualifying for a loan.

When I look at the equity and the 15% Capital gains tax bracket I would likely be in, I would avoid ~$24,000 in taxes if sold before Aug. 2025.- I am aware of my 1031 options should I want to sell and defer taxes beyond that 3-year date (and would need to continue to do so until death if I wanted to avoid those taxes instead of just defer them). - I believe the current rental situation I have is better than the property warrants.

From my experience, taking it step-by-step has helped me avoid mistakes and build a solid foundation for the long term.

Selling would allow me to put the $100,000 equity toward the new primary home, potentially avoiding a larger loan.What would you do in this situation?

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

Avoid mixing relationships and business.

@Curtis Cutler Avoid cashing out your 401(k)/457 to minimize taxes and penalties, potentially up to 40%.

You can hear real-world examples of how others have built their investment portfolio and (hopefully) learn to avoid their mistakes.4.