It’s advisable to consult with a tax professional or financial advisor to determine the most appropriate approach for your circumstances.

@Alex Del Rio welcome and congrats on Real Estate Professional Status (REPS) this brings with it a lot of tax benefits that you didn't have access to before.

Lived in upstairs unit for 3 years, then rented both units out for the next 12 or so years Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Many many many traveling professionals travel solo.

@Katy ToThe BP community welcomes real estate professionals to share experiences, mentorship, and insights.

Seek mentorship and professional advice.Good Luck!

Delaware Statutory Trust (DST): A DST could allow reinvestment into a professionally managed property to complete the exchange.

Consult a tax professional for personalized guidance to ensure you maximize your deductions.

Have never worked with them, but they respond professionally to everything posted about them here on BP and don't hide from it. 

Many traveling professionals look for rentals under $2,400/month, though sometimes they can go higher if they are part of a group.Let me know if you need any help—I'd be happy to share everything I've learned!