Using a strategy like a 1031 exchange can help defer this tax if you reinvest the proceeds into another property.

@Tyler Condon, it isn't proper but people do make side deals where the parties exchange money separate of the closing but at the closing table.

What is the best way to connect  we can exchange message here, send us a DM.

Down the road, the 1031 exchange and Section 121 combo is pretty unbelievable if you hire the right CPA. 

Friend of a friend with a portfolio of 30+ homes was contacted by them to basically sell his portfolio to them in exchange for shares.

Let me know if you have any specific questions you have about my strategies and I'll do my best to turn your post back into a productive exchange helping you succeed.

I would highly recommend you sell and do a 1031 exchange into something that will produce income, like a rental property.

@Matthew Brown If you don't mind diversifying your real estate portfolio there is a way to take advantage of both financing options and all of the benefits of the 1031 exchange.There is something known as a diversification exchange that allows you to sell your relinquished property and purchase multiple replacement properties.

Equity Partner BuyoutConsider an equity partner to help fund renovations in exchange for a share of the profits, reducing your risk and investment.STR seems like a solid option, but these alternative strategies give you flexibility depending on how things play out. 

@Lane KawaokaNot sure why these links aren't hyperlinked, but I'll try it anyway...Gentlemen, I think I speak for a lot of people when I say that I'd LOVE to see the email exchange between you two that led to @Giles D. backtracking on the other thread.