@Mark Rich California. Our short-term rental is in Palm Springs and medium-term rental is in our backyard in San Jose.

Hi all! 1. TAXES - We want to save money on taxes because my partner is retiring soon and I’d like to be able to retire early so we can be in retirement together. Also, we have one kid who graduated college, one kid in Jr. college (so zero college expenses for us), and one who will be in college in 2 years, so saving money would be helpful for all of that! 2. JOURNEY - We have a medium-term rental (28-day minimum stay) “Inlaw Unit” in our backyard in San Jose, CA and a short-term rental in Palm Springs, CA. We’d like to eventually invest in a 2 or 3 unit building in Brooklyn, NY where our son lives and works now with the idea of him occupying 1 unit and managing the rental of the others either as long-term rentals or medium-term rentals. (Son is an architect/fabricator.) 3. CHALLENGE - Figuring out if we can afford to expand our property investments and still live within our means, especially with one or both of us retiring soon and our oldest being early in his career. Or should we just stop where we are with 2 rentals?