My wife and I are looking at buying a small commercial property in town. It's a 4 unit strip mall, with my wife's business occupying one of the units. We would have to finance, and I've had a brief discussion with the bank to get ballpark numbers. We'd probably have to come up with ~350k down payment. The owner did mention off hand he might be open to receiving some stock from me instead of cash. I was wondering if there was any advantage to this? My gut says no, but I'm hoping there's some loophole out there ;)
I have both stock options and stock that I hold from the company I work for.
If exercised and sold the stock options, they would be taxed at short term gains ~45% (39.6 federal & 9.3 California)
If I sold the shares I own outright, they would be taxed at long term gains ~28% (20 federal, & 9.3 California)
Any way to just transfer these shares as part of a real estate sale and not have to realize gains?
Any other tax tricks out there that might help me?
Thanks for any input!