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If you also hit a rough patch you can always skip the extra principle payment and pay the minimum or normal amount that month(s).
Hard to help without knowing the quoted monthly payments for options 1 and 2, and what your current monthly is. If you're not getting a big savings in the monthly payment or it's minimal (probably higher with the 15yr) I'd probably stick with the status quo. Keep the money invested and pay down extra principal each month on the mortgage.
You also said you just refi'd Aug. 2019 if I'm correct. You're still in the red on that one for sure with fees unless you were coming from 4% down to 2.75%. Like I said, don't know the full situation, but you can pay off a 30 year that makes it look better at the end of the loan than the actual 15 year at 1.99%. Just takes discipline. If you also hit a rough patch you can always skip the extra principal payment and pay the minimum or normal amount that month(s).
I hear the Bay Area is bleeding tech anyway. If that keeps up and you’re a tech worker, you might soon find yourself in the position to have to make a move across the country
I would not sell equity (stocks/stock mutual funds) shares to do anything except retire.
I did not pay single $ for refi in the past or in the future
Option 2: If I don’t pay off than I am getting 2.50 % for 30 yrs to finance my current loan.
Option 3: Other options is I bring down the loan to value below 60% to get 2.37% for 30 yrs , for this I might have to shell out 30/40K depending on my final appraisal value , to bring down loan to value ratio belo 60%.
FYI my current rate is 2.75% for 30 yrs financed last August.