For LCOL these are great offers. I have 11 YOE as a SDE, I'm in a medium-high COL area, I make less than this. Company B is higher cash comp and higher total comp, not to mention the signing bonus. Company A will come out ahead if the stock grows by more than 25%. That's where Company B's offer is weak, not much upside available to you on stock (but then also not much downside). The "vesting every 3 years" part confuses me. Are you saying you get 27k per year in stock but you can't touch any of it until after three years? I could live with yearly vesting but anything less than that strikes me as a red flag.