So I added all that up (very smart btw to explore health insurance cost! that's a $5k per year impact). Option 2 is basically the same total comp, within $1k, IF that 4% bonus actually pays out in full. If it doesn't, it's actually a net negative. (Ignoring the whole time value of money thing with the 401k match, which would actually push Option 2 to be worth less than Option 1 even at full payout). I choose Option 3, negotiate with Option 2. You have a very strong hand here. I would ignore the difference in the 401k match and focus on the total cash comp minus the benefits - in this measure, Option 1 is $168k and Option 2 is $164k. Personally I wouldn't leave Option 1 for less than a $10k bump unless I hated it.

Thank you for elaborating.