Currently working at a start up and have been there for 5 months. Love the job, love the people, learning a lot, but feel I’m underpaid quite a bit. Have offers for 50% more than my current salary. Is it dumb to not take them?

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Two thoughts:
1. Absolute numbers matter a bit here. If you're comfortable with your current pay, then wait for a few more months mainly because you're enjoying the work and learning. After year 1, you can always discuss a salary hike.
2. Do your other offers compare to current job in terms of work, people and learning/personal development? If yes, ask them if they're willing to give you X months to leave your current job and join. If yes, you tell your startup team that you'll be moving on in X-y months and willing to train anyone they want to onboard (I'd not be suggesting this if it was a big co.). Then take the y months vacation between jobs.

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If you love it, I’d stay for a bit longer so it doesn’t look like you were fired. Btw I lived on 60k in SF - things are expensive, yes, but 90k is more than doable.

For reference, 2.5 YOE, in San Francisco. Current salary is 120 TC, offers are for 160 and 175 and are promotions.

Yes

Have a candid discussion about salary expectations with your manager if you're performing well and want to stay

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