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How would you lay out options for negotiating a job offer? Ex. Increase base pay to X OR a sign in bonus of X OR additional PTO etc. Would you lay all the options out at once or go back and forth?

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If you have the luxury of time, do one at a time. If not, lay all out so everyone knows your expectations.

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I'd feel most comfortable at $210K TC, but looking for a minimum of $170k base. I'm also leaving an annual bonus on the table that'd I'd like to be made whole on of $30K. Can we work towards those numbers?

Something like that with your numbers^

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Following as I'm also interested in this

Don’t give them that option unless they are genuinely equivalent to you (which they shouldn’t be).

They would much rather give you a one time signing bonus than a higher base. If you give them that option, they’ll take it.

Definitely agree they’ll take the sign on first!

Always go for the base (think of it as if you are selling them a paid membership to your services, not a one time trial fee) - that ways you have certainty of cashflow / revenues.

Next is sign on - it should ideally be enough to cover what you’d lose on bonus, in case you weren’t able to perform that well in Year 1 at the firm.

Then go for bonus, and let them win there. That component anyways has a bunch of variables outside your control that you will have to work too hard to align in your favor.

Stock options are a different ball game and really depends on what type of an organization you’re heading to.

Depending upon what Series they are in, typical exits in that industry (buy out, acquihire, IPO), and comparable growth stories - you may want to negotiate an early or late vesting in lieu of shaving the base a little. Or ask for more stocks in lieu of / in addition to sign on. Any permutations and combinations thereof.

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