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Playbook · Work and career

Which of my two job offers should I take?

For someone holding two offers who wants more than a gut call on pay, people, and where each job leads.

In short

A board of named AI experts — The Analyst, The Investor and The Empath — takes your situation, asks three things first, and hands back a side-by-side comparison of both offers on what matters to you, with a clear pick and what to negotiate first. You see one price before anything runs.

ExampleThe board this playbook seats on Free

Before the board starts

What the board asks first.

What decides this: what each offer really pays over a few years, what you would learn, and which team you would rather work with every day.

Offer A in a line: the role, the pay, and what stands out.

In your own words.

Offer B in a line: the role, the pay, and what stands out.

In your own words.

What matters most to you right now?

MoneyLearningStabilityTime for life outside work

What you get back: A side-by-side comparison of both offers on what matters to you, with a clear pick and what to negotiate first.

A real run

One person’s version,
and what the board said.

Their situation
I am a marketing manager deciding between two offers. Offer A: senior marketing manager at a large insurance company, $105,000, very stable, hybrid, slower pace. Offer B: head of marketing at a 30-person startup, $92,000 plus stock options, fully remote, a lot of ownership but the company has about 18 months of money left.

An example person, written for this page. Everything below is what the board delivered, word for word.

The call

Accept Offer A. The startup has not demonstrated enough financial or equity upside to justify its lower salary and materially greater employment risk.

What would change it: Reverse the decision if Offer B documents financing that extends runway beyond 36 months, clear rapid revenue growth, and option terms that credibly offset the $13,000 annual salary gap—and you confirm you can comfortably absorb the remaining risk.

Where each expert stood
  • The AnalystTake the insurance role: it delivers more cash and stability, while the startup’s upside does not yet justify its failure risk.
  • The InvestorTake the $105,000 insurance role unless the startup can materially extend its runway and prove rapid growth.
  • The EmpathChoose Offer B for its autonomy and accelerated leadership growth, but only if your financial cushion can absorb the startup’s instability.
The first step

Draft and send your written acceptance of Offer A

Ran October 6, 2026 · a Free board of 3 · in English
Run this with your situationYour answers, your board. One price before anything runs.

Questions

Fair questions
about this playbook.

What does running this cost?

Reading this page is free. Running it is a board: on Free it seats 3 experts and its card shows up to 135 credits before anything runs. A board never bills above its card. Nothing is charged until you confirm.

Is the example real?

Yes. The board above ran on a SynthBoard test account with the situation shown. The call, where each expert stood, what would change it and the first step are what it delivered, in its own words. The situation was written as an example; it is not a real person.

What happens when I run it with my situation?

You answer the same three questions with your own facts, then your Chief of Staff shows the board — The Analyst, The Investor and The Empath on Free, more seats on a paid plan — and its one price. The board researches, argues it out and hands back the piece, with the first step and what would change the call.

Can the experts be wrong?

Yes. They are AI and can be wrong. That is why every board seats someone whose job is to argue against the obvious answer, and why the piece says what would change the call.

SynthBoard (synthboard.ai) is one place for your business, your life, and every hard call. Your Chief of Staff keeps what you tell her on file, and 24 named experts on different AI models take the calls — one expert for a consult, a board with opposed seats for the hard ones — and hand back a memo with the call, the dissent and the first move. How it works.

Your version of this call
gets its own board.

It waits for you after you sign up, with this playbook’s questions. Nothing runs until you confirm.