The single biggest money mistake senior candidates make is accepting the first offer. Most offers have real room in them, and a calm, well-framed counter almost never costs you the role. The fear that asking will blow up the offer is, in practice, mostly unfounded. Hiring managers expect negotiation at this level. What loses their respect is a candidate who does not know their worth.
Here is how to do it well.
Know your number before you talk
You cannot negotiate from a feeling. Before the conversation, get real data on what the role pays at your level, the company's stage, and your location, base and total comp, not just base. Use sources like Levels.fyi for tech, Glassdoor, LinkedIn Salary, and peers who have made similar moves. Walk in with a target number and a range you would accept, both grounded in data.
Evaluate the whole offer, not just base
Base salary is one lever. Total compensation includes bonus, equity, sign-on, vesting schedule, and benefits, and those can swing the real value of an offer by a wide margin. Before you respond, understand the full package: how the bonus is structured, what the equity is actually worth and how it vests, and what is negotiable beyond base.
How to make the counter
Keep it warm, specific, and backed by data. A simple structure:
"I am genuinely excited about this role and the team. Based on my experience and what I am seeing for comparable roles, I was expecting base closer to [number]. Is there flexibility to get there?"
That is it. You are enthusiastic, you have anchored to a specific number, you have given a reason, and you have asked a clear question. No ultimatums, no apologizing.
When base won't move, negotiate everything else
If the company is capped on base, shift to the other levers:
Sign-on bonus. One-time, often easier to approve than ongoing base, and it can be substantial.
Equity. Asking for additional equity can add real long-term value, especially at growth-stage companies.
Guaranteed first-year bonus. Reduces your risk if you are joining mid-cycle.
Start date, title, remote flexibility, and PTO. All real, all negotiable, all worth money or quality of life.
Using competing offers (the right way)
A second offer is leverage, but only if you use it cleanly. Do not bluff, and do not turn it into a threat. Frame it as a real choice: "I have another offer at [number], and your company is my first choice because [reason]. Can you help me close the gap?" That keeps the relationship warm while making the stakes clear.
What good negotiation actually gets you
Done well, negotiation commonly moves total comp meaningfully, often in the range of 10 to 20 percent, sometimes more with equity. Over a multi-year tenure, that single conversation can be worth a great deal. And the downside is almost always just a polite "that is the best we can do," at which point you still have the offer.
Negotiation is the last mile of a search and one of the highest-return. Coaching senior candidates through offer evaluation and the counter is part of what we help with. But even on your own: know your number, ask with data and warmth, and never accept the first offer without a counter.
About author

San Aung
Founder of Second Ladder (Ex-Deloitte, Accenture, Oracle)
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