When to be tough and when to be flexible

By Jeff Altman, Big Game Hunter
When executive pay is thin, the stakes are rarely just base pay. At this level, you’re not negotiating salary; You’re negotiating for a seat at the table and the resources you need to succeed. As an executive coach, the most common questions I receive are: “How hard can I push without breaking the deal?”
The answer lies in understanding your differences market value (the price the world pays) and yours uniqueness (The specific, irreplaceable value you bring to the company this exact question). Negotiation is a test of your strategic judgment. If you get tough at the wrong time, you’ll look out of place. If you give in too soon, it means your value is a commodity.
Here’s your no-nonsense guide to reading the room and winning your negotiation.
The power dynamics of executive leverage
Before you speak, you must assess who has the leverage. Leverage is not a static number; it is a shift in sentiment based on the company’s “vacancy cost.”
1. When to take a tough stance (“Type 1” strategy)
when you take a hard line yes Solutions for burning platforms. If the board is under criticism, the stock price is falling, or a major merger is at risk, they don’t need a “qualified candidate” – they need a savior.
Signs of hard work:
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“Unicorn” competition: They made it clear that your unique background (e.g., combining artificial intelligence implementation with traditional manufacturing) was something they couldn’t find elsewhere.
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Failed search: If the position has been vacant for six months or previous recruitment failed, their “vacancy cost” can skyrocket.
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Acceleration timetable: They are working towards a date starting yesterday. Urgency is the ultimate premium.
How to play: In this case, don’t negotiate against an (arbitrary) baseline. Negotiate against value created. If you expect to save your company $50 million in operational waste, a $50,000 difference in base salary is just noise. Pay attention to “result-based fairness” and “performance improvement.” Use this sentence: “I am committed to delivering on the $50 million outcomes we discussed, but the current package reflects a standard maintenance role rather than the transformation leader you asked me to be.”
2. When to be flexible (“strategy adjustment” strategy)
Flexibility is not weakness, it is flexibility. This is a tactical investment in a long-term relationship. When this character provides you with “platform jumping,” you’re able to act flexibly—a move that increases your future uniqueness even if your immediate cash hasn’t reached your limit.
Bent signal:
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Brand halo: The company is a prestigious “college company” or brand (like Google, Goldman Sachs, or Disney) that will permanently increase your market value for the rest of your career.
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Pivot: You are entering a new industry or a larger P&L. They have full confidence in both your potential and your track record.
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Cultural fit: You’ve found a CEO or board of directors that you truly trust. At the C-suite level, a toxic boss is more expensive than a low salary.
How to play: bend in according tobut anchored Upside. If their salary isn’t up to your standards, don’t just “accept” less. Redistribute value. Use “Bridge Clause”: “I am willing to start with your current budget of $X to demonstrate my commitment to (team/company/organization). However, let’s agree to a formal salary review in six months based on achievements [Objective A]”.
3. The “uniqueness” premium: Negotiating beyond the median
Most HR departments will try to get you into some “comparative ratio” talk, such as the median salary for your position in your zip code. As a senior executive, your goal is to exit the commodity market entirely.
If they tell you the market price is $400,000 and you want $550,000, you can’t prove it through “years of experience.” You use it to justify it specific complexity.
No nonsense script: “I respect the market data for the standard COO role. However, standard COOs are not currently facing hostile takeovers and brain drain. My only opinion is that I have been at this exact crossroads twice before. You can hire a COO at market rate, but the learning curve in the first 90 days will cost you more than my salary differential.”
Dealing with “non-monetary” hard balls
Sometimes cash does get restricted due to insider ownership or public disclosure rules. This is where high-level coaches make their living. If you can’t get more money, you can negotiate for it structural force.
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Report line: If you are a vice president, negotiate reporting to the CEO rather than the senior vice president. This changes the “gravity” within you.
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Governance: Negotiate for an observer seat on the board or a leadership role on the investment committee.
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Severance pay (“golden parachute”): If you’re taking on a high-stakes “turnaround” role, be tough on the exit, not the entry. Negotiate 12 to 18 months of severance. It shows that you know the job is dangerous and that you’re a professional at protecting yourself against the odds.
Bottom line: Judgment is the only product
Today, the winning executive is not the one who shouts the loudest, but the one who reads the data correctly. If you get tough on a cash-strapped startup because “that’s what my coach said,” you’ll look like an amateur. If you work for a Fortune 50 company that’s in dire need of your specific skills, you’re standing to lose millions of dollars.
Before every negotiation, ask yourself: “Am I their product? thinkor their solutions need? “
If you are a solution, stand your ground. If you are a candidate, build that bridge.
Ⓒ Big Game Hunters, Asheville, NC 2026
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