The tactical playbook for getting 20-40% more comp (without sounding greedy) | Jacob Warwick (Executive Negotiator)

Mar 15, 2026 1h 54m 15 insights Episode Page ↗
Jacob Warwick, an executive negotiation coach, shares tactical advice for negotiating compensation. He emphasizes treating job searches like enterprise sales, understanding power dynamics, and using collaboration over confrontation to secure significantly higher compensation.
Actionable Insights

1. Shift to Collaborative Mindset

Frame negotiation as a collaborative problem-solving process, not a confrontation. Visualize working side-by-side with the hiring manager to find a solution that benefits everyone, breaking down barriers and encouraging information sharing.

2. Deflect Early Compensation Questions

Avoid stating your desired salary first. Instead, deflect the question by saying you’re uncomfortable sharing a number until you understand the full scope of the role, then ask what they had in mind or what the range looks like.

3. Negotiate In-Person or Video

Never negotiate over email. Opt for video calls or in-person meetings to control your tone, read body language, and adapt your approach in real-time, which is crucial for high-stakes conversations.

4. Treat Job Search as Enterprise Sales

Approach your job search like an enterprise sales process. Understand the hiring manager’s pain points, build champions within the organization, and design solutions that directly address their needs, positioning yourself as a valuable asset.

5. Sell the ‘Vacation’ Vision

Help hiring managers visualize a utopian future where their critical problems are solved because of your contribution. Force them to imagine a painless situation and who was right next to them doing that work.

6. Practice Patience in Negotiation

Slow down the negotiation process, as haste equals risk. Taking a couple of days to respond allows you to collect more information, strategize, and build a stronger, more compelling case for your value.

7. Anchor High (If Re-Anchoring)

If you must state a number, anchor significantly higher than your true expectation. Studies show that those who anchor egregiously high often win substantially more, as companies tend to split the difference.

8. Leverage ‘If You Were In My Shoes?’

When negotiations stall or you need to uncover possibilities, ask, ‘If you were in my shoes, what would you do?’ This question can reveal hidden levers or challenge assumptions by appealing to shared experience.

9. Proactively Address Objections

During interviews, ask about potential concerns or areas where other candidates excelled. This allows you to address perceived gaps directly and demonstrate your ability to meet their needs, rather than waiting for feedback after the fact.

10. Control the Narrative

Influence what others say about you by asking direct questions about their impressions or desired outcomes. For example, ask the interviewer, ‘Is this a slam dunk?’ or ‘What will you say about me to your committee?’

11. Seek Creative Compensation

Don’t limit negotiations to base salary and equity. Explore non-traditional compensation elements like performance incentives, milestone triggers, or unique company perks that can add significant value.

12. Contact Hiring Manager Directly

If a recruiter presents a ‘final’ offer you want to challenge, bypass them and directly contact the hiring manager. Express your enthusiasm for the role and ask if they are ‘open to a quick chat’ about a ‘sticking point.’

13. Take Extreme Ownership in Setbacks

If negotiations go sideways or an offer is rescinded, approach the situation with honesty, integrity, and take extreme ownership of any perceived missteps. This can rebuild trust and potentially salvage the opportunity.

14. Always Push Back (Even Slightly)

Even a simple, non-aggressive pushback like ‘What’s the chance there could be a little more here?’ often results in a 20% increase in compensation, so always try to negotiate.

15. Build Scarcity and Control

Manage your availability for meetings and proactively suggest next steps in the interview process. This demonstrates your value, control, and can make you a more attractive candidate.