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The Market Has Already Decided What You're Worth

You've created value. Led teams. Delivered results. But when it's your turn to negotiate, you're operating with incomplete information while they hold all the cards.The initial offer isn't based on what you're worth—it's based on what they think you'll accept.Your competing interest creates leverage they'll pretend doesn't exist. The timing of when you push matters more than what you ask for. And there's a psychological pattern in every negotiation that reveals exactly where flexibility exists.I help senior leaders see these blind spots before they cost six or seven figures. After working with Fortune 500 executives, tech leaders, and entertainment talent across 5,000+ negotiations over 15 years, I know exactly what you're up against—and how to turn it in your favor.My clients average a 40% increase from the first offer—not through aggressive tactics, but through strategic positioning that transforms how companies see your value before negotiations even begin.

Recent Outcomes

→ $10M early pension access (CEO)
→ $1.6M annual increase (VP Engineering)
→ $800K+ annual increase (VP Product)
→ $800K cash signing bonus (VP Comms)
→ $750K annual increase (VP Comms)
→ $700K severance protections (CRO)
→ $700K/yr above "max" range (VP Product)
→ $500K+ annual increase (VP Design)
→ $500K increase in one 15-minute call (VP Sales)
→ $350K to $1.2M annual comp (CMO)
→ $300K to $750K annual comp (COO)
→ $150K relocation bonus (CMO)Plus milestone packages, equity restructures, and strategic outcomes across Fortune 500 and high-growth tech companies—including seven and eight-figure deals for C-suite executives navigating complex transitions.Every engagement is confidential, but the results speak for themselves.

Real-Time Partnership When It Matters Most

This isn't about scheduled coaching calls—it's about having strategic counsel exactly when you need it.Before you hit send on that counter, during the interview, between competing offers.I'm there reviewing communications, refining positioning, and helping you maximize leverage in the moments that actually matter.Together, we shape how you're perceived from the first conversation through the signed offer—we control the narrative, read the room, and position you strategically at every stage.I help you win the role against competition, strengthen your leverage before the offer arrives, then design and negotiate compensation packages that reflect your actual value.With multiple seven-figure deals closing every month, I know exactly what's working in today's market. My fees are performance-based—I win when you win.

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Strategic Positioning

Where the 40% lift happens

Most executives think negotiation starts when the offer arrives. By then, you've already left money on the table.I help you control how companies see your value from the first conversation—positioning your experience, framing career pivots, and creating inevitability rather than doubt.When you're positioned correctly, you're not fighting for increments.

Pattern Recognition

Seeing what others miss

After 5,000+ negotiations, I see patterns most people don't.The precedents companies won't volunteer. The psychological signals that reveal flexibility. The timing windows where your leverage peaks.I know which companies actually negotiate, what comp structures work, and when to push versus when patience wins.

Deal Architecture

Capturing value most executives leave behind

Beyond base and bonus, there's significant value most executives never capture.I design compensation packages that actually build wealth—milestone structures tied to outcomes you control, equity optimized for your situation, exit protections that survive leadership changes, and sign-on packages structured correctly from the start.

Network Access

Your next opportunity is one introduction away

I've built relationships across the executive market over 15 years.From strategic introductions to backchannel intelligence, I help you navigate the invisible market where most senior roles are actually filled.The kind of connections that accelerate your trajectory and open doors you didn't know existed.

Chief Marketing Officer at Honeycomb

Julie Neumann

"Jacob flipped all the corporate nonsense around and completely shifted my mindset. He is truly my secret edge as an executive."

Chief Marketing Officer at WRIKE

Christine Royston

"Jacob is readily available and makes time to react to real-time status changes. He's flexible to work with your own negotiation style and continues the relationship after the job change completes to ensure you have the support you need."

Head of Innovation at Anomaly

Ariba Jahan

"Working with Jacob was hands down the best decision I've ever made in my life. Thank you Jacob for turning a great career decision moment into a transformative one."

Senior Vice President of Sales at Ironclad

David Simon

"It might sound counterintuitive, but even sales leaders get rusty when it comes to positioning their own strengths. Jacob helped me create a succinct pitch, gave me critical market compensation information, and operated as a strong coach throughout my interview process."

Director of Sales at Google

Tammy Aguillon

"Jacob is a firestarter. He's an incredible ally, tough love coach, and seer of blind spots and hidden opportunities. Work with him."

Dan Robbins, Global Head of Growth & Strategy at PayPal Ads

Dan Robbins

"Jacob has an exceptional ability to help leaders see around corners in their careers, identifying pivot points and opportunities that others miss."

Chief Executive Officer at Regrello

Aman Naimat

"Jacob has unparalleled insight. He is able to distill ideas, technology, and complexity to its simple core. My discussions with Jacob have been a game changer."

Chief Revenue Officer at Niche

Rob Wellner

"Jacob is an exceptional career strategist who delivers results. His approach addresses not just surface-level career elements but the underlying factors that drive success."

Before The Offer Arrives

Strategic Positioning & Narrative DevelopmentThe market decides your value before anyone puts a number on paper.We work together to control that narrative—frame your experience, position career pivots strategically, and create a story that makes the right outcome inevitable rather than uncertain.This is where the 40% lift actually comes from.

Throughout Career Transitions

Market Navigation & Network AccelerationMost senior roles are filled through relationships, not job boards.I help you navigate the invisible market through strategic introductions, backchannel intelligence, and positioning that puts you in conversations that matter.My extensive relationships across the executive market give you insight nobody else has—because I advocate for you, not employers.

For Interview Success

Executive Presence & Communication StrategyWin the role before you negotiate the package.We work on how you present yourself in high-stakes conversations with hiring managers, boards, and selection committees—transforming evaluations into strategic dialogues that position you as the clear choice.

During Active Negotiations

Compensation Architecture & Deal StrategyTransform standard offers into packages that reflect your true value.We design compensation structures that capture value most executives leave behind—milestone acceleration, equity optimization, exit protections, and sign-on packages structured correctly from the start.Then we execute the strategy to secure those terms.

When Situations Get Complex

High-Stakes CounselCompany acquisitions. Leadership changes. Unexpected terminations. Competing offers from multiple companies. Performance and compensation reviews.These moments require immediate strategic counsel, not scheduled coaching calls.I help you transform complexity into clarity and risk into opportunity.

How I'm Different

Most advisors give you scripts and templates. Standard negotiation frameworks. Interview prep checklists.That's not where the real value gets created.After 5,000+ negotiations and $1B+ in secured outcomes, I see what most people miss—the precedents companies won't volunteer, the leverage hiding in plain sight, the psychological patterns that reveal where flexibility exists, and the strategic moves that transform good offers into exceptional ones.I help you see the full game before you make your move. The market has already decided what you're worth, and most executives accept that framing without realizing they can rewrite it.We work together to shift how companies see your value, position you strategically from the first conversation, and capture compensation that reflects what you actually bring.This isn't about being more aggressive in negotiations. It's about seeing what's invisible to everyone else—including other advisors—and using that insight to create outcomes most executives don't even know are possible.Your peers who consistently land exceptional packages have someone who sees these patterns. The question is whether you will too.

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Why I Do This

I've been on both sides of the table—from homelessness to executive success. I know firsthand what it takes to rewrite your story when the market has already decided who you are.My mission goes beyond negotiation.I help leaders align their professional success with what actually matters in their lives. I'm fortunate to spend my days with my family, living proof that meaningful success extends far beyond career achievements alone.What drives me is helping executives discover their power and use it without apology. Not by playing the corporate game better, but by seeing it clearly and making strategic moves others miss.Because I've learned that our greatest advantage isn't working harder—it's seeing what others can't.