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Beyond Traditional
Executive Coaching

When minutes matter, you need more than periodic guidance. You need a partner who's there in real-time, reviewing every email, refining every interaction, and maximizing your leverage at each critical moment.With over a decade of experience guiding top executives, Jacob provides the strategic insight and tactical expertise you need in your corner to capitalize on opportunities and make decisions that drive exceptional outcomes.

Recent Client Wins

• $13.4M in milestone payments added for CRO.
• $1.6M/yr increase for VP of Engineering.
• $800k cash sign on bonus secured for VP of Comms.
• $350k vehicle added to sign-on bonus for CEO.
• 7 years of early pension won, worth $10M+ for CEO.
• $850k added in movie deal for A-List screenwriter.
• $10M+ raised via negotiation intervention for Series A.
• $1.2M in severance added before start date for CRO.
• Severance added for entire C-suite at $200M SaaS.
• $700k/yr increase from max range for VP of Product.
• $500k/yr increase from a 15-minute call for VP Sales.

Command Your Career & Shatter Expectations

Jacob Warwick has transformed the careers of over 3,500 leaders. With keen insight into human behavior and exceptional people psychology skills, he provides no-nonsense guidance to navigate your career complexities.Jacob crafts winning negotiation strategies by breaking patterns, challenging precedents, and leveraging nuances others miss to drive your success.

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Real-Time Strategic Support

Minutes before your board presentation. Seconds before hitting send. Between rounds of negotiation. Jacob is there when decisions matter most, providing your tactical edge.

Precision Communication

Every word matters. Every pause has purpose. Jacob refines your emails, texts, and talking points to maximize impact and drive your desired outcome. No detail is too small when millions are at stake.

Elite Executive Network Access

Tap into a network of senior executives and alumni clients. Gain insights from those who've navigated similar challenges and opportunities. Your next win could be a single call away.

Chief Executive Officer - Regrello

Aman Naimat

Jacob is one of the most insightful executives and business leaders I've met. 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.

Head of Innovation - 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.

Director of Sales - Google

Tammy Aguillon

Jacob is a firestarter. He's supported me in framing the arc and zigzags of my career to date, and distilling it into a clear narrative. He's an incredible ally, tough love coach, and seer of blind spots and hidden opportunities. Work with him.

VP, Legal & General Counsel - Walmart

Angela Sherrer

Jacob makes it easy. He knows many C-Suite executives and understands different markets. Jacob provides information on how you compare to other similarly-situated professionals and helps you position yourself for new opportunities.

Chief Revenue Officer - Niche

Rob Wellner

Jacob is an exceptional career strategist who delivers transformative results. His approach is comprehensive and insightful, addressing surface-level career elements and the underlying factors that drive success. His guidance is invaluable.

Head of Engineering — Uber

Jignashu Parikh

Jacob is an amazing coach and adviser! He brings his extensive experience during the process which makes the entire experience rewarding. He helped me navigate through a career transition leading to a very successful outcome.

Your Next Move

You've mastered negotiating for your company. For your team. For everyone but yourself.That's because it's impossible to know your true value without an objective strategist who will:> Break through self-imposed limitations
> See opportunities others miss
> Provide real-time tactical support
> Engineer breakthrough outcomesThe difference between a good outcome and an extraordinary one is having the right partner in your corner.

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Executive Compensation Architecture

Transform negotiations into wealth-building moments. From startup equity to F500 packages, orchestrate breakthrough deals that reflect your true value.Recent Win: $2.8M/yr increase through PE negotiation.

Strategic Role Navigation

Whether stepping into your first C-suite position or orchestrating a complex exit, receive precision guidance for every critical career inflection point.Recent Win: $10M+ in early pension granted through strategic board intervention.

Board & Stakeholder Dynamics

Command the room in high-stakes scenarios, from board presentations to investor negotiations. Transform complex relationships into strategic advantages.Recent Win: Orchestrated successful board integration and secured $2.4M incentive retention package.

Strategic Career Positioning

Transform your executive journey through high-leverage actions and powerful positioning. Skip the conventional playbook for proven strategies that accelerate results.Recent Win: Client landed $1.2M/yr role through targeted relationship cultivation vs traditional search.

Critical Moment Counsel

When unexpected challenges or opportunities arise - from M&A events to restructuring - get real-time strategic support to protect and enhance your position.Recent Win: $4.2M in additional equity milestone triggered during acquisition.

Executive Interview Mastery

Convert high-stakes interviews into compelling narratives that separate you from the field.Recent Win: Client secured $1.8M C-suite role over 400+ candidates through strategic power positioning & behavioral psychology mastery.

Why Work With Jacob?

👋🏻 Jacob here.I'm deeply driven to help leaders create the life they truly want. Having navigated my own path from adversity to purpose, I find tremendous joy in helping others discover their power.While I'm known for negotiating compensation, my true mission is helping executives align their success with what matters most. I'm blessed to spend my days with my family—living proof that a meaningful life extends far beyond career achievements.My journey has taught me that our greatest power lies in choosing what truly matters and advocating for it with relentless focus.

See If You Qualify

Limited availability. Serious inquiries only.A note about investment:Jacob works with a select group of high-performing executives and maintains limited availability to ensure maximum impact for each client. Investment reflects the transformative nature of outcomes created.