Monthly Coaching Sessions

Executive Coaching for Transformational Leadership

Imagine having a personal coach with 30 years of best practices, frameworks, and playbooks. A real-world, hands-on expert who has scaled companies from 0 to $1B+.

Jim Cook isn’t just a coach - he’s a hands-on business partner, guiding you through strategy, structure, and execution to tackle your most pressing leadership and business challenges. His approach is built on real-world experience, giving you curated insights, actionable playbooks, and proven scaling frameworks to drive meaningful impact for you and your company.

Our Coaching Partnership

This partnership is a collaborative and results-driven process designed to sharpen your leadership, enhance operational efficiency, and accelerate business growth. With Jim, you’ll gain access to his "Best Of" curated content and Coaching Corners Curriculum, a top-level leadership framework built from decades of experience.

Through deep discussions, strategic problem-solving, and direct access to Jim’s expertise, you’ll develop the tools and insights needed to lead with confidence and clarity.

What to Expect

We’ll establish clear ground rules, set timeframes, and define specific objectives to guide our journey together. This ensures a focused and effective coaching process that delivers measurable results.

Strategy, Structure, Scaling Advisor

Team/Group or 1:1 Deep Learning Sessions
1 1/2 - 2 Hr Sessions (Weekly/Bi-Weekly/Monthly)
24/7 Quick Hit Advisory (Text, Slack, Email)
Group Knowledge Sharing via Slack / Zoom
Shared Notes of All Sessions

Weekly or Bi-Weekly Coaching Sessions

Solving Critical Leadership & Operational Issues
Deep Industry and Personal Knowledge Sharing
Sharing Critical Scaling & "Best Of" Frameworks
Communicating for Influence/Impact

+30 Years Best Of Library of Curriculum

Scaling Frameworks/ Templates
Master Curator of Operator Lessons Learned
Coaching via Dozens of Key Learning Modules

Strategic Problem Solving

Solve critical leadership, financial, and operational challenges with Jim’s expert guidance in strategy, structure, and execution tailored to your company’s specific growth phase.

Leadership Development

Gain access to curated leadership and business-building playbooks that Jim has developed from decades of scaling organizations from startup to enterprise.

Peer Networks

Leverage Jim’s 30+ years of operator lessons learned, group knowledge-sharing via Slack/Zoom, and direct advisory support to navigate leadership challenges in real time.

TESTIMONIALS

"Coach. Mentor. Friend. Therapist. Course corrector. The 'Set-Me-Straight Figure'. Jim lifted me up when things were rough. Jim played all these roles over the three years we worked together and was always there for me. His CFO tailored 360 feedback exercise and resulting development plan was career changing. It not only impacted how I was showing up for my peers, my CEO, Board, and my team, but also how I now show up for everyone else in my personal life. Jim helped me identify so many of my blind spots and gain confidence in my biggest areas of doubt."

Ivan Makarov

Finance Operating Partner, a16z

Former VP of Finance, Webflow

CONTACT

Start Your Leadership Journey

Are you ready to transform your leadership skills and make a lasting impact on your organization? Let’s work together to achieve your goals.