Executive Coaching for Senior Leaders

A thinking partner for your biggest challenges

Executive coaching for senior leaders, built from 27 years coaching 3,000+ leaders in 37 countries. For founders, executives, VPs, and senior leaders. 4 months of 1:1 coaching. Measurement at 90 and 180 days.

Executive coaching for senior leaders: leader on phone during coaching session

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PayPal  |  Lattice  |  Imperfect Foods  |  Baton  |  Cellares  |  Boeing

27
years coaching
3000+
executives coached
150000+
employees trained
37
countries

What is executive coaching?

Executive coaching is a structured, confidential 1:1 engagement between a senior leader and an experienced coach. The coach helps the leader sharpen how they think, decide, and act in their role.

Coaching is not therapy (which focuses on emotional health and personal history), not mentoring (which shares career guidance), and not consulting (which delivers recommendations). Coaching builds the leader’s own capacity to solve the problems in front of them.

Every engagement includes structured measurement at baseline, 90 days, and 180 days. You see what changed in your own data and decide what to focus on next.

The leadership gap by the numbers

80%
of coached leaders report improved self-confidence and communication skills
ICF/PwC Global Coaching Client Study, 2024
86%
of organizations report they made back their coaching investment or more
ICF/PwC Global Coaching Client Study, 2024
70%
of coached individuals report improved work performance and leadership effectiveness
ICF Global Coaching Study, 2023

Who is executive coaching for senior leaders built for?

You’re a founder, executive, VP, or senior leader. You want sharper tools and smarter thinking for the stressors, challenges and reality you face daily.

You want a private space to think through the decisions, conversations, and challenges that come with your level of responsibility: your leadership team alignment, a board relationship that needs attention, the strategic bet you’re weighing, the hire that could change the trajectory of your organization.

This program is for leaders who:

  • – Lead teams, departments, or companies and want to get better at it
  • – Make decisions with organizational consequences and want a thinking partner for the hardest ones
  • – Want coaching that measures what changed, not just what was discussed
  • We’ve coached founders from pre-revenue through Series D in 37 countries since 1999.

If you’re a manager or director building core skills (delegation, feedback, leading better meetings), the High Performance Leadership Accelerator is a better fit.

What’s included in executive coaching for senior leaders?

8 coaching sessions (55 minutes each, by phone)

You bring what’s happening right now. A conversation you need to have. A decision you’re weighing. How your leadership team is operating. We work on it.

Baseline assessment

Before we start, we measure where you are right now (how you’re performing, stressors, goals, challenges and results). Clear starting point. Clear targets.

90-day progress check

Halfway through, we evaluate what’s shifted. Specific, measurable changes in how you lead and how your team responds.

180-day outcome measurement

After the engagement, we measure again. You walk away with data showing what changed and what to focus on next.

Between-session support

When something comes up between sessions (a board meeting you need to prepare for, a conversation you need to repair), you reach out and we’ll respond by email or jump on a quick call to coach you through it.

The HPLOS framework

We use the same frameworks, tools, and mindset shifts from the High Performance Leadership Operating System for our executive coaching. Practical tools you keep and use for the rest of your career.

How executive coaching for senior leaders works

1
Free Coaching Test Drive (55 minutes)
You bring real challenges. We coach you on it like one of our long-term clients. 55 minutes on your situations, your teams, your decisions. You’ll know within 20 minutes whether this kind of coaching is valuable for you. Request your Test Drive.
2
Baseline assessment
We start with a structured assessment. Where you’re strong. Where the gaps are. What you want to get out of the next four months.
3
Monthly coaching sessions (Months 1 through 4)
Two sessions per month. Each one built around your current priorities. The conversation you’ve been putting off. The team member who needs something different from you. The strategic plan that isn’t translating to execution.
4
90-day check-in
We review progress against your baseline. What’s shifted. What needs more work. We adjust the plan.
5
180-day measurement
After the engagement, we measure outcomes. You get a clear picture of what changed and what to focus on next.
Executive coaching packages strategy: aerial view of team working with charts and data

See if executive coaching is right for you

55 minutes. Real coaching. No sales pitch.

Book My
Test Drive

Your executive coach: 27 years, 3,000+ leaders coached

Michael Coop Cooper, Founder and Head Executive Coach at High Performance Orgs

Michael “Coop” Cooper

Founder & Head Executive Coach

I’ve been coaching leaders since 1999. Over 27 years, I’ve worked with more than 3,000 leaders in 37 countries. Founders, executives, VPs, C-suite leaders, senior directors.

Before coaching full-time, I spent 15 years in operational leadership (tech, media, nonprofit, startup).

What i’ve observed over that time is the challenges change with the industry and the era. But the leadership patterns are the same. When you describe what’s happening with your leadership team, I’ve probably seen the pattern before. More about Coop.

I built a coaching method (the High Performance Leadership Operating System) that gives you the mindset shifts, skills, and tools for high performance leadership. Science-backed and battle tested so you can use them in your next 1:1, your next board conversation, or your next quarterly review.

How much does executive coaching cost?

$7,500

4 months executive coaching engagement

What’s included:

  • 8 coaching sessions (55 minutes each, by phone)
  • Baseline leadership assessment
  • 90-day progress measurement
  • 180-day outcome measurement
  • Between-session support
  • The HPLOS framework: mindset, skillset, and toolset you keep and use for the rest of your career (including upgrades for life).

86% of organizations that tracked coaching ROI reported positive returns (ICF/PwC, 2024). Most executive coaching programs at this level don’t publish pricing. You find out after a sales call, a proposal, and a follow-up email. I’d rather you know what it costs before you reach out.

$7,500 for four months of focused work on the decisions, conversations, and challenges that define how you lead and the impact you make. Most clients tell me the ROI shows up in the first month and often the first conversation.

Many companies cover the investment through professional development budgets or Learning & Development funds. I’m happy to provide whatever documentation your organization needs. Learn more about executive coaching ROI and how much executive coaching costs.

Executive coaching packages vs. other options

Feature Executive Coaching Therapy Mentoring AI Coaching Tools
Focus How you lead right now: decisions, conversations, team interactions Emotional health, personal history, mental wellness Career guidance and advice from someone more experienced Generic frameworks and prompts based on your text input
Format Structured 1:1 sessions with an experienced coach, by phone Regular sessions (weekly or biweekly) with a licensed therapist Informal, relationship-based, unstructured On-demand, text or voice interaction with an AI system
Measurement Baseline, 90-day, and 180-day structured assessment Therapist assessment based on clinical criteria No formal measurement Self-reported tracking, no external validation
Confidentiality Fully confidential between coach and client Fully confidential (protected by law) Informal, varies by relationship Data stored by the tool provider, privacy varies
Accountability Coach holds you accountable to commitments you make Therapist supports emotional processing, not performance goals No formal accountability structure No human accountability, relies on self-motivation

Coaching, therapy, and mentoring are not competitors. Many of my clients work with a therapist and a coach at the same time. The work is different. Coaching focuses on how you lead right now. Therapy focuses on why.

AI coaching tools can suggest frameworks. They can’t hear the thing you didn’t say on a call with your leadership team, read the tension between two direct reports in a standup, or hold you accountable when you backslide on the commitment you made last week.

What executives say about coaching with HPO

“Coop has been an invaluable resource for my executive team and I. As a first time founder trying to scale a new business during a global pandemic, I don’t know what I would have done without Coops strategic guidance and counsel.”

Andrew Berberick

Andrew Berberick

Cofounder, Baton

“From all his reps working with early stage startups, Coop has incredible pattern recognition on everything we have run into. He can speak with a high level of detail towards what has worked and hasn’t worked at other companies, and can abstract away overarching principles to navigate virtually any situation.”

Nate Robert

Nate Robert

Cofounder & CEO, Baton

“I had the great pleasure of working with Coop last year. He’s a true master of human communication. His easy-going style and techniques make it easy to discuss and unravel complicated situations. Coop is great at advising through political situations and helping you “lean in” to push forward. ”

Ashraf Karim

Ashraf Karim

VP Product Management, PayPal

“I know and have worked with a number of leading executive coaches. Coop ranks among the best. He is highly intuitive, a superb communicator, extremely insightful, incorporates a broad range of approaches and techniques. He pushes you in a thoughtful way, which really accelerated my learning and growth.”

Jeffrey Balash

Jeffrey Balash

Founder & CEO, Comstock Advisors

“He has had the opportunity to coach a number of our leaders to this point and I have heard nothing but amazing feedback on the work that he’s doing. The staff really enjoy working with him and find his approach very helpful and refreshing. In fact, Coop’s coaching and support recently helped one of our leaders obtain a promotion!”

Maira Lazdins, SPHR

Maira Lazdins, SPHR

Manager, Human Resources, Spark PR

“Coop not only has the uncanny ability to hold a problem and rotate it through space, but also more than enough empathy to create recognition of the depth and width of the problem in his client. I consider myself quite insightful, but working with Coop I’ve found new ways to understand myself, my environment, my career and my business.”

Marc Shillum

Marc Shillum

Chief Creative Officer, eBay

Executive coaching packages FAQ

How long is the program and what does it cost?

4 months, 8 sessions (55 minutes each, by phone). $7,500 includes baseline assessment, 90-day and 180-day measurement, between-session support, and the HPLOS framework.

What is the Coaching Test Drive?

A free 55-minute session where you bring real challenges and we coach you on them. Not a sales pitch. Real coaching so you can experience the work before committing.

Who is this for?

Founders, executives, VPs, and senior leaders making decisions with organizational consequences. We’ve coached founders from pre-revenue through Series D and beyond.

Is coaching confidential?

Completely. What you share stays between us. If your organization sponsors the engagement, you approve anything that gets shared.

How is this different from a large coaching firm?

You work directly with Coop. Consistent method, structured measurement, and you know your coach before you start. No roster assignment.

Can my company pay?

Yes. Many clients have coaching covered through L&D or professional development budgets. We provide documentation for HR and finance.

Request your free coaching test drive

55 minutes. Real coaching on your biggest leadership challenges. You’ll know within 20 minutes whether this is worth your time.

Join 3,000+ leaders who upgraded their leadership operating system

Not ready for a conversation? Attend a free leadership workshop first.