We make you the best leader that people have ever worked for
Headstock360 is an executive, performance, and personal coaching company that shows you how to actually change
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We get inside your head, so you can get out of it!
We make you the answer to the question,
“Who is the best leader you’ve ever worked for?”
Leading in a world of high stakes, pressure, competing priorities and limited time, leaves most people feeling overwhelmed, unfocused, frustrated, dissatisfied, demotivated, lost, confused, worried, feeling like an imposter and fearful of having regrets further on down the road.
As a leader, you have the honour of directly influencing the people around you. The best leaders are living, breathing, and inspiring models for others to follow, making the world itself a better place. Not honouring this opportunity is just plain wrong.
We understand how it feels to see the vision we have for our leadership and life slip further out into the distance, while feeling handcuffed by time, obstacles, and the know-how to do anything about it.
Headstock360 has worked with leaders at organizations like Nike, Telsa, Apple, Google, and Amazon - building a reputation (and crafting a recipe) for liberating leadership and human potential.
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Organizations we’ve served
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What people are saying…
“I’m not sure if I can name another external service provider who has had more of a significant impact on our Company than Pete. Pete has been providing leadership coaching for our leaders at Keyera for several years. He is a very genuine and authentic person that cares deeply about the people he coaches and is committed to helping our organization to successfully develop leaders. Pete understands people and their developmental needs. He provides very clear feedback and holds people accountable. I am very impressed with his high level of professionalism, integrity, and expertise. Pete adds a lot of value to our organization, and I would highly recommend him.”
- Dean Setoguchi,
President & Chief Executive Officer Keyera
“I’ve worked with executive coaches before and was bracing myself for the usual hour-long interrogation session I used to have every two weeks. I Immediately realized working with Pete would be a completely different experience. Simply put, he doesn’t act like an irritating coach. From my first minute of working with him, it was clear that he was not only AS interested in my success as I was, but also willing to do virtually anything to help me progress towards my goals. The way Pete helped me in our sessions was always a diverse cocktail of value. Asking the tough questions to challenge my thinking, observing my reactions to help me guide myself forward, giving me feedback that I needed to hear in a way that allowed me to hear it and sharing his own personal experience of what’s worked for other clients he’s helped in the past. I believe I became a better person because of my time working with Pete. One side effect was that I became a better leader as well.”
- David
Tech Company CEO, San Francisco
“Pete has been an involved partner and my sounding board for the past 4 years of professional development through two levels of leadership in the energy industry and even deeper into my personal growth & self-realization. Pete continually elevates me and my relationships, leading to an ever-improving toolbox of interpersonal skills and approaches to manage my day to day activities, overcoming challenges and building toward aspirational goals. He is always willing to take on the toughest topics, ask insightful questions and connect to underlying themes in our conversations. Within a year and a half of working with Pete, I moved into a Director role and improved my emotional intelligence scores at a leader level. I endorse Pete Cheesbrough for his outstanding skills and relatability as an executive level coach and advisor.”
- Kerri Gilders,
Director of Environment & Regulatory
“Working with Peter was an incredible experience. The sessions were full of conversation, laughter, and amazing insight. He helped me to see my potential, to embrace change and most of all to bolster my self-confidence. With little initiatives and simple techniques, I was able to prioritize my work and engage more in other initiatives, all while trying new things like yoga! The most important thing for me in this experience was the ease with which we formed a relationship. I look forward to our conversations as I know I'll get something extremely insightful and immediately useful. Thank you Peter!”
- Robert Palmer,
COO Air Canada Jazz
“I looked forward to my time with Peter each week. Our meaningful conversations allowed me to reflect on what really matters - my team’s well-being and my growth and well-being. Peter worked with me for a year as part of a company-sponsored leadership program. He is affable, a strong listener, and has impressive contextual recall. Peter can pinpoint issues from a tangle of complex professional and emotional situations and add new lenses from which to view and navigate. His suggestions for reflection and further reading were always beneficial and on-point to the challenge at hand. I hope to work with Peter again in the future and wish him the best personally and professionally.”
- David Winslow,
Chief of Staff at Coupa Software
“It was a true pleasure working with Peter. His coaching style is a complimentary blend of supportiveness and guided, probing discussion. After every session with Peter, I left feeling more focused and on track to achieve my objectives. I highly recommended Peter as an executive coach, and look forward to working with him in the future.”
- Laura Zilney
Chief Executive Officer, Hope 24/7
“6 months ago, I had a lot of changes going on - both in my personal life and professional. I had the opportunity of selecting from multiple coaches and I picked one that seemed to be the furthest from where I was to help me achieve my goals. I knew it was a gamble, but I had the safety net that I could pick a new one if I didn't like Peter. Peter quickly ended up being the best coach I've ever worked with. His coaching went far beyond what I expected. He helped performance in business, athletics, and even e-sports. He advised on a wide range of problems from a completely holistic perspective that had broad impact in the life of my family and my teams. Every week I looked forward to our time together knowing that he'd meet me exactly where I was in that moment, and I'd walk away more energized than before. I'll summarize my perspective this way: if you have the chance to work with Peter, you owe it to yourself and the people in your life that depend on you to seize the opportunity. Peter, THANK YOU!!”
- Marcus Hogue,
Head of Solutions Consulting at Heap