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Certified

Jen Couldrey

Location

  • Toronto, Ontario, Canada
  • Offers Virtual Sessions
You have a great business. Now it’s time to strengthen how it runs- with clarity, accountability, and leadership discipline for sustainable growth.

Meet Jen Couldrey

  • Facilitated 600+ meetings driving clarity, accountability, and execution
  • Help organizations shift from founder-dependent to team-led growth
  • Help teams shift from chaos to consistency & clarity through a proven system
  • Named one of the Top 100 Most Powerful Women in Canada
  • Trusted advisor to values-driven, growth-oriented leaders
  • Champion for building an intentional life that you love

Book Your Free Introductory Call

Ready to get more of what you want from your business? Let’s talk. Book your free introductory call with me to share your business needs and challenges. I’ll share my background and style. No pressure, just a real conversation to see if we’re the right fit.

My Approach

Energizing
I bring stimulating, invigorating energy to leadership work- creating momentum, optimism, and a genuine sense of “we’ve got this” that keeps teams engaged and moving forward.
Raising the Bar
I stay objective, ask hard questions, and challenge leadership teams candidly (but lovingly)- helping them build a culture of accountability and address the root problems holding them back.
Coaching Through Questions
I coach by asking questions and holding up the mirror- helping leaders feel heard, see clearly, focus on what matters, and find their own best answers.

What It’s Like to Implement EOS

Hear from the business leaders and teams I’ve had the privilege of guiding through their EOS journey.

Client Success Videos

Expertise & Insights

Insightful guidance, practical tips, and real-world stories to help you strengthen your leadership team and run a better business.

From Lion to Lamb & Back Again

In most of North America, the saying goes that March comes in like a lion and out like a lamb. For many entrepreneurs, this phrase holds a parallel to their business experience....
Read More

Speaking Engagements

I deliver keynotes and workshops that are perfect for groups of growth-oriented business owners and leaders. These fun, energetic, hands-on sessions will teach you practical tools that will help you:
  • Understand the 6 keys to building a truly great organization
  • Roll up your sleeves and confront your organizational issues head-on
  • Learn how to get everyone focused on achieving a clear company vision
  • Address the people issues causing you headaches
  • Understand how to instill discipline and accountability throughout your organization
  • Improve your own implementation of EOS

My Upcoming Events

April 23, 8:00 AM – April 24, 12:15 PM EDT

EOS Conference

April 20, 8:00 AM – 6:00 PM EDT

Visionary Masterclass

April 20, 8:00 AM – 6:00 PM EDT

Integrator Masterclass

Certified Implementer

jen.couldrey@eosworldwide.com

Phone: (647) 961-5889

  • Toronto, Ontario, Canada
  • Offers Virtual Sessions

About

I work with founders and leadership teams at a specific point in growth – when hard work has taken the business far, but clarity, structure, and leadership discipline need to catch up.

I’ve worked with hundreds of founders and leadership teams navigating this transition. Before becoming an EOS Implementer, I led and launched multiple businesses and non-profits, helped leadership teams translate strategy into execution at Deloitte, and supported founders scaling complex, fast-growing organizations.

Across more than 600 meetings and workshops facilitated, I’ve seen the same pattern repeat: when leaders are focused, aligned, and disciplined, businesses move forward. When they’re not, even great teams get stuck.

Today, I help entrepreneurial leadership teams strengthen how their business runs using EOS as a practical system for clarity, accountability, and execution. My style is focused, candid, and positive: I ask the hard questions, bring objective perspective, and hold teams to high standards- while building the confidence and momentum needed to consistently achieve desired results.

I do my best work with leaders who are ready to get out of the weeds, have honest conversations, and lead with greater discipline and intention.

If that sounds like where you are, let’s explore whether we’re a fit.

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