Jon Frank is a former CEO, Harvard MBA, Juris Doctor, certified mediator, and Northwestern University-certified executive coach.

For nearly two decades, Jon has built companies across industries and continents, while guiding executives through their toughest challenges. Across all those roles, coaching emerged as his natural superpower—and today it anchors his practice.

Jon's credentials include rigorous academic training—Brown University with honors, Harvard MBA, and a JD from Chicago-Kent College of Law, which he completed while simultaneously leading an 80-employee organization. He later earned Northwestern coaching certification, holds the International Coaching Federation's ACC credential (ICF ACC), and was appointed as a certified mediator for Cook County Circuit Court in Chicago, IL.

His business leadership experience spans two strategic exits. He first scaled an education platform from startup to 90+ team members across 42 offices globally, then transformed a real estate operation from sub-100 annual transactions to 100+ monthly acquisitions before his exit in 2025.

Today, Jon's coaching practice centers on working with senior executives navigating complex leadership challenges—from C-suite transitions and organizational restructuring to high-stakes negotiations and board dynamics. His approach draws from formal coaching methodologies, direct operating experience scaling organizations, and legal training in mediation and dispute resolution.

The commitment to helping others runs deep in Jon's family. His father, a former Columbia University clinical psychology professor, has devoted over 40 years to helping people develop their potential and live more fully. Jon's mother worked for over thirty years teaching French, as a public school teacher; hard work and service run through Jon's DNA.

With the hard-won perspective gained from his nearly two decades of CEO experience, Jon now dedicates his practice exclusively to supporting executives facing their most consequential leadership decisions.

Jon's approach draws on both rigorous training and real-world experience. Most executive coaches come from HR or training backgrounds. They've been taught to ask great questions. But Jon brings something different; in addition to those skills, Jon brings guidance based on real leadership experience. Jon's approach is inherently practical: transforming challenges into actionable strategies.

Jon is wholly devoted to his clients. He believes that transformational coaching comes down to a trusting relationship—not one-size-fits-all playbooks or techniques. Once that relationship is in place, we work together to inspire and hone who you are—authentically—as a leader. Ultimately, the best leader you can be is the one that emerges authentically from you: distinct, genuine, and one of a kind.

When leaders operate from their authentic core, the person and the leadership role come together. That alignment not only promotes comfort (even enjoyment!) at work—it also drives success. Jon's coaching approach revolves around helping clients bring forward their own authentic talents, and putting them to work.

Jon works closely with both executives and organizations. For companies, this means developing leaders who think strategically, communicate clearly, and influence through authenticity rather than position. The result is executives who don't just manage—they adapt and inspire. They lead.

Ultimately, Jon's ability to combine rigorous coaching skills with real-world experience makes the work both practical and transformational.

To learn more about the specifics of Jon's approach to Executive Coaching, click here for a one-page diagram of the process, and click here to read the document that I send to all first-time clients.