Advisors, mentors, peers, and friends

Great leaders know that in order to keep growing, they need fresh insights, support, and trusted advice. This long-standing peer group has it all. As the group leader, Aaron draws from lessons he’s learned throughout his diverse career as a theater director and producer, and as a teacher of business communication, to inspire leaders to discover their intrinsic motivation, foster collaboration, and unleash their creative potential.


Members bring their challenges and opportunities — both business and personal — to the group in monthly meetings. Applying a structured methodology, the group gets to the heart of the issue, and gives their input and guidance.


The group chooses topics it wants to learn more about, and the content is delivered by outside subject matter experts, the group leader, or individual members.


Members set goals, and share progress at meetings. They also meet regularly between meetings with fellow group member to stay focused, connected, and accountable. After all, what gets measured gets done.

1-1 mentoring

During onboarding, members meet monthly with Aaron to get clear on their goals and explore opportunities for their personal growth as leaders. After this period, they may opt to continue these 1-1 sessions on a monthly or quarterly basis.

Aaron Schmookler

Aaron leads with a profound personal mission: elevating human dignity in the workplace. For almost three decades, he’s shown up with endless curiosity and love for the leaders he works with. With a relentless commitment to enhancing both their work lives and business outcomes, Aaron is committed to the pursuit of clarity and ever more deliberate leadership. A business owner himself, Aaron Schmookler has been leading owner and CEO groups at Giant Leap since 2020.

Who can join?

A typical group member might describe themselves like this:

  • I’m an owner-operator or partner of a for-profit business
  • I’m a President, CEO, or Executive Director of a non-profit organization
  • My company’s revenue is at least $3M and growing
  • I’m the main decision-maker
  • I want to grow the business
  • I’m willing to be open, vulnerable, and personal
  • I’m a lifelong learner

How it works

How often do we meet?

Between September and June, we meet 10 times – including 3 full day meetings, 6 half day meetings, and a 2-day offsite. Members select the specific dates

Where do we meet?

Each group member hosts one meeting per year at their office, home, or other meeting room. Hosts provide light food and refreshments.

What's on the agenda?

At every meeting, members provide updates, and present timely issues or opportunities. There’s also facilitated learning experiences and time to connect personally.

Is there any homework?

Members share brief written updates before each meeting, and occasionally need to prepare for a presentation, or read an article or a chapter from a book in advance.


Peer group fees are $1,000 per month, plus a one-time $2,200 onboarding fee, which includes orientation meetings, 1-1 mentoring sessions for the first quarter, and a 360-degree assessment. 1-1 mentoring is optional after the first quarter.

How to apply

  1. Get in touch to find out more by filling out the form below.

  2. We’ll reach out within 24 hours to schedule an introductory meeting.

  3. Meet Aaron Schmookler to learn more about each other, find out how the group operates, hear about the upcoming learning focus, and ask any questions you have.

  4. Meet one or two members of the group to find out more about what it’s like. Existing members will get a sense of what you’re looking for and what you’d bring to the group.

  5. Attend informal introductions via Zoom, and a social gathering, in-person.


    Newsletter sign-up

    Find out about newly announced workshop dates and peer groups. Plus, get occasional think-pieces about the most crucial issues facing small- and medium-sized businesses.

    Newsletter sign-up

    Find out about newly announced workshop dates and peer groups. Plus, get occasional think-pieces about the most crucial issues facing small- and medium-sized businesses.