Contact Jack
Please fill out the form below to get in touch with Jack, and he will respond to your request as soon as possible.

Thank you! Your submission has been received!

Oops! Something went wrong while submitting the form


Empowering Executives to Live "All-In" in All Areas of Life


Certified Forum Facilitator / Trusted Advisor

An active YPO member since 2007, I am a prevailing resource for entrepreneurs and executives looking to gain clarity and passion in their lives. My coaching practice, All In Executive Coaching is centered on personal leadership development and helping advance entrepreneurial leaders and teams. I help clients gain clarity and achieve their full potential using my insights and experiences as a successful former CEO and litigator, employing tools and science-based methodologies, including Enneagram testing, for which I am certified.

Jack Craven headshot
Andy Silvernail headshot

Thank you for your time and attention with our Forum. Your preparation, focus, and care made all the difference. Collectively, our Forum touches thousands of people directly and millions indirectly. You helped us be better people, better husbands and fathers, better friends, and better leaders.


Dan Braga headshot

Jack thank you again for a very energizing and productive day. We all took so much from our time together and exceeded our expectations. Thank you for your thoughtfulness on so many fronts - the pre-surveys, pre-calls, nonstop day, and open door for all of us to connect with you going forward."

Managing Partner at The Zaf Group


Forum Fundamentals. As a YPO Certified Forum Facilitator, I have experience leading meaningful Forum Fundamental trainings. This training ensures that newYPO members become familiar with meeting structure, guidelines, norms and best practices to create a highly functioning forum.

Forum Moderator Training and Development. All Forum members get the opportunity to lead a Forum as moderator. Develop competency in the Forum Success Principles, Forum protocol, and effective norms from a moderator’s point of view. Discover the resources available to help strengthen your forum. Learn how successful moderators handle difficult situations and conversations and turn threats into opportunities, advancing both individual growth and group development.

Joe Gaffigan headshot

Jack is an amazing retreat facilitator/coach. I personally admire that Jack never goes around something challenging or difficult. Instead he calmly faces and gracefully goes right over the top and does a great job of taking you right over the top, with him!

Sponsor Finance President, Old Second Bank

Jenni Suvari headshot

Jack led us on an amazing YPO retreat! He was committed, focused and caring. He created a safe space where all of us could comfortably dig deeper into issues that held us back from being the best version of ourselves.

Owner, Coleyear Development Corporation


Having led and participated in more than 100 retreats, I know how to navigate the nuances of each unique Forum to facilitate meaningful outcomes, providing value for all members. My retreats offer members heightened self-awareness and personal balance. Below are a few popular retreats. I can also customize a retreat for your Forum.

Find Passion, Purpose and Power. In this highly compelling and transformative retreat, Forum members will:

Forum members will act as a board of directors for each other, offering encouragement, support and accountability. Each member will engage in the process of discovering his or her truth.

Higher Impact Forum Experience. This retreat increases team effectiveness and group members’ leadership skills, by identifying and resolving issues that might be holding the Forum back. Forums acquire new tools. Learn best practices and create more meaningful and honest connections. Key take-aways include:

Find Your Center. This retreat is for forum members seeking greater balance in their lives and with help enhance their overall well-being. The retreat focuses on three areas:

Members will learn practical and proven tools rooted in neuroscience and mindfulness practices, which they can take away and apply in the workplace or elsewhere in their lives.

Forum SuperCharge. Forums gain clarity to perceived issues and untapped potential, and deepen connections among members. We identify areas where the group finds frustration and determine what is getting in the way. I create a safe space for members to communicate openly and shift negative or limiting perspectives. This retreat helps Forums create life-changing experiences, where members share hard truths out of commitment for one another’s growth.

Your forum will gain the knowledge and skills to:

Becky Beanblossom

I wanted to personally thank you for your expertise and the incredible way in which you share information and insight. You have a real gift and I am honored to learn from you. Thank you again!

Becky Beanblossom
Founder and President of Home Instead

Are you all in?

Contact Jack