At Propel Day, we're not just a company – we're a thriving community dedicated to the growth and success of business leaders and business owners. Our mission is to provide a supportive environment where you can grow in knowledge and receive coaching that propels you to do your best work and live your best life.

Our Founder

Greg Bailey, the visionary behind Propel Day, has a rich history as a 4-time chief marketing officer in a variety of companies ranging from startups to the Fortune 500. With nearly three decades of experience in educating and coaching, he's committed to sharing his insights and experiences to enrich the professional journeys of others. As the founder of multiple companies, including an 8-figure software company, Greg understands the challenges and triumphs of business growth and leadership. His personal life, marked by 18 years of marriage and the joys of fatherhood to two sons, keeps him grounded and motivated.

Our Philosophy

We believe that professional success and personal fulfillment go hand in hand. We strive to create an environment that fosters both, understanding that one feeds into the other. Through our comprehensive resources, including educational content, team and executive coaching, we aim to enhance your skills, confidence, and overall wellbeing.

Our Resources

Our latest free resource, the Confident Consultant Checklist, is a testament to our commitment to providing practical, actionable tools for our members. This checklist is designed to help you navigate the complexities of being a fractional executive with greater confidence and competence, ensuring you're equipped to tackle any challenge that comes your way.

An Invitation

At Propel Day, every step you take toward achieving your goals is celebrated. We invite you to explore our resources (many are free), engage with us, and embrace the journey of professional and personal growth. Your success is our mission.


"Propel Day's executive coaching is not only highly professional but also thought-provoking, challenging me to grow both professionally and personally."

Mike Rice
Des Moines, IA

"Propel Day is a top-notch organization for professional coaching for business leaders and entrepreneurs alike. Highly recommend!"

Matthew Hargrove
Dallas, TX

"The coaching and education along with the resources are all second to none. I highly recommend Propel Day to anyone who is ready to transform and grow in their career."

Jeff Roedel
Columbus, OH


Each week we send fresh and exclusive content, insights, and resources to help you do your best work and live your best life.