At Propel Day, we're not just a company – we're a thriving community dedicated to the growth and success of business leaders, business owners, and fractional executives. Our mission is to provide a supportive environment where you can grow in knowledge, connect with peers, 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 leadership. His personal life, marked by 17 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, digital courses, networking opportunities, along with team and executive coaching, we aim to enhance your skills, confidence, and overall wellbeing.

Our Community

Being part of Propel Day means joining a network of like-minded professionals. Our community is a space for sharing knowledge, experiences, and support, enabling each member to reach new heights. It's about collaboration, not competition, as we all strive toward common goals.

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 our community, and embrace the journey of professional and personal growth. Your success is our mission.


"Propel Day's digital courses are truly transformative. They are 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 education, community, and coaching for business leaders, consultants and fractional executives. Highly recommend!"

Matthew Hargrove
Dallas, TX

"The education, training and community along with the templates, frameworks, and resources are all second to none. I highly recommend Propel Day to anyone who is ready to transform 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.