Confidence Mastery

The Key to Consulting Success

In This Masterclass



The Psychology Underpinning Confidence

You'll discover where confidence comes from, along with mindset and perception.


Building Your Confidence Foundation

Identifying your strengths and leveraging them

Overcoming imposter syndrome and fear of failure

Practical exercises to boost self-esteem


Applying Confidence in Consulting

Presenting yourself with confidence

Negotiating confidently

Handling client meetings and feedback with self-assurance


A Path Forward

Gain encouragement to take the next step toward confidence mastery.

"Propel Day's masterclasses are truly transformative. They are thought-provoking and challenge me to grow both professionally and personally."


Are you struggling with fear and a lack of clarity in your professional journey?

We get it! In 2015, our founder was let go from his senior executive role at a large insurance company. Since then, he's gone onto build (and exit) an 8-figure software company and has been educating and coaching consultants and fractional executives for nearly a decade.

Whether you are struggling with fear or the lack of certainty in your path forward, know that others have been in your shoes. Join us to finally learn what is takes to master your confidence and move forward.

Or maybe you feel stuck about the lack of progress in deciding to go on your own, being your own boss, and starting your journey as a confident and successful consultant or fractional executive. Join us and gain encouragement for the path ahead.

A Note From The Instructor...

At Propel Day, we're not just a company – we're a thriving community dedicated to the growth and success of business leaders, entrepreneurial consultants, 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.

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 a decade 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.

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.