Professional Coaching

For Business Owners & Leaders
Make An AppointmentAbout Me

My Coaching Services

My coaching services are centered around business owners and leaders that want to increase their business and leadership capacity. I am looking for those who are growing and want to take their business, life or career to the next level!



Business Growth





Exit Strategy

About John Jennings

Business and leadership Coach

John Jennings has a passion for helping entrepreneurs, business owners and executives unlock their full potential and experience the joy and personal fulfillment of leading exceptional organizations. He has a track record of driving positive change in both large and small organizations. He is seen as a “turn-around guy”, who credits his success to a strategic mindset and a positive attitude.

How Do I Know If I Need a  Coach?

What is Business or Executive Coaching?

Business Coaching puts a heavy emphasis on the overall operation of the organization and how effectively it’s working. Our focus is on growing your business. While Executive or Leadership Coaching provides a structured development approach to increase leadership capacity by improving performance, communication, and overall skills.

How Do I Know if Coaching Is Right for Me?

Do you want to grow your organization or leadership capacity? Do you feel like you are “spinning your wheels”? Are you open to an honest and open dialog with a neutral third party? If you answer “yes” to these, then it is likely a fit for you.

Do You Offer Ongoing Coaching Services?

Yes! Most of my clients work with me on a monthly retainer. No, long-term contract is required.  Many coaches require a six or 12 month payment up-front. I earn my fees with you every month. Most of my clients work with me for over 12 months.

Do You Only Work With Established Companies?

For the most part, yes. But I do offer some services to startups, and often can connect them with the resources they need.

What guarantees do you offer?

Here’s my promise to you. If you put in the work, I guarantee that it will pay dividends. We will agree upon what the expectations are, and re-evaluate as we go along. But, at any time, if you feel that it is not working, we can stop and I’ll refund the last month’s fee as a way of demonstrating my belief in what we do.

Get Your Scorecard

Are you interested in learning where you need to focus in order to improve your business? I can help you out there….

Get a complete executive leadership report on you or on one of the executives at your company… in just a few minutes.

Are you interested in if you can sell your company for top-dollar? I can help you out there….

Public Speaking and Podcasts

John is a gifted and award-winning speaker. He offers many speaking packages including keynotes, motivational messages, corporate presentations, breakout sessions and workshops.  Popular topics include Resilience, Mindset, Positive Intelligence, Emotional Intelligence and Sales Success.  He’s also available to be your guest on your podcast.

Love John and his coaching style! He has helped me discover issues, solve them and make my business and my team stronger. Well worth the investment!

Katie Hutchinson, CEO, KHIT Consulting

“John is a fantastic coach. It’s not a canned approach with him. Instead, he learns about you and your business and then speaks from there.”

Bill Reynolds

President, Element502

John is an intuitive and encouraging mentor, coach, and analyst. He takes the time to review the entire picture and speaks honestly about ways to improve or maintain and brings great ideas and resources to the table. He has been an exceptional partner to me!

Michele Aponte

Director, Operations, BluMine Health

Coming Soon!

My First Book, “Your Baby Is Ugly“, a story-telling chronicle of some of the most powerful lessons I’ve learned in my career. Learn about 10 truths that every business owner should know, and how to overcome them. It’s a fun read that will inspire you to lead your teams more effectively and make your business more successful.


Book Launches








Business News & Resources

Conflict, Communication and Culture [Workshop]

I had the opportunity to present on the topic of conflict, communication and culture at the Kentucky Primary Care Association (KPCA) conference this week.  Conflict seems to be everywhere today.  And we seem to have lost the ability to handle conflict and work...

Leading Multiple Generations [Workshop] [Podcast]

The most effective leaders learn how to embrace generational diversity. The most effective teams bring the strengths of each generation to the table.

Achieving Your Goals [Podcast]

Over my career I have developed a reputation as a turn-around leader. During the last five years, I have developed a successful coaching business, despite the setbacks during the COVID pandemic, that nearly wrecked my business. As such, I am now sought out to help...







14040 Spring Mill Rd; Louisville, KY 40245