Coaching Services

Business and Executive Leadership Coaching
Make An AppointmentAbout Me

What Exactly is Coaching? Do I really need it?

Coaching Basics

Coaching is a method of personal development that includes ideas of instruction, self-awareness, mindset (attitude), encouragement and practice. Much like the top athlete that works with a coach to sharpen his or her skills, a forward thinking leader will engage with a coach to develop their own capacity.

Do You Need Business Coaching

Do you have a team that struggles with alignment or achieving goals?

Is your business culture enabling or inhibiting your progress?

Do you have an amazing idea that you’d like to turn into a business?

Is your next level of leaders prepared to take charge?

Has your current business hit a plateau in sales?

Do you want to pivot your business to a new or additional audience?

 Can you take a vacation without worrying about the day-to-day?

My Approach to Coaching

Every coach has their own approach. Just like coaches on the sidelines of your favorite sport, you recognize that there are differences in recruiting, game preparation and play-by-play. 

I coach from a relational point of view. I get to know my clients and learn what makes them tick, and what stumbling blocks are in their way. In doing so, we develop effective strategies to remove those blocks and take their performance to the next level.

When you work with me you will participate in a number of ways. Before sessions I typically provide you with material to read or view. During the session we celebrate your successes while identifying your challenges. And between sessions I’m available for conversation, check-ins or even to help with a difficult situation.  I am an extention of your team.


I Love the Business of Business

Being an entrepreneur, business owner or executive leader should be a source of great joy and personal fulfillment. But unfortunately, many struggle as they deal with the daily challenges of running a business. On a daily basis it gives me great joy to coach & train business owners, executives, professionals, and teams to Be, Do, Have, Know & Earn more in their professional and business lives.

I actively serve my clients around the country, but in particular, those in Kentucky and Southern Indiana. I look forward to helping you and your team achieve optimum performance.  I offer a variety of coaching programs that can be tailored to your specific needs.

Business Coaching Programs

I coach businesses from start-ups through established $1Billion organizations. Programs are structured according to business ownership structure, budget and time to dedicate to coaching.  Coaching can be conducted 1-on-1 or with a group.

Specifically, we work to answer questions like:

  • Is your business heading in the right direction?
  • Would you like to generate more profit?
  • Do you have the right team in place?
  • Are you really in control of your team?
  • Do you have a viable exit strategy?


Unique Programs for Your Uniqueness

Entrepreneur Growth Program

Designed as a program for entrepreneurs working to initiate or grow their business past the initial stages.  This three-month program takes the best of our coaching and training material and packs it into eight dynamic, entertaining and challenging sessions.  This is a very affordable, viable alternative to those business owners who are not ready for ongoing business coaching.  Book an appointment to learn more.

Personal Performance Coaching

Some call it life coaching, but we see it a little different. We bring a balanced approach to looking at your life and career.  Specifically, in our 1-on-1 coaching, we strive to help you answer these questions.

  • Where is your career headed?
  • Would you like to make more money?
  • Do you enjoy a spectacular family life?
  • Are you operating at your full potential?

Your dreams and goals are important, but you must take action now to achieve them!  Imagine having a path laid out for you that walks you along the milestones towards success.  That’s what our performance coaching program will do for you.

Mastermind Groups

Group coaching with a purpose. We identify the key activities you need to be doing in your week, and help you stay accountable to those items. All of this is wrapped up in an effective use of your time.  60 minutes each week focused on learning new leadership skills, sharing current challenges and taking steps to make improvements.


John Jennings was truly a pleasure to work with. He is extremely knowledgeable and thoughtful. He really helped me find harmony in my position and understand the dynamics of my organization. Someone taught me a long time ago that you have 2 ears and 1 mouth. You should always listen more than you talk. John exercises this with his evaluations which allows you to learn more about yourself and how to work more effectively with others. 

John P

GM, Windows & Door Company

I highly recommend John Jennings’ coaching services. It can be hard at times with engagement with our employees, but having an outside source echoing our mission and adding new tools to our toolbox is worth every penny spent on Mr. Jennings services. He was professional, funny and made the team feel at ease, in addition to helping me with engagement with my staff.

Bill K

CEO, Hyndman Area Health Clinic

John Jennings has become a valuable member of our team.  He has helped me transform my company by keeping me focused on both the small goals while keeping an eye on the bigger picture. He’s earned my trust and has reignited my passion for being an independent small business.



Owner, Sunrise Services






14040 Spring Mill Rd; Louisville, KY 40245