Gary Gilberg

I help successful professionals create the unique balance of creativity, purpose and play that makes the last third of your life so rich and meaningful. Whether it's becoming a regional director for the Red Cross, a world class artist, the business manager for your church or just being a great grandparent, my clients have done all of the above after they retired.  

If you are a small business owner who's getting burned out, you've probably already hired a retirement  financial planner, but finances are only one piece of the retirement puzzle.  I can help you develop your exit strategy to make a successful transition into retirement.

I'm certified by both the International Coaching Federation and the Retirement Coaches Association. 

What do you want to do with the rest of your life?

What Clients Say:

In the last 6 months Gary has helped me through a dozen tough business decisions. We unravel the complex issues involved so I can make logical decisions and not get derailed by my emotions. He understands what it takes to run a business  in your sixties and still enjoy your life.  

Pete H. 

"Gary is a sensitive and knowledgeable coach. He listened and provided thoughtful information that encouraged creative thought. I would definitely recommend Gary to friends and family close to retirement."

Corey L. 


Gary is an excellent coach and listener. I can feel the passion he has for guiding me to hash out all the challenges that might come up from now until retirement and beyond. I feel so much better about my retirement plans.

Janese P.

Gary’s coaching ensured that I would have structure, discipline and thoroughness as I tried to figure out what career path to follow as I plan for retirement. I am grateful for the insight Gary offered.

Brian H.

Gary is refreshingly authentic. He listens with intention and guides with compassion, support and enthusiasm.  I look forward to my time with Gary.

Shelyl S.

Intuitive. Responsive. Caring. Gary helped me clarify my thoughts and lead me into action. I would highly recommend Gary as a coach.

Marilyn M.

Retirement Coaching

Retirement can be a time of great vitality, creativity and much deserved relaxation, but it also has many challenges. Retirement is the tenth most stressful event in life. My goal is to give you the insight, tools and techniques to achieve a balanced, fun and fulfilling retirement that fits you like a glove.

Email me at [email protected] if you are ready to move onto the next phase of your life.

"The single biggest regret people express before they die is not having the courage to live a life true to themselves." Bonnie Ware

Find your WHY

What's your WHY? Everyone has their own answer. Your WHY is a place where your imagination runs wild. It's where you can get lost for hours without noticing that the sun has set and your lunch sits uneaten. It’s the reason you were put on this earth. How do I know? Because I found my WHY at age 64 as a coach. 

  “God put me on earth to accomplish certain things. Right now, I’m so far behind, I’ll never die.” Calvin (Bill Watterson)

"There is no passion to be found in settling for a life that is less than the one you are capable of living."

Nelson Mandela

Schedule A Session

 I offer a free introductory coaching session to answer your questions and discuss your goals. Meet me by phone or via Zoom video conference, whichever you prefer.
Contact me at [email protected] to set up a free introductory session. Please allow me 24 hours to get back to you.