Share Your Courage

Reimagine Retirement®

Design the Most Brilliant Chapter of your life

You’ve spent years planning how to fund retirement, but very little time defining what you want it to become.

Reimagine Retirement is a three- month guided program for accomplished, curious people who aren't finished becoming.

Together we explore what has meaning, what still matters, and what might be worth trying next.

HOW THE PROGRAM WORKS

We start with your stories, not your goals.

Most retirement planning begins with a blank page and a question you can’t answer yet: what do you want to do? This program starts somewhere you already have plenty of material.

Tell the stories that made your life meaningful

Around the table, we tell each other the stories that shaped us. Not the résumé version. The real one. Challenges taken on. Dreams postponed. Risks accepted. Turning points. The things that mattered most

Excavate what's underneath them

With the stories on the table, we look closely at three things they reveal: Skills you’ve gained and still want to use. Experiences you draw real value from. Values you actually hold

Bring them into alignment

Skills, experiences, and values rarely line up on their own; a career tends to reward some and quietly sideline others. Here we put all three side by side and look for where they point in the same direction.

Design tiny experiments

Then we test the direction, small. A conversation, a visit, a single volunteer shift, one class, one afternoon. Enough to learn something and nothing you can’t walk back from.

WHY TINY

Dip a toe in the water. Don’t dive in full throttle.

Try enough of them and patterns begin to emerge. You stop guessing about what you might enjoy- and start discovering what actually fits.

WHO IT'S FOR

Curious, accomplished, and ready for more.

You’ve had a career worth being proud of. You may have planned the money well. And you’ve started to notice the questions the money can’t answer: where the connection, meaning, community, and adventure will come from next.

WHAT PARTICIPANTS EXPLORE

  • Stories

    The experiences, decisions and turning points that shaped you!

  • Strengths

    The talents, wisdom, and capabilities you’ve accumulated.

  • Values

    What is important enough to shape the choices you make next?

  • Dreams Postponed

    Interests and possibilities that may deserve another look.

  • Contribution

    Where you experience might be used through a different lens.

  • Community & Connection

    The people and relationships you want around you.

What You’ll Walk Away With

“There is one thing worse than running out of money in retirement – it’s running out of meaning. Your financial plan matters. So does the life you’re financing.”

MEET YOUR GUIDE

Dale Power

Founder, Share Your Courage & Creator of Reimagine Retirement®

I know something about starting over. I became an entrepreneur at 30, and in the flash of a second had to reinvent myself due to a move and a son’s surgery. I encountered unexpected turns, losses, took risks, reinvented myself more than once, and reinvention, starting again. Reimagine Retirement  grew out of one question I kept encountering in my own life and in the lives of accomplished people around me: What do you do when you’re not done- but the old definition no longer fits?

Ending – What if retirement isn’t an ending at all? What if it’s the first time in decades you’ve had the freedom, experience, and perspective to deliberately design what comes next?

LET’S TALK ABOUT WHAT’S NEXT

A conversation. No pitch. No obligation. Just an opportunity to explore.