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In today’s powerful episode, I’m joined by the incredible Lena Wilson—a speaker, coach, and compassionate guide for women navigating life after loss, divorce, and major life transitions. Lena shares her deeply personal journey of rediscovering who she was after the end of her marriage, and how she learned to embrace her own voice, desires, and purpose in midlife.

We talk about the challenges so many women face when life doesn’t go as planned—especially when you’ve spent years caring for others, only to wake up one day wondering who you are. Lena’s story is raw, relatable, and filled with wisdom that will leave you feeling seen and inspired.

In this episode, we dive into:
✨ The identity crisis that can come after divorce or caregiving
✨ Learning to give yourself permission to dream again
✨ The small but mighty steps Lena took to rebuild her confidence
✨ Why saying “maybe I can” is the bravest first step toward change

Whether you’re newly single, adjusting to an empty nest, or simply feeling stuck in a season of uncertainty, this conversation will remind you that it’s never too late to rewrite your story. Lena's words are a gentle nudge toward hope and action.

🎙️ This is more than just a podcast—it’s a reminder that you’re not alone. And if you’ve been waiting for a sign to begin again… this is it.

✨ Connect with Lena Wilson:
Website: https://www.lenawilson.com/

Instagram:
https://www.instagram.com/coachlenawilson/

- Lena's Free Resources -

Career Transition Guide with an actionable Worksheet https://www.lenawilson.com/career-transition-guide

6 Tips To Help You Navigate Change https://www.lenawilson.com/6-tips

NEW! The Sprinkle Effect Book!
https://www.debbierweiss.com/thesprinkleeffect


***NEW FREE WORKBOOK**

Kickstart Your New Life with One Critical Step: A Practical Guide for Women Ready to Redefine Their Paths and Embrace New Beginnings.

DOWNLOAD HERE TODAY: https://www.debbierweiss.com/kickstart


MAYBE I CAN BEGIN TO CHANGE MY LIFE Enrollment is now OPEN

This transformative six-module journey of self-discovery and empowerment includes a printable worksheet and offers lifetime access to all materials. Designed for those facing major life crossroads or simply seeking greater fulfillment, this course is your path to a more purposeful life.

LEARN MORE HERE: https://www.debbierweiss.com/beginchange


Work with Debbie! See all the ways you can work with Debbie to help you live the life you know you're meant for: https://www.debbierweiss.com/workwithdebbie


On Second Thought... Maybe I Can Book on Amazon: https://bit.ly/maybeIcanbook


Morning Sprinkles of Goodness: Download your copy of this free guide to help you kickstart your day. Grab it here: ...

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Have you ever felt totally drained before your day even starts? I’ve been there—and it turns out, the biggest energy zapper isn’t always what we think. In this episode, I’m sharing how things like clutter, unfinished tasks, and all those mental “to-dos” can quietly weigh us down and keep us stuck in survival mode.

From unpacked boxes to nagging decisions, I open up about my own experience with these open loops—and how finally addressing them gave me the clarity and energy to move forward. I’ll walk you through simple shifts that can make a big impact, one small choice at a time.

In this episode, I talk about:

• How unmade decisions steal your focus
• Why clutter is more than just physical mess
• The moment I realized I was carrying more than I needed to
• Small actions that helped me feel lighter and more in control

If you’re feeling overwhelmed or stuck, I promise—you’re not alone. And there is a way out.

NEW! The Sprinkle Effect Book!
https://www.debbierweiss.com/thesprinkleeffect


***NEW FREE WORKBOOK**

Kickstart Your New Life with One Critical Step: A Practical Guide for Women Ready to Redefine Their Paths and Embrace New Beginnings.

DOWNLOAD HERE TODAY: https://www.debbierweiss.com/kickstart


MAYBE I CAN BEGIN TO CHANGE MY LIFE Enrollment is now OPEN

This transformative six-module journey of self-discovery and empowerment includes a printable worksheet and offers lifetime access to all materials. Designed for those facing major life crossroads or simply seeking greater fulfillment, this course is your path to a more purposeful life.

LEARN MORE HERE: https://www.debbierweiss.com/beginchange


Work with Debbie! See all the ways you can work with Debbie to help you live the life you know you're meant for: https://www.debbierweiss.com/workwithdebbie


On Second Thought... Maybe I Can Book on Amazon: https://bit.ly/maybeIcanbook


Morning Sprinkles of Goodness: Download your copy of this free guide to help you kickstart your day. Grab it here: ...

Send us a text

In this heartfelt episode, I reflect on three significant anniversaries in my life: the 30th anniversary of my insurance agency, the 2nd anniversary of my 'Maybe I Can' podcast, and what would have been my 31st wedding anniversary with Gary. I share the struggles and self-doubt I faced when starting my podcast and how I overcame them with persistence and coaching. I recount the tough early days of my insurance agency, highlighting the perseverance it took to succeed and the personal growth I experienced. Lastly, I reminisce about meeting Gary, our whirlwind romance, and the beautiful life we built together. Join me as I share these intimate milestones and the invaluable lessons I've learned along the way.

TIMESTAMPS:

00:00 Celebrating Milestones: Podcast and Wedding Anniversaries

01:08 Starting the Podcast: Overcoming Self-Doubt

04:22 Reflecting on Two Years of Podcasting

06:16 30 Years in Insurance: A Journey of Perseverance

08:37 The Early Struggles: Building the Insurance Agency

13:41 Personal Growth and Professional Success

17:12 Remembering Gary: A Love Story

NEW! The Sprinkle Effect Book!
https://www.debbierweiss.com/thesprinkleeffect


***NEW FREE WORKBOOK**

Kickstart Your New Life with One Critical Step: A Practical Guide for Women Ready to Redefine Their Paths and Embrace New Beginnings.

DOWNLOAD HERE TODAY: https://www.debbierweiss.com/kickstart


MAYBE I CAN BEGIN TO CHANGE MY LIFE Enrollment is now OPEN

This transformative six-module journey of self-discovery and empowerment includes a printable worksheet and offers lifetime access to all materials. Designed for those facing major life crossroads or simply seeking greater fulfillment, this course is your path to a more purposeful life.

LEARN MORE HERE: https://www.debbierweiss.com/beginchange


Work with Debbie! See all the ways you can work with Debbie to help you live the life you know you're meant for: https://www.debbierweiss.com/workwithdebbie


On Second Thought... Maybe I Can Book on Amazon: https://bit.ly/maybeIcanbook


Morning Sprinkles of Goodness: Download your copy of this free guide to help you kickstart your day. Grab it here: ...