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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: ...

Send us a text

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: ...

Send us a text

Hi, I'm Debbie Weiss and in this episode of the Maybe I Can podcast, we delve into the empowering realization that no one is coming to save you. While it might sound harsh, it's incredibly liberating. I share my personal journey and examples of when I expected someone or something to change my life.

Whether it's waiting for the right partner, a dream job, more money, or even a miracle, these external dependencies keep us stuck. Instead, I encourage taking small actions to move towards your goals.

From updating your LinkedIn profile to buying clothes that make you feel good now, I offer actionable steps to take control of your life. Remember, you've always had the power; you just need to recognize it. Join me as I challenge you to take one small step today towards becoming your own rescue 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: ...

Send us a text

In this episode of the Maybe I Can Podcast, I’m talking about something that doesn’t come easy to many of us—giving ourselves permission to rest. After a recent vacation in Punta Cana, I noticed a big shift in myself: I was finally able to unplug and truly relax. Meanwhile, my cousins stayed constantly busy, and it really made me reflect on how deeply rooted hustle culture is in our lives.

As women, especially those juggling so many roles, rest can feel like a luxury we haven’t earned. But I’ve learned that rest isn’t just a break—it’s essential. In this episode, I’m sharing some personal stories, along with practical tips on how to bring more rest into your day-to-day life, without guilt. I’ll walk you through simple, actionable ways to recharge your body, mind, and soul. Plus, I’ve created a reflection worksheet to help you take what you’ve heard and apply it to your own life.

FREEBIE: Permission to Rest Worksheet
https://drive.google.com/file/d/1-EXcAR0Hoy2fgZVN-WwhvCQ8A1bAOnnO/view?usp=sharing

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 episode, I’m sharing five powerful lessons I’ve learned since becoming a widow. While my journey is uniquely mine, I believe these lessons are universally relatable for anyone navigating through loss or major life transitions—whether it’s from divorce, becoming an empty nester, retiring, or experiencing another shift in life.

I’ll take you through the lessons I’ve gained about enjoying my own company, discovering my hidden strengths, and learning to say no when it’s best for me. These lessons have helped me find strength and meaning in the midst of grief, and I believe they can help you too, no matter where you are in your own journey.

I hope this episode inspires you to see that life after loss doesn’t mean forgetting who you were—it’s about discovering who you’re becoming.

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

Welcome back to the Maybe I Can Podcast! In this episode, I'm diving deep into self-deception and the lies we often tell ourselves. Sharing my personal journey of overcoming self-lies, I encourage you to call out your own excuses that keep you stuck. From thinking it's too late to start something new to believing you're not good enough, I've been there too. Together, we'll explore temporary barriers versus habitual excuses, and I'll guide you to rewrite your story for a better life. Tune in and see how honesty and personal power can transform your next chapter!

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

FREE LIFE CHANGING 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

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 episode of the Maybe I Can® Podcast, I delve into the common practice of catastrophizing, drawing from personal experiences to illustrate how it can hold us back. By flipping the script to focus on the best possible outcomes rather than the worst, we can transform our mindset and open ourselves up to new opportunities. I offer actionable steps, including a reflective exercise, to help listeners shift from fear to excitement and possibility. Join me in exploring ways to embrace uncertainty and believe in the potential for amazing outcomes.

Connect with Debbie:
Website: https://www.debbierweiss.com/
Instagram: https://instagram.com/debbie.r.weiss
TikTok: https://tiktok.com/@debbierweiss
Email: debbie@debbierweiss.com

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: ...