What's Holding You Back From Earning More in Midlife? With Limor Bergman Gross (Ep. 34)

Mind Your Midlife: Confidence and Success, One Thought at a Time, with Cheryl Fischer

Ever thought about switching things up in midlife—but stopped yourself because you didn’t know where to start or you were afraid to make a mistake?

In this episode, Cheryl sits down with leadership coach Limor Bergman Gross for a practical and inspiring conversation about creating multiple streams of income, building something new alongside your current job, and breaking through the common fears that hold us back. If you’ve been feeling stuck, burned out, or ready for a fresh challenge, this conversation will help you reframe what’s possible—and how to get started.

🎧 Whether you’re curious about a second act, dreaming about more freedom, or just tired of doing the same thing, this episode is for you.

BY THE TIME YOU FINISH LISTENING, YOU’LL DISCOVER:

✔ Why starting something while working your current job is often the smartest move
✔ What’s really behind the hesitation and procrastination—and how to work through it
✔ How to identify what lights you up and turn it into a potential income stream
✔ Why being a beginner isn’t a weakness—it’s actually the key to reinvention

🎯 OMG Moment: There are so many opportunities—you just have to be open to seeing them.

Take Action
Start simple: Ask yourself, “What do I truly enjoy doing?” Then take one small step to bring more of that into your life—whether it’s volunteering, mentoring, or trying something creative on the side.

Connect with Limor on LinkedIn and connect with Cheryl on Instagram.

Why This Episode Matters
Midlife is often seen as a time of winding down, but what if it’s actually the perfect time to start something new? With experience, perspective, and (finally!) a little more time—this is your moment. You don’t have to blow everything up to try something new. You just have to begin.

💛 Join us in Midlife Pivot on Patreon this summer for free coaching tips and extra support on how to break through what’s holding you back: patreon.com/mindyourmidlife

🎧 Hit follow now so you don’t miss next week’s episode—it’s all about how to be more kind to yourself. (Yes, you really need to hear this.)

Find all podcast and coaching resources at cherylpfischer.com.

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Join us on Patreon for free at patreon.com/mindyourmidlife.

Chapters

1. Midlife Crossroads and New Possibilities (00:00:00)

2. The Value of Multiple Income Streams (00:05:12)

3. Starting Something Alongside Your Career (00:11:14)

4. Overcoming Fear of Being a Beginner (00:16:03)

5. Finding Joy in Your Side Business (00:22:12)

6. Creating Options and Next Steps (00:28:01)