Second Chapter Careers – Details, episodes & analysis

At what point do you stop chasing a career that looks good on paper and start pursuing something that truly fulfills you?

Evan Rosenblum spent nearly two decades in corporate marketing, working with major brands like Pepsi, Johnson & Johnson, and Volkswagen—only to realize he wanted something entirely different.

In this episode, Evan shares his journey of self discovery and how he made his way to the world of real estate. He discusses the path he took towards choosing a new career, the challenges of learning and licensing to become a realtor, the lessons he learned about risk-taking, reinvention, and financial independence, and how he ultimately built a career that aligns with his values.

To learn more about real estate investing: https://www.biggerpockets.com/

To learn more about Evan's VA company - https://www.youneedava.biz/

After nearly two decades in the nonprofit sector, Miriam Gottlieb found herself at a crossroads—navigating a career change, a divorce, and the uncertainty of the COVID-19 pandemic, all at once. What started as a creative escape slowly transformed into a thriving business, as she discovered a passion for mosaics and turned it into a full-time endeavor.

In this episode of Second Chapter Careers, Miriam shares her journey of reinvention, the challenges of building a business from the ground up in a foreign language, and the lessons she’s learned about resilience, creativity, and embracing the unknown.

This episode is for anyone looking for proof that starting over is possible—and that leaning into your creativity can lead to something incredible.

No degree...no problem! In this episode of Second Chapter Careers, Miri Hess explains how (and why) she went from dental hygienist to a successful career in high-tech sales, without a college degree.

Miri gets candid about the retraining process, the challenges and rewards of a life in sales, and why she's happier than ever with her career, her salary, and her work-life balance.

Want to learn more about the class Miri took? Check it out here: https://www.salesclass.co/

After 20 years at Intel, Yechiel Greenblum made the brave decision to leave behind his high-paying tech career for the challenges (and less lucrative) world of high school education. In this first episode of Second Chapter Careers, Yechiel opens up about going back to school while work, balancing two jobs (and a family) at once, and why, despite the challenges, he's found joy in teaching. If you've ever wondered what it really takes to walk away from stability to chase something meaningful, this episode is a must-listen.

The Second Chapter Careers podcast is the place to learn from - and get inspired by - regular people who have made brave, bold career moves, to find happiness in their jobs and their lives.

Intro music by Micah Moskowitz

In this episode, Annette Mashi shares her unique career journey, starting from her early experiences in her father's hardware store to her education in computer science and architecture. She discusses how she noticed something was 'missing' in her life, went back to school, and found her passion in architecture and creative outlets.

Annette shares stories about her move to Israel, her decision to ask for help as needed, and howshe eventually landed in a 17 year career at Intel. She emphasizes the importance of resilience, networking, and self-promotion in building a successful career, and encourages listeners to embrace their passions, seek help, and not be afraid to take risks in their professional lives. She also shares valuable tips for networking (especially in person!) that you don't want to miss.

Connect with Annette here - https://www.linkedin.com/in/annettemashi/

Ready to find your own career passion? Let's talk - https://calendly.com/sarimholtz/claritycall

Sarah Gochberg left Wall Street to pursue passion projects and care for her family before building a career in a field that isn't just new for her - it's new for EVERYONE.

As an AI consultant, Sarah drew on her vast business experience and strategic mind to build a business in a new industry that is often viewed with skepticism and questions.

In this episode, Sarah talks about:

• how to balance family with an ambitious, demanding career

• why being an early adopter can really pay off
• how faith is an important driver both in business and in life

This is a story about living intentionally and choosing work that aligns with your values and passions, even when the path isn’t easy or obvious.

If you haven't found a job description that fits you like a glove (yet), Sarah shows us how you can create your own with confidence and success.

Learn more about the Melava Malka Challenge here:

Instagram:
@melavamalkachallenge
https://instagram.com/melavamalkachallenge?igshid=YmMyMTA2M2Y=
The MMC Guide to Melava Malka
https://drive.google.com/file/d/1euoZmNNhttb67jLGo9rIXxjScRtqKSiv/view?usp=drivesdkReady to find a career that makes you excited to wake up every day? Schedule a free career clarity call- https://calendly.com/sarimholtz/claritycall

Hilary Faverman didn’t plan on starting over at 50—but life had other ideas.

After starting her career in HR and then starting her own corporate marketing company, Hilary was a businesswoman through and through. Until AI crushed her business, October 7th hit, and she began to question every professional principle she'd built her career on.

Hilary lost her business to AI - but what she found was life changing: meaning, purpose, and the desire to make a real difference, not just pay the bills.

If you're looking for your next big thing, learn from Hilary about embracing change, finding meaning, and making things work in the hardest of times.

Want to get clarity about your own career path? Schedule a free clarity call - I'm here to help!

https://calendly.com/sarimholtz/claritycall

After a devastating accident ended his chiropractic career, Daniel Eisenberg spent five years rebuilding his life. Today, he works as an international money changer—an unlikely but deeply aligned second chapter. In this episode, Daniel talks about physical pain, emotional loss, rediscovering his purpose, and how his passion for helping others never left—he just found a new way to do it.

Are you looking for clarity, meaning, or just something more for your own career? Let's talk!

https://calendly.com/sarimholtz/claritycall

In this episode of Second Chapter Careers, I’m joined by Rebecca Sigala—a creative entrepreneur who pivoted her boudoir photography business into a successful coach helping women find new paths to body positivity and self love.

We talk about how she built a career that challenged conventional norms, faced criticism, and still came out thriving—and how she’s helped thousands of women feel confident and at home in their own bodies.

From forgoing a traditional path to building a mission-driven business, Rebecca’s story is fierce, honest, and unforgettable.