She Built the Career. Felt Like a Failure Anyway. Now She's Just Getting Started — with Melissa Gellman Weiss cover art

She Built the Career. Felt Like a Failure Anyway. Now She's Just Getting Started — with Melissa Gellman Weiss

She Built the Career. Felt Like a Failure Anyway. Now She's Just Getting Started — with Melissa Gellman Weiss

Listen for free

View show details

About this listen

Send us Fan Mail

This week's guest is Melissa Gellman Weiss — Barry's CMO, founder of Re/Gen, and one of the most honest women we've had on the show.

And we mean honest.

Melissa grew up in New Jersey but went to private school in New York City — and still doesn't lead with the NJ part. Her husband took one look at her NYC friends and said he didn't want their kids growing up like that. So they moved to Larchmont. She built a massive career — and spent two weeks a month away from home doing it.

The guilt never left.

She'll tell you she felt like a failure because her mom was the CEO of the house — completely in charge, completely present — and she was splitting herself in half trying to be both. We talked about what it actually costs a woman to choose ambition. Not in theory. In real life.

We also got into:

- Why everything good in her life happened after she got sober — 16 years and counting.

- The pressure cooker of NYC private school culture and why she opted her kids out of it.

- Why women our age are uniquely positioned to own the next decade — and why we keep underselling ourselves.

- What she'd tell her younger self now that she's on the other side of all of it.

Melissa is the kind of woman who makes you feel less alone in your choices — whatever they are. This one hit close to home.

🎙️ Mic'd and Medicated — Two NYC women having the conversations everyone is thinking but nobody is saying out loud. Unfiltered. Unafraid. Unexpert.

🔔 New episodes every Thursday. Subscribe so you don't miss what's next.

📲 Follow us on Instagram: @micdandmedicated

We’re two New York City women talking candidly about the chaos of modern life, from relationships, parenting, working in and out of the home, to what it takes to stay semi-sane in a world that expects you to hold it all together and be #blessed.

We couldn’t find an honest and vulnerable conversation — so we started one! If you need a laugh, a cry, or just want to hear someone else admit their flaws and validate your crazy, you’re in the right place. Be ready to be… Unfiltered, Unafraid, and UnExpert.

Please follow, like, review, and share the podcast with your family and friends!

  • Follow us on Instagram https://www.instagram.com/micdandmedicated and YouTube https://www.youtube.com/@MicdMedicated/podcasts
  • Subscribe to our Substack: https://substack.com/@micdandmedicated
  • Check out our website: micdandmedicated.com

Surgeon General Warning Disclaimer: We are self-prescribed unexperts, so if you have any real questions or need real advice, please call your nearest doctor.

© 2025 Eva Heyman & Caroline Leventhal

No reviews yet