Episode 50: Real Love: Lessons from 104 Dates (w/ Heidi Friedman) episode artwork

EPISODE · Nov 24, 2025 · 44 MIN

Episode 50: Real Love: Lessons from 104 Dates (w/ Heidi Friedman)

from Your nEXt Chapter with Dr. Nicole | Healing From Divorce and Traumatic Transitions · host Dr. Nicole Rochester

Send us Fan MailFinding real love starts with learning how to love yourself first. Healing, rebuilding confidence, and opening your heart after heartbreak can feel daunting, but it’s also where the most beautiful stories begin.In this episode, I’m speaking with Heidi B. Friedman, attorney and  author of Love Lessons: 104 Dates and the Stories That Led Me to True Love, about what she discovered through the often messy, funny, and revealing process of dating after divorce.Heidi shares how saying yes to new experiences, breaking old rules, and stepping beyond her comfort zone led her to unexpected connections, and ultimately, to her husband. If you’ve ever wondered how to start again or feared it’s too late for love, this conversation is your gentle nudge to keep your heart open, trust the process, and be brave enough to let love find you.Song of the week: Real Love by Mary J. BligeTopics Covered:00:00:00 – Episode snippet00:01:56 – Introducing our guest, Heidi Friedman00:03:25 – Choosing independence and self-worth00:07:05 – Letting go of the “Fixer” Mindset00:12:19 – Dating as a journey of self-discovery00:15:12 – Researching lasting love through interviews with couples00:17:10 – Writing Love Lessons to guide her children00:21:09 – Taking turns supporting each other in love00:23:21 – Open heart and open mind00:27:55 – Let luck play a role in love00:30:06 – Break rigid dating rules00:36:19 – Biggest lesson: Don’t settle00:41:10 – Be brave00:42:40 – Where to find Heidi and her book Key Takeaways:"What therapy did for me was create an awareness about my inability to see that I was worthy of an equal partner who I could rely on and who can support me."About Our Guest:Heidi B. Friedman is an accomplished attorney, author, and partner at a leading law firm specializing in environmental law and ESG-based counseling. After 104 dates and nearly a decade of single life, she found love again and penned her debut book, Love Lessons, sharing wisdom from her journey of rediscovery. Connect with Heidi B. Friedman:Web: https://heidifriedman.com/IG: https://www.instagram.com/lovelessons104Spotify: https://open.spotify.com/playlist/3ViNW35LJ75ilXd360YqclAbout Your HostDr. Nicole is a pediatrician, the owner of a successful healthcare consulting company, a riveting keynote and TEDx speaker, and the mom of two beautiful young adult daughters. From the outside, she appeared to have it all. But in 2023 she faced the most difficult challenge of her life- ending a 28-year marriage and navigating heartbreak, deception, and loss. Dr. Nicole is committed to creating a safe space where other women who have experienced a “divine disruption” can heal, recover, and THRIVE!Connect with Dr. Nicole:Web: https://yournextchapter.co/IG: https://www.instagram.com/yournextchapter_coFB:https://www.facebook.com/yournextchapter.coJoin our Email Community Join our community to receive our newsletters and to be the first to hear about exciting announcements and opportunities to connect.The doors for the R&R Collective will reopen in 2026. Join the waitlist today!   Support the show

Send us Fan Mail Finding real love starts with learning how to love yourself first. Healing, rebuilding confidence, and opening your heart after heartbreak can feel daunting, but it’s also where the most beautiful stories begin. In this episode, I’m speaking with Heidi B. Friedman, attorney and author of Love Lessons: 104 Dates and the Stories That Led Me to True Love, about what she discovered through the often messy, funny, and revealing process of dating after divorce. Heidi shares h...

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Episode 50: Real Love: Lessons from 104 Dates (w/ Heidi Friedman)

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This episode was published on November 24, 2025.

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Send us Fan MailFinding real love starts with learning how to love yourself first. Healing, rebuilding confidence, and opening your heart after heartbreak can feel daunting, but it’s also where the most beautiful stories begin.In this episode, I’m...

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