
Ep. 60: Matchmaker Mom- Mom Moments with Jill Dunn
From Bitter to Better by Tracie Pinnock
February 16, 2026 · 48 min · Season 1 · Episode 60
About this episode
In this episode, Tracie Pinnock interviews matchmaker Jill Dunn about the realities of dating for moms and offers insights on navigating the dating landscape.
FREE Date Better As A Mom Webinar registration https://www.coachtracie.life/services FREE Date Better As A Mom Webinar registration https://www.coachtracie.life/services In this Mom Moments episode of the Bitter to Better podcast, I sit down with professional matchmaker Jill Dunn to talk about highs, lows, and the realities of dating—especially for moms. Jill shares how she collaborates with 200+ matchmakers worldwide, the heart-centered people she serves from their 20s to their 80s, and why preferences versus deal-breakers matters more than ever in an app-driven world. We dig into mindset: finding control in your own choices, using dating apps as a directory (not a destiny), and keeping first dates to a simple vibe check. Jill offers compassionate guidance on boundaries, pacing, and remembering that the joy—and clarity—is in the journey. We also explore her personal path through divorce, intentional dating, parenting teens, and building a values-driven business, plus practical first-date rules and mom-life systems that keep a household running as a true team. ------------------------------------------------------- FREE Date Better As A Mom Webinar registration…
People in this episode
Host: Tracie Pinnock
Guest: Jill Dunn
Topics covered
- dating
- parenting
- matchmaking
- mindset
- boundaries
- relationships
Keywords
- dating apps
- mom life
- first date rules
- intentional dating
- divorce
- boundaries
- values-driven business
Mentioned in this episode
Organizations: Bitter to Better, Coach Tracie, Jillinit
More episodes of Bitter to Better
- Ep. 63: Beware of the Lazy Dater · March 9, 2026 · 8 min
- Ep. 62: Preparing to Date In The Spring As A Busy Mom · March 2, 2026 · 9 min
- Ep. 61: Signs That You're Making Progress in Dating · February 23, 2026 · 12 min
- Ep. 59: I Challenge You To Vet Him Out · February 9, 2026 · 12 min
- Ep. 58: I Challenge You To Casually Date · February 2, 2026 · 13 min
- Ep. 57: The Power of Scaffolding- Mom Moments with Danielle · January 26, 2026 · 1h 7m
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