DiscoverTaboo to Truth: Life & Sex After 50Dating Apps, Red Flags, and Second Chances at Love | Ep. 115
Dating Apps, Red Flags, and Second Chances at Love | Ep. 115

Dating Apps, Red Flags, and Second Chances at Love | Ep. 115

Update: 2025-09-23
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Dating after divorce can feel intimidating, overwhelming, and even hopeless — but it doesn’t have to be. In this episode, I sit down with Andrea McGinty, America’s top midlife dating expert and author of Second Acts: Winning Strategies for Dating Over 50. From founding It’s Just Lunch Matchmaking to facilitating over 33,000 dates and 10,000 marriages, Andrea has seen it all. She shares no-nonsense strategies for navigating the modern dating world, choosing the right apps, spotting red flags, and building a game plan for your love life. Whether you’re newly single or simply curious about what’s possible, this episode proves it’s never too late for a second act in love.

Timestamps:

00:00 – Welcome & Show Intro

00:35 – Today’s Topic & Guest Setup “Is online dating after divorce a nightmare…?"

02:35 – Why Dating After Divorce Feels Harder

04:45 – The Ocean, Not a Pool: Why Apps Matter

08:05 – Right App for Your City & Stage of Life

09:30 – Biggest Mistake: Quitting After Two Weeks

11:40 – Build a Dating “Business Plan”

13:45 – Values, Communication & Chemistry (The 3 C’s)

16:00 – First Relationship Post-Divorce: Are You Ready?

18:20 – Red Flags on Profiles

20:40 – Stop Texting Forever: Set the Date

23:00 – The Sex-on-First-Date Question

24:50 – Matchmakers vs Apps (Costs & Reality)

28:50 – Paid vs Free App Features

31:30 – Hope, Resilience & Process

35:10 – Phone Call or Not? Expectations & Boundaries

38:00 – First-Date Formats

39:30 – Who Pays? Regional Norms & Chivalry

40:20 – Where to Find Andrea + Outro

Want a deeper look? Watch the full episode on YouTube for a more visual experience of today’s discussion. This episode is best enjoyed on video—don’t miss out!

Karen Bigman, a Sexual Health Alliance Certified Sex Educator, Life, and Menopause Coach, tackles the often-taboo subject of sexuality with a straightforward and candid approach. We explore the intricacies of sex during perimenopause, post-menopause, and andropause, offering insights and support for all those experiencing these transformative phases.


This podcast is not intended to give medical advice. Karen Bigman is not a medical professional. For any medical questions or issues, please visit your licensed medical provider.


Looking for some fresh perspective on sex in midlife? You can find me here:

Email: karen@taboototruth.com

Website: https://www.taboototruth.com/

Instagram: https://www.instagram.com/taboototruth

YouTube: https://www.youtube.com/@taboototruthpodcast



About the Guest:

As seen on Oprah, WSJ, People, and CNN, Andrea McGinty is a professional dating coach, author, and entrepreneur with more than 25 years of experience. Having set up over 33,000 successful dates, she is the founder of two dating companies--It's Just Lunch and 33k Dates--as well as several other ventures, including BabyDagny and Pilatesworks.

Connect with Andrea McGinty:

Website: https://www.33000dates.com

Instagram: https://www.instagram.com/33000dates

Book: https://www.33000dates.com/book


Karen Bigman, a Sexual Health Alliance Certified Sex Educator, Life, and Menopause Coach, tackles the often-taboo subject of sexuality with a straightforward and candid approach. We explore the intricacies of sex during perimenopause, post-menopause, and andropause, offering insights and support for all those experiencing these transformative phases.

This podcast is not intended to give medical advice. Karen Bigman is not a medical professional. For any medical questions or issues, please visit your licensed medical provider.

Looking for some fresh perspective on sex in midlife? You can find me here:

Email: karen@taboototruth.com

Website: https://www.taboototruth.com/

Instagram: https://www.instagram.com/taboototruth

YouTube: https://www.youtube.com/@taboototruthpodcast

Substack: https://karenbigman.substack.com

Take control of your pleasure with my Pleasure Playbook, filled with tips to help you connect with your body and enhance intimacy. Download it now at www.taboototruth.com/pleasureplaybook.

Take control of your pleasure with my Pleasure Playbook, filled with tips to help you connect with your body and enhance intimacy. Download it now at www.taboototruth.com/pleasureplaybook.

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Dating Apps, Red Flags, and Second Chances at Love | Ep. 115

Dating Apps, Red Flags, and Second Chances at Love | Ep. 115