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July 29, 2025 • 32 mins

🎙️ Too Young to Be Old: Finding Love After 50. The Real Truth About Dating, Trust, and Second Chances

Think dating is only for the young or those without a cane? Think again. In this candid and empowering episode, Diane Gilman sits down with legendary matchmaker Sandy Sternbach to uncover the surprising realities of dating at any age. From online vetting secrets and overcoming distrust after divorce, to why men are actually seeking older women more than ever, this episode shatters myths and offers a roadmap to meaningful connections—no matter your age, health, or hair color.

In This Episode:

  1. Why Age is Just a Number. Real stories of women in their 70s and 80s finding vibrant new love, and what truly attracts people (hint: it’s not your dress size)
  2. Trust, Scams, and Online Dating. How to spot red flags, vet your dates, and use everything from Google to LinkedIn and even AI facial recognition to protect yourself
  3. Are Politics the New Dealbreaker? Why political beliefs now top religion as the number one dating nonnegotiable, and how the world of dating has changed
  4. Healing Before Loving Again. Why you must work through past heartbreak and bitterness before jumping back into the dating pool, and who should work with a matchmaker, coach, or therapist
  5. Competing with “Babes” in the Hamptons. The reality of beauty standards, self-esteem challenges, and how inner belief trumps external competition at any age
  6. Why Men Want Older Women. The surprising shift—more men are seeking partners their own age or older for real, lasting relationships
  7. Key Strategies for Dating Post-50. Sandy’s blueprint for reentering the dating world, from leveraging your friend network and local interest groups to building rock-solid confidence
  8. Find Your Tribe, Grow Your Heart. Why the best path to love often starts with following YOUR passions—think cooking groups, book clubs, nature hikes, volunteering, and more

Special Offers & Resources Mentioned:

✨ Megelin Red Light Face Mask: https://megelin.com/products/megelin-led-light-therapy-face-mask  

Use the code 'Diane10' for 10% off your order

Connect with Sandy Sternbach:

Sandy Sternbach is an acclaimed concierge matchmaker specializing in meaningful connections for singles over 50. She shares her expert strategies for finding love later in life—without compromising your independence or authenticity.

Website: sandysternbach.com

Connect with Diane Gilman:

  1. YouTube: @thedianegilman
  2. Facebook: TheDianeGilman
  3. Instagram: @thedianegilman
  4. TikTok: @thedianegilman
  5. Website & Mailing List: TheDianeGilman.com

If you enjoyed this episode, please leave a review, subscribe, and share it with friends! Remember: age is just a number. Together, we’ll prove that we’re all Too Young to Be Old.

#DatingAfter50 #TooYoungToBeOld #SecondChances #SelfWorth #FindingLove #DianeGilman #SandySternbach #Matchmaker #OnlineDating #AgingConfidently #WomenSupportingWomen




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