Dating Over 50: Getting Your Mojo Back with Ray Schloss

What happens when dating over 50 collides with health, confidence, energy, and a completely different outlook on relationships?

In Season 5, Episode 16 of Digital Dating Over 50, Andrew sits down with Ray Schloss, a former Microsoft executive who spent 17 years with the company before turning his attention toward wellness, meditation, music production, and coaching.

Ray opens up about his experiences with online dating—from meaningful relationships and lasting friendships to bad dates, misleading profiles, and the frustration that eventually pushed him away from dating apps. Andrew and Ray compare their own experiences and talk about why meeting someone organically can feel very different from trying to build a connection through a screen.

The conversation then takes a deeper turn as Ray shares the health struggles that caused his energy to plummet after years as an endurance athlete. After extensive testing, he discovered his testosterone had fallen dramatically. Ray talks about his personal experience with hormone therapy, peptides, sleep, nutrition, exercise, and the process of rebuilding his energy and sense of well-being.

But what does all of that have to do with dating? Quite a lot.

Andrew and Ray discuss how feeling healthy, energetic, confident, and comfortable with yourself can change what you bring into a relationship. They also explore why relationships after 50 aren't necessarily about following the traditional path of marriage, kids, and building a life from scratch. At this stage of life, many of us already have careers, homes, families, and established lives—and we're trying to figure out what companionship, intimacy, and love should look like now.

It's an open, funny, and candid conversation about dating apps, attraction, aging, wellness, confidence, relationships, and finding connection in the second half of life.

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Learn more about Ray Schloss and his coaching at Thriving247.com.

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Music: Freebeats.io

Haven and the next wave of online dating

Digital Dating Over 50 host Andrew talks with Rick Foote, founder of Haven, a city-by-city matchmaking network designed to replace swipe fatigue with a more intentional compatibility process. The conversation focuses on how Haven works, why it avoids the app model, and why its approach may be especially useful for daters over 50.In this episode, Rick explains the difference between matching by intent and matching by appearance, how Haven uses gates and weighted compatibility scoring, and why the service is built around local communities rather than endless nationwide browsing. Andrew also shares his own experience with dating-app fatigue, making the discussion especially relevant for listeners who are tired of the usual swipe culture.

HAEVN-Rik Forte Info:

https://haevn.co/

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Summary

In this episode, host Andrew welcomes Marty Velasquez, (BTW She is NOT over 50) a vibrant and fearless individual who shares her journey of resilience, creativity, and positivity. Marty discusses her unique upbringing, including her experiences living on the streets and overcoming adversity. She emphasizes the importance of living life to the fullest, embracing one's true self, and the power of forgiveness. Through her artistic expression, Marty aims to inspire others and give back to the community, particularly young artists. The conversation delves into themes of love, relationships, and the significance of kindness in a world filled with challenges. In this engaging conversation, Marty Velazquez shares her unique perspectives on horror movies, dating, and personal growth. She reflects on her past relationships, the challenges of dating in today's world, and her philosophy on love and connection. Marty emphasizes the importance of being true to oneself and the value of appreciating others. She also discusses her aspirations to give back to the community through her creative endeavors, including a children's book and plushies, highlighting her commitment to helping young artists.

YouTube Version Here : https://youtu.be/QjX86ZnLlhc

S5-Ep#14

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Digital Dating Over 5o Podcast

Cultimatum Podcast-The Culture of Cults

The Weekend Rant with Anonymous Andrew

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