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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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

Marty Threads

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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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Summary

What happens when you've built a successful life, raised a family, and accomplished almost everything you set out to do—but there's still one important box you haven't checked?

In this episode of Digital Dating Over 50, Andrew sits down with David Gottfried, co-founder of the U.S. Green Building Council, for a candid conversation about love after 50, divorce, dating, and starting over.

At 66 and single after a 20-year marriage, David opens up about rebuilding his identity, navigating modern dating, maintaining his independence, and confronting the fear and vulnerability that come with letting someone into your life again.

They talk about dating apps, money and appreciation, loneliness, intimacy, online dating scams, and what it really takes to build a meaningful relationship later in life.

For David, there's still one box left unchecked: experiencing the kind of deep partnership he calls “the third” — you, me, and us.

Ep#13

David Gottfried

Founder: World Green Building Council

CoFounder: U.S. Green Building Council

Author: Regen360: An Operating System for a Regenerative Earth Preorder

Substack Site

www.regen360.net

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In this episode, Andrew hosts Sarah Sloan, a licensed marriage and family therapist, to discuss the intricacies of relationships, particularly in the context of modern dating and therapy. They explore various themes including Imago therapy, the challenges of empty nest syndrome, the dynamics of sexual fluidity, and the trends in infidelity among couples. The conversation emphasizes the importance of communication and understanding in maintaining healthy relationships, especially as individuals navigate significant life changes. In this conversation, Sara Sloan, a licensed marriage and family therapist, shares her journey through personal challenges, including divorce and finding love again. She discusses the complexities of relationships, especially for those over 50, touching on topics such as intimacy, attachment styles, and the impact of past traumas. Sara emphasizes the importance of communication and understanding in relationships, particularly in navigating issues like infidelity and the evolving nature of intimacy as we age. She also highlights innovative approaches to therapy that address both relationship dynamics and individual trauma.

S5-Ep#12

https://austinconciergetherapy.com/about-sara/

https://sloanintimacy.com/work-with-sara

https://www.linkedin.com/in/sara-sloan/

https://www.instagram.com/austinconciergetherapy/

https://www.facebook.com/AustinConciergeTherapy

https://www.psychologytoday.com/us/therapists/sara-sloan-austin-tx/722358

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In this episode of Digital Dating Over Fifty, Richard Decker, founder of Authenti, discusses his innovative dating platform that focuses on intentional introductions rather than traditional swiping. He shares insights on the flaws of existing dating apps, emphasizing the need for privacy, dignity, and genuine connections. Richard explains how Authenti aims to create a safe space for individuals seeking meaningful relationships, particularly for those over fifty. The conversation also touches on the evolving landscape of dating, the importance of understanding relationships beyond physicality, and the challenges faced by modern daters. In this conversation, Richard "Authenti" discusses the innovative dating app Authenti, focusing on its unique approach to user demographics, marketing strategies, and the onboarding process. He emphasizes the importance of authentic connections and how the app aims to facilitate long-term relationships rather than casual encounters. Richard also highlights the affordability and accessibility of Authenti, making it a viable option for users seeking meaningful connections.

S5-Ep#11

Richard Decker Creator of BeAuthenti-New Dating Platform

Website and to get the app click here

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Digital Dating Over 50 explores how singles over 40 can date with more clarity, less pressure, and more self-awareness. Andrew is joined by Paul Aaron Travis, a certified sexologist, sexuality educator, author, and founder of the School for Love, to talk about his “auth intimacy” framework and how it can help people build deeper relationships.They also dig into modern dating behavior, including texting pace, video calls, profile quality, loneliness, and how to tell the difference between healthy chemistry and familiar but unhealthy patterns.

Paul Aaron Travis’s books and work

Paul’s book is titled The Spark You’ve Been Missing: Unmask Disconnection and Deepen Relationships Using the Authintimacy Framework. He also mentions a second project connected to School for Lovers, focused on pleasure, sensuality, touch, and sexual intimacy.He is the founder of the School for Love and says his work centers on helping people build more authentic, connected relationships.

S5-Ep#10

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Summary

In this episode of Digital Dating Over 50, host Andrew speaks with Eric Resnick, a pioneer in online dating coaching. They discuss the intricacies of dating profiles, the importance of positive energy, and the challenges faced by singles over 50. Eric shares his personal journey of finding love online and offers insights into effective communication strategies, including the necessity of video chats. The conversation also delves into the evolution of dating apps, the impact of AI on dating, and the importance of self-reflection before entering new relationships. In this conversation, Eric Resnick and the host delve into the complexities of online dating, focusing on the prevalence of scams, safety tips for users, and the importance of choosing the right dating app. They discuss the unique challenges faced by older singles and the specific scams targeting them, as well as the realities of international dating. The conversation wraps up with practical advice on creating an effective dating profile, emphasizing the need for recent and accurate photos. In this conversation, Eric Resnick discusses the intricacies of creating effective dating profiles, emphasizing the importance of authenticity, the right presentation through photos, and the psychological aspects of online dating. He provides practical tips for profile writing, the use of prompts, and when to seek professional help. The discussion highlights the need for honesty and genuine representation in dating profiles to foster meaningful connections.

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S5-Ep#9

Eric Resnick

Online Dating Expert, Coach, Dating Profile Writer

http://www.Profilehelper.com

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