Are you dating over 50 and finding yourself attracted to the same types of people, experiencing the same arguments, or wondering why your relationships never seem to work out?

In Season 5, Episode 17 of Digital Dating Over 50, host Andrew Polizzo welcomes relationship coach and mentor Valerie Greene for an honest, thought-provoking conversation about emotional availability, relationship patterns, communication, and finding lasting love later in life.

With more than two decades of coaching experience, Valerie shares how our childhood experiences, attachment styles, and unresolved emotional wounds can influence the partners we choose and the relationships we create.

Andrew brings his own dating and marriage experiences into the discussion, challenging Valerie with real-life scenarios about arguments, emotional distance, and the difficulty of recognizing when someone simply isn't ready for a relationship.

Together, they explore:

• Why we sometimes repeat unhealthy dating patterns even after 50.
• How to recognize emotional availability before investing months or years in someone.
• Why healthy couples still argue and how they can repair disagreements.
• The difference between physical chemistry and genuine long-term compatibility.
• How to identify your emotional needs, core values, and relationship expectations.
• Why discussing sexual compatibility and exclusivity matters.
• How to determine whether someone has truly healed from a previous marriage or relationship.

Andrew and Valerie also tackle a question many older singles face: Do we really know what we want in a partner, or are we simply carrying our old relationship patterns into a new chapter of life?

Learn more about Valerie Greene: https://coachvaleriegreene.com

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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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