Dating Over 50: Getting Your Mojo Back with Ray SchlossDating Over 50: Getting Your Mojo Back with Ray Schloss
Anonymous Andrew
Andrew and Ray Schloss talk about dating over 50, from online apps to organic connections, and how health, hormones and past illness affect confidence and energy. They also discuss recovery, wellness basics and why emotional growth matters so much in midlife relationships.
1:06:21•5 Oct 2026
Dating After 50, Hormones and Honest Conversations with Ray Schloss
Episode Overview
- Online dating in midlife can bring friendships and even long-term relationships, but misleading photos and mismatched expectations are common.
- Meeting people in person often gives a quicker, clearer sense of genuine compatibility than swiping on apps.
- For low energy and mood in midlife, lab work on hormones and blood markers is crucial before considering testosterone or peptides.
- Sleep, nutrition, hydration and movement form the base of any wellness plan; advanced supplements have limited value without these in place.
- Long-term relationships often crack when one partner keeps growing while the other stays rigid, especially after children leave home.
“Women are wonderful, amazing, complex creatures who seem to be designed to continue to evolve over time… whereas a lot of men can get pretty damn stuck.”
What makes a recovery story truly inspiring? This conversation between Andrew and guest Ray Schloss shows how health, ageing and dating all crash into each other once you hit your fifties. Ray, a former Microsoft executive turned wellness and coaching enthusiast, talks through his late start with online dating after moving to Seattle.
You’ll hear how Bumble and Hinge brought him meaningful connections, one long-term relationship and a few enduring friendships – along with some brutal first dates, misleading photos and what he calls “free meal” daters. His verdict? “Organic is by far the best” way to meet, even if it’s harder to pull off in midlife. The chat shifts gears into health, hormones and energy, especially for men who feel like they’ve lost their spark.
Ray describes dropping from “a nine on a scale of one to ten energy down to a three” after mould exposure and long Covid, and discovering his testosterone was at 215. With careful lab work, micro‑dosed testosterone therapy and peptides, he slowly rebuilt his energy and sense of drive. Andrew weaves in his own experience of alcoholism, pancreatic damage and changing his diet, including kefir and protein tweaks to support his recovery and blood sugar.
Together they stress the basics: sleep, nutrition, movement and honest lab work before anyone thinks about fancy supplements. Along the way, Ray reflects on midlife relationships: “Women are wonderful, amazing, complex creatures… whereas a lot of men can get pretty damn stuck.” The two talk candidly about marriage breakdowns after the kids leave home, shifting sexual norms, and why many over‑50s are wary of remarriage yet still quietly hope for deep connection.
If you’re over 50, sober or cutting back, and wondering how to feel like yourself again while dating in a swipe-happy culture, this chat might get you asking: what would it look like to bring your healthiest self into your next relationship?
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