Paul Nelson

Midlife Dating Podcast

Society EN ↓ 35 episodes

Dating in midlife isn’t easy. After his 21-year marriage ended, Paul Nelson found himself back in the dating world. Over the next decade, he went on over 180 first dates, had countless phone calls, and engaged in thousands of online conversations. What he discovered along the way wasn’t just how to date again, but how much personal growth it takes to become the kind of partner you truly want to attract. On the Midlife Dating Podcast, Paul is your guide to the nuances of dating learned on the street level. It’s the little things that add up. The mistakes you make aren’t setbacks—they’re growth...

Author

Paul Nelson

Category

Society

Podcast website

50datesat50.com

Latest episode

Apr 21, 2026

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Episodes

EP 34 - To Venus and Back, Part 3 of 3 – Last Orbits Around Venus: Dakota, Christine, and Moving On 21.04.2026

EP 34 - To Venus and Back, Part 3 of 3 – Last Orbits Around Venus: Dakota, Christine, and Moving On In the final part of our series with Turner Grant , we jump into his “last orbits” around Venus: the intense long-distance Paris connection with Dakota , the secretive New York encounters with Christine , and the slow realization that online dating had turned into a treadmill to nowhere . Turner sha...

EP 33 - To Venus and Back, Part 2 – From One-and-Done Coffee Dates to a One-Year Relationship 14.04.2026

In Part 2, we leave the “organic” dates behind and dive into Turner’s first years of online dating . That means profiles, one-and-done coffee meetups, and learning about the stereotypical Three-Date Rule . Turner and I talk through the patterns he began to see: the job-interview dates, the “Daddy interview,” the woman whose dogs were better than any man, and how all of that slowly pushed him to a...

EP 32 - To Venus and Back, Part 1 of 3 – From Grief to Rookie Year Dating 08.04.2026

In the first of three conversations with Turner Grant, author of To Venus and Back: One Man’s Quest to Rediscover Love , we start where midlife dating really begins for so many people: after loss, reflection, healing, and a new start in the search for love. Turner shares the story of losing his wife suddenly at 53, raising twin sons (including one with disabilities), and being pushed back into lif...

EP 31 - Momentum vs. Trust - A Woman’s Perspective vs A Man’s Street Lessons (Part 2 of 2) 30.03.2026

If Part 1 was the foundation, Part 2 is where Laurie Gerber and I roll up our sleeves and get practical about the real midlife dilemma: You want a real connection—and you don’t want dating to become a second full-time job. However, Paul’s experience is that dating apps reward momentum; however, real attraction often requires trust. Too fast can feel unsafe. Too slow can quickly get “out-paced” by...

EP 30 - Momentum vs. Trust - A Woman’s Perspective vs A Man’s Street Lessons (Part 1 of 2) 12.02.2026

In this episode, I’m joined again by dating coach Laurie Gerber ( Love at Any Age ) to unpack one of the biggest midlife dating challenges: how fast is too fast… and how slow is too slow?   Midlife dating mixed with dating apps can create a pacing problem: momentum matters, but trust matters too… and misreading either one can derail the whole thing. Laurie and I compare our two approaches—hers fro...

EP 29 - I Scored 104/100 on a Dating Quiz… and Still Needed Help 15.01.2026

Highlights for this episode: In this episode, I bring on dating coach Laurie Gerber to coach me in real time—so you can hear exactly how a pro would tune up your dating life, too.  Laurie and I talk about my 104/100 score on her “Are You Ready to Date Like You Mean It?” quiz, my 7 deal-makers, and why I’ve been attracting the wrong attachment styles for years. We discuss approaches to vetting on d...

EP 28 - Common Sense Dating Guidelies 1-5 for Gen X & Baby Boomers 05.01.2025

Highlights for this episode: Paul reviews the first five or over 30 Common Sense Dating Guidelines for the Gen X and Baby Boomer generations. The guidelines coalesce around the limited dating options these generations had in their youth compared to what is available today. Combining our life experiences with new dating tools, such as online dating, allows us to avoid the same embarrassing slip-ups...

EP 27 - Holiday Movie Picks for Single Gen X and Baby Boomers Part 2 of 2 23.12.2024

Highlights for this episode: Part 2 of Paul’s Holiday Dating-Themed Movie reviews for those Gen X and Baby Boomers who are solo this holiday season. Love at the Christmas Table A destined couple’s trip through time starts at age 4 in the 80s, and at age 4, they meet each year at an annual Christmas gathering. https://youtu.be/4jkprYTRaRU?si=mHIfyHZTgZ5_F2wt Lifetime Channel 2012 Spirited Entertain...

EP 26 - Holiday Movie Picks for Single Gen X and Baby Boomers Part 1 of 2 09.12.2024

Highlights for this episode: Paul reviews holiday dating-themed movies for those Gen X and Baby Boomers who are solo this holiday season. There are a total of four picks. Two picks in this Part 1 Episode and two more in Part 2. Paul points out the common theme in these movies that is missing in online dating and why we should apply them all year. The Holidate –  After Christmas, a pair of frustrat...

EP 25 - Quick Update 04.08.2024

Quick Update: After being on hiatus for a little over a year for a variety of reasons, we're back. There will be new content starting late August of 2024.

EP 24 - Dating Essentials Review 13.06.2023

Highlights for this Episode: The Glossary term is: Orbiting, where someone keeps popping up on your social media radar, waiting to make a move for a date. In the Retro/Etiquette Segment – We listen in on how the US Navy demonstrates to their officers the right and wrong way to handle a Dinner Invitation . From Blondes Prefer Gentlemen . 1965 US Navy Instructional Film. Paul reviews the book: Datin...

EP 23 - The 3-1-1 Rule Refresher 06.05.2023

Highlights for this episode: The Glossary term is: The Maybe Date In the Potpourri Segment, Paul offers listeners an excellent refresher on the highly effective 3-1-1 Rule. This straightforward and efficient three-step process not only helps you filter out the flakes and texting buddies but also saves you precious time, enabling you to swiftly move off the dating apps to a meet up date with someon...

EP 22 - Knowing Where You Stand 29.03.2023

Highlights for this episode: The Glossary term is: Serendipidating  In the Retro/Etiquette Segment: We listen in on how the US Navy recommends their officers conduct themselves with their dates in a small gathering. From How to Succeed with Brunettes . 1967 US Navy Instructional Film.  Paul reviews the book: Find a Husband After 35 Using What I Learned at Harvard Business School by Rachel Greenwal...

EP 21 - Dating Truths: Part 6 27.02.2023

Highlights for this episode: The Glossary term for this episode is: Ghostbusting. Paul reviews the movie Big Stone Gap, released in 2014. This movie looks into dating and romance in the late 1970s. It demonstrates the typical outcome of what can easily happen when men try to use logic to pursue romance. In the Retro Segment, How to Succeed with Brunettes. 1967 US Navy Instructional Film guides men...

EP 20 - Dating Truths: Part 5 17.01.2023

Highlights for this episode: The Glossary term for this episode is: Bromance Paul reviews the movie Swingers, released in 1996. This movie gives us a look into dating in the 1990s, how damaging holding on to your ex and being unable to put them behind you can be, and how dance lessons can come in very handy. In the Retro Segment, How to Succeed with Brunettes. 1967 US Navy Instructional Film. Rest...

EP 19 - Dating Truths: Part 4 18.12.2022

Midlife Dating Podcast EP 19 – Dating Truths Part 4 Highlights for this episode: Have you ever gone on a meetup date only to find out their colorful online charisma is nowhere to be found when you meet them in person? This is known as the Cyrano de Bergerac. It's the glossary term for this episode, and we'll take a closer look at this curious creature. I'll be reviewing the movie Be...

EP 18 - Dating Truths: Part 3 22.11.2022

Have you been guilty of Professing? It's the glossary term for this episode, and it describes behavior that many of us have embraced at some point in our dating lives, that Hollywood has glamorized but turns out to be creepy in reality. Following the glossary segment, Paul discusses some dating and relationship takeaways from the movie, All I Wish. Here we see that time can heal a rough start...

EP 17 - Dating Truths: Part 2 15.10.2022

Having problems getting past the first few dates, let alone the first meetup? Then, you could be guilty of "Projection." This glossary term describes how we may subconsciously project our past negative dating and relationship experiences onto our new dates. Following the glossary segment, Paul reviews Esther Perel's book "Mating in Captivity."   Social and emotional intell...

EP 16 - Dating Truths: Part 1 22.09.2022

Have you ever heard of the Flannel Nightgown? It's our glossary term for this episode, and it explains the transition that develops in all romantic relationships. I'll be reviewing the movie Sing Street , released in 2016. It will bring us back to the 80s when things were so much simpler. The film has a great message about taking risks in putting yourself out there and being willing to a...

Episode 15 - The Counteroffer 20.08.2022

Approximately Half of those you run across on the dating apps seek "Electronic Vanity Validation." This glossary describes those who use online dating apps and legacy websites who validate themselves simply by who they match up with. Paul reviews the book, The Proper Care & Feeding of Husbands by Dr. Laura Schlessinger. In it, we learn that good men are simple beings, hard to find bu...

Episode 14 - Tinder for Baby Boomers and Gen X 25.07.2022

Are you suffering from “Dating Profile Syndrome”? This glossary term describes what happens to users of online dating apps and legacy websites who are repeatedly subjected to the same mind-numbing profiles. Following the glossary segment, Paul discusses what "Nice Guy" behavior looks like in a movie review of Gloria Bell . Here, men and women have a first-hand look at why women shouldn’t...

Episode 13 - Increasing Your Conversational Prowess 18.06.2022

Ever wonder if you're being played when arranging a date? Our Dating and Relationship Glossary Term for this episode, "Call to Confirm," helps decipher the answer. Next, cheerful and funny dating stories are what the Midlife Dating Podcast is all about. Paul shares one of his personal stories in this episode. It was a mystery to solve when it was happening, but it also reveals how e...

Episode 12 - Dealing With Picture Only Dating Profiles 08.05.2022

Are you dating someone and seeing them 4 or 5 times a week or more? If so, you had better watch out for Fusion catching up to you, in this episode's Glossary Term. For today’s Chick Flick Movie Review, Paul takes a look at the way love finds people even in the worst of times with Last Chance Harvey . Finally, with your smartphone in hand, you go through your dating app, and you run across dat...

Episode 11 - Stay the Course, The Odds Are Better Than You Think 05.04.2022

Have you ever seen one person in a couple make drastic changes to accommodate the other, only for the relationship to fail? A lack of Differentiation, the Glossary Term for this episode, is why. Next, Paul shares a retro dating clip consisting of a sound bite collage from the 1951 Coronet Instructional Film Going Steady. Paul then reviews the book Spouse Hunting: Using the Rules of Real Estate to...

Episode 10 – The Six Categories of People on Dating Apps 22.03.2022

Paul begins with "Soft Ghosting," the Glossary Term for this episode, and how to spot It so you don't waste your valuable time with a Soft Ghoster. The feel-good movie Moneyball , a nonfiction sports drama, is the episode’s Chick Flick Movie Review. How did a sports drama make it into this Midlife Dating Podcast? Simple: Much of what Brad Pit's character embraces to build a rec...

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