Primary Love at Any Age topic

Red Flags

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More topics: Age Gaps, Breakups, Healthy Relationships

Divorce

September 3, 2026

3 Signs a Recently Divorced Man Is Ready to Date

Dating a divorced man means his former marriage, ex, and family dynamics may come with him. But those complications do not automatically mean he is unavailable. These three green flags show whether he has actually healed, knows what he wants, and can build a serious relationship…

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Red Flags

July 17, 2026

3 Signs He’s Not Over His Ex

If you’ve ever taken “I’m over her” at face value… and later wished you hadn’t, this one’s for you. In today’s Love at Any Age episode, I sit down with Stephan Labossiere, relationship expert, author, and coach of men, to talk through 3 behavioral signs that tell you whether a…

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Red Flags

July 9, 2026

6 Red Flags in Dating Over 50 You Keep Ignoring

Most of us don't miss the red flags. We see them. We just talk ourselves out of what we saw. I've been helping women in the dating pool for over 20 years, and I will tell you with total certainty: the problem is rarely that you're oblivious. The problem is that you're hopeful.…

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Dating Mindset

June 4, 2026

Why Is a Man Over 50 Still Single?

In my family, there is a famous story about my grandmother Sylvia, who came to the US from Poland in the 1930s. Sylvia was notoriously skeptical, untrusting, and frugal. She could spend hours in a store examining potential purchases and still leave with nothing. No decision came…

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Compatibility

May 7, 2026

8 Things High-Caliber Mature Men Actually Want

As a dating coach, I hear it constantly. "Men just want someone younger." "Older men just want sex." "The older guys on dating sites just want a caretaker." I get why women believe this. The dating world can feel brutal, especially after a long marriage or years on your own. But…

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Divorce

April 30, 2026

Dating After Divorce: What Really Works Over 50

If you've been staring at your divorce papers, wondering whether your window for love has closed, I have someone I want you to meet. I recently sat down with Lauren Handel Zander. She's the creator of the Handel Method, my former boss, my mentor, and the woman whose framework…

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Sex

April 23, 2026

Should I Have Sex on the 3rd date?

One of the biggest mistakes women make when they first get back into dating, especially after a divorce or a long dry spell, is having sex on the 1st date, the 2nd date, or following the famous "third date rule" on the long-awaited 3rd date. I’m not judging you. I understand it.

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First Dates

February 12, 2026

4 Types of Questions to ask on the First Date

If you’re dating again after 50, the first thing to remember is this: chemistry is not the only thing that matters. You can have a good time, enjoy the small talk, even feel sparks on a first date, and still end up with a partner who is all wrong for the kind of life you…

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Dating Challenges

September 18, 2025

What to Expect When Dating a Man Over 50

If you’re a woman in later years looking for a mature man around your own age, there are some things you should expect. This list isn't meant to scare you—it’s to help you experience the dating scene with greater ease. First off, they might help you feel less crazy, because if…

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First Dates

August 28, 2025

Why Your First Date Should Be a Video Chat

If you met online, your first date should not be a glass of wine at a noisy bar. It should be a video call. Full stop. I know, I know. It’s not the fantasy. But we’re grown-ups now. With real-time energy levels, complicated schedules, and no time (or patience) for last-minute…

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Trust

August 15, 2025

How Honest Should You Be on a First Date?

Let’s brush our teeth before we kiss, he said on our first date, implying I had bad breath! I was mortified. But I brushed my teeth, and we had a great first kiss. That was decades ago, and now we’ve been married 27 years. When asked how I knew he was the right person, I harken…

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Divorce

June 26, 2025

Dating After Divorce: How to Do It the Right Way

Dating after divorce can feel like stepping into a strange new world—especially if you’ve been out of the dating game for a long time. You might feel like the dating pool has changed, the rules are unclear, and your comfort zone is nowhere to be found. But here's good news: not…

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First Dates

April 3, 2025

Worst Date Ideas

Bad dates are the worst. We've all been on crappy dates and been wondering the whole time, when will this be over? I want to save you from ever going on a bad date again with some top tips for the first three, which are the most important!

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First Dates

March 27, 2025

First Date Signs He Likes You

So many of my clients come to me upset and frustrated, because for sure they thought a gentleman was "into them"--only to find out he wasn't serious at all. How soon can you tell if a man likes you, if you can tell at all? Here I will inform you about some key early dating signs…

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Online Dating

March 13, 2025

Is Dating in Digital Times Even Worth It?

Are you so resigned about dating that you’re asking yourself if it’s even worth it? I get it. A lot of women who come to me are exhausted by past relationships, overwhelmed by careers, families, and the true time suck of swiping left and right on online dating sites.

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Red Flags

January 18, 2025

Top 12 Safety Tips for Dating (Including Online)

If you feel unsafe dating, that’s fair. The online dating world is filled with wonderful potential partners, but it also has its fair share of red flags. Scammers, fraudsters, and people with bad intentions do exist, but that doesn’t mean you should live in fear. Healthy…

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Divorce

April 17, 2024

Navigating Dating After Divorce

Relationship coach Laurie Gerber joins family-law attorney and A Year and a Day host Jaime Davis for a candid guide to dating after divorce: when you are ready, how to change old patterns, rebuild confidence, vet new partners, and protect children from a relationship moving too…

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Family

June 19, 2022

Father’s Day Re-Imagined

I am writing to people with fathers or without fathers. Imagine the father you wish you’d had. What’s he like? What traits does he have? How does he talk to you, think about you, behold you?…

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