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4.8/5 (6,100+ clients)

Dating In Your 40s | Hayley Quinn

You want to meet someone amazing — but in your 40s, dating feels different. Apps rarely lead to something real, and no one teaches you how to date with clarity later in life.

I coach smart, successful people over 40 who are ready to stop swiping and start meeting people face-to-face. Whether you’ve never found the right person or you're dating again after divorce, I’ll help you build the confidence, strategy, and mindset to meet someone in the real world.

Get hands-on training at my men’s dating bootcamp or women’s dating bootcamp, or learn online with my Men’s Masterclass or Women’s Masterclass.

For privacy reasons we have changed some of our customers' identifying information at their request.

WHY IT FEELS SO HARD

Dating in your 40s comes with its own challenges — but they’re solvable.

Apps. Ghosting. Feeling invisible. Starting again after years off the scene. By your 40s, you’ve probably built a full life — but dating hasn't gotten easier. In fact, it often feels like it’s working against you. Here’s what you might be feeling:

  • Your friends are coupled up, and social circles have shrunk
  • Dating apps feel like a black hole
  • You know what you don’t want — but not how to find what you do
  • You’re out of practice, or just tired of trying

You're not broken. You don’t need to lower your standards. You just need a better way of doing this. Ready to change things up? Let's build a real-life dating strategy that fits your 40s.

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Testimonials

What male clients are saying about Hayley Quinn

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The Best Push I’ve Ever Had

"I knew I needed to do something different, but I kept putting it off. Hayley’s Masterclass completely flipped the way I approached meeting women. Instead of waiting for the ‘right moment,’ I just went for it—and it actually worked. The 8 challenges forced me out of my usual routine, and by the end, I was meeting women in places I’d never even considered before. Wish I’d done this sooner."

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Jarod K.
Staten Island, NYC
WHY MEETING IN PERSON MATTERS

Dating apps favour the young. Real life rewards experience.

You’ve probably tried the apps. You’ve matched. You’ve messaged. And… nothing. The truth? Most dating platforms are designed for endless swiping — not meaningful connection. And as you get older, the results get worse: fewer matches, lower quality conversations, and more frustration.Here’s why meeting in real life works better:

  • Chemistry is real — and it happens in person
  • You aren’t filtered out by age with one click
  • You can read energy, tone, and timing far more naturally
  • You build confidence through real interactions
  • You stop performing — and start connecting

It’s not that dating stopped working. It’s that the world forgot how to meet. Ready to change that? Join one of my bootcamps to build a real-life dating strategy that fits your 40s.

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START FROM ANYWHERE

Can’t make it to London or NYC? You can still get results.

Not everyone can attend a live bootcamp. Whether you’re raising kids, travelling for work, or just don’t feel ready for a group setting — that’s okay. You can still learn everything you need to date confidently.

That’s why I created the online Masterclasses — concise, practical, and built for people who want something that works on their terms. Inside, you’ll learn:

  • How to meet people naturally in daily life
  • How to flirt and build attraction authentically
  • How to avoid self-sabotage and feel grounded on dates
  • How to stop overthinking and take action

Not sure where to begin? Need a confidence boost before dating again? Join my masterclass today and take your first step — from anywhere.

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Testimonials

What more clients are saying

Key Benefits

Why work with me if you’re dating in your 40s

Dating at this stage of life comes with new challenges — but also new strengths. With over 15 years of experience, I coach smart, successful people who want to meet someone in real life, without compromising who they are. If you're ready to reconnect with your confidence and move forward, you're in the right place.

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40+ Expertise

Dating in your 40s isn’t the same as dating at 25 — and your coaching shouldn’t be either. I specialise in helping men and women over 40 rebuild confidence, understand modern dating dynamics, and connect with people who actually fit their life stage.

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Real-World Coaching

If dating apps feel confusing, exhausting — or just not you — you’re not alone. My coaching is built around how to meet people in real life — through conversation, confidence, and clarity. Whether you’re newly single or just stuck, I’ll show you how to get back out there offline.

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Proven Results

Dating at this stage is about quality — not chaos. My clients don’t chase. They connect. With support and structure, you’ll attract better matches, communicate with confidence, and move toward the kind of relationship that actually lasts.

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Tailored Strategies

You don’t need one-size-fits-all dating advice. You need strategy that works for your lifestyle — whether you’re dating after divorce, balancing kids and work, or returning after a long break. Every tool I teach is age-appropriate, grounded, and results-driven.

Testimonials

What more 40+ clients are saying about Hayley Quinn

Dating in your 40s comes with different challenges — and different priorities. These stories come from clients who’ve rebuilt confidence, re-entered dating after long relationships, and found real connection later in life. It’s not about starting over. It’s about doing things differently — and better.

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From Montreal to London: An Amazing Adventure

"I travelled from Canada to London to join one of Hayley's programs. As a foreigner who loves British culture it was AMAZING visiting bars and clubs with Hayley and her crew. The skills taught are useful not only in romantic relationships but also for making friends and business networking. I would definitely do this again! So if you like traveling and are willing to approach new people, just do it!"

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Mackenzie P.
Montreal, Canada
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Finally Took The Plunge!

"A life-changing experience I'd put off for years, but finally took the plunge! Hayley and her team are incredibly welcoming and immediately put you at ease. I was initially skeptical, fearing another 'PUA' program, but boy, was I wrong! They're flexible, relaxed, and empower you to be yourself, offering unwavering support. If you're not where you want to be in your dating life, sign up with Hayley and her amazing coaches—you won't regret it!"

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Bertrand B.
Cardiff, Wales
5
Encouraged and Empowered

"I'm a guy and I struggle with shyness. I would like to find a loving partner, but there are many social situations where I'm uncomfortable, afraid to start conversation and simply inexperienced. Hayley and her team have shown me that women aren't as scary as I thought, have encouraged and empowered me to be honest and authentic, and taught me how to flirt in a respectful way. I can feel myself becoming unstuck in an area of my life that I've always struggled with. Thank you so much, Hayley!"

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Andrei R.
London, UK
5
Life-Changing For The Better :)

"Strongly recommended! I am happy to share that I did attend the Academy and it was life-changing, for the better:) Many thanks Hayley and team!"

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Karl S.
London, UK
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I Didn’t Think I Had It in Me

"I nearly bailed on the first night of Academy because I was convinced I wasn’t the ‘type’ to just walk up and talk to women. But Hayley made it so simple—suddenly, I wasn’t stuck in my head, I was just doing it. By the last night, I had actual dates lined up. Not gonna lie, I’m still in shock."

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Kyle H.
Queens, NYC

For privacy reasons we have changed some of our customers' identifying information at their request.

Frequently Asked Questions

Is 40 too old to start dating again?

No, 40 is not too old to start dating again. Many people find more meaningful relationships later in life because they have greater self-awareness and clarity about what they want. With the right mindset and approach, dating at 40 can be more rewarding than ever. If you’re ready to start fresh, programmes like the Real Academy or Going Renegade can help you build a confident, age-appropriate strategy.

How do I start dating again after a long relationship?

Start small: rebuild social confidence by reconnecting with friends, exploring new interests, or attending events. Avoid comparing today’s dating world to the past. If you're unsure where to begin, working with a coach can help you build a strategy tailored to your personality and life stage. If you want structured support, the Men’s and Women’s Masterclasses are designed to help you take that first step with clarity and confidence.

What’s the best way to meet someone in your 40s without dating apps?

The best way to meet someone offline is through shared activities, social events, hobbies, or professional networks. Focus on building real-world confidence, improving your conversational skills, and being open to organic opportunities in everyday life.

Is dating harder in your 40s?

Dating in your 40s can feel harder because of smaller social circles, busy lifestyles, and changes in dating culture. However, many people find that dating at this age is more intentional and fulfilling — especially when guided by the right support and strategy.

How can I date with confidence after divorce or a breakup?

Confidence after a breakup starts with self-compassion and clarity. Take time to process your past, reflect on what you want now, and ease into dating with practical tools — like coaching or structured programmes — that support your emotional readiness.

Can a dating coach help people over 40?

Yes. A dating coach can help people over 40 build confidence, improve communication, and meet new people in ways that feel natural and age-appropriate. Coaching is especially useful for those returning to dating after a long relationship or time away.

Should I date someone with kids / who’s been divorced?

These are common realities when dating in your 40s. What matters isn’t their history—it’s whether your values, lifestyles, and goals align today. The past matters, but it doesn’t have to be baggage. In fact, people who’ve lived a little often know more clearly what they want—and how to show up for it.

How do I get started?

Book a free 30-minute consultation and we’ll talk through where you're at, what kind of support you need, and how to move forward. Whether you're looking for in-person coaching or want to work with me online, I’ll help you find the path that fits your life—and your dating goals. Ready to transform your dating life? Book Your Consultation.

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