Dating to Win

11 Episodes
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By: Matt Russo

Dating to Win is the podcast for modern men who are ready to rise above the noise, stop playing games, and win in today’s dating world.Hosted by Matt Russo, this weekly show delivers bold, no-fluff dating advice for men who want real confidence, real connection, and real results.Whether you’re coming out of a breakup, frustrated with dating apps, or just ready to raise your standards — this podcast gives you the tools to succeed.Each episode breaks down modern masculinity, how to attract women without pretending to be someone you’re not, and how to build confidence that act...

Flirting in 2025: Do This, Not That
#11
Last Thursday at 7:30 PM

Most guys are still flirting like it’s 2013. That’s why they’re getting ignored.

In this episode of Dating to Win, we break down the dos and don’ts of flirting in 2025 — what actually works, what gets you ghosted, and how to flirt without looking like you’re trying too hard.

🎯 Modern flirting is a skill. Master it — or keep wondering why she’s not texting back.

📺 Watch the full episode and level up your dating game: 👉 YouTube: https://youtube.com/@DatingtoWin25 🎧 Podcast Feed: https://media.rss.com/dating-to-win-ep-1-why-confidence-and-attraction-matter-more-than-ever-in-2025/feed.xml

Follow for more: 📸 Inst...


Top 10 First Date Mistakes (And How to Plan the Perfect First Date)
#10
Last Tuesday at 11:01 PM

In this episode of Dating to Win, we break down the Top 10 first date mistakes that instantly turn women off — from bad texting habits to showing up without a plan. Then we guide you step-by-step through how to actually plan the perfect first date that leaves a lasting impression.

🎁 FREE DOWNLOAD → Grab our "Top 10 Things NOT to Do on a First Date" checklist to make sure you avoid these common mistakes: 👉 https://datingtowin.kit.com/82d10c297e

Whether you’re getting back into dating or trying to stand out in today’s world, this episode gives...


Are You a Serial or Serious Dater?
#7
06/12/2025

📝 Episode Description: In this episode of Dating to Win, we’re asking a real question that every man needs to face: Are you a serial dater… or a serious dater? We break down the signs, the red flags, and the mindset shifts that separate short-term dating loops from long-term relationship potential. If you're tired of going in circles, this episode will show you how to date with intention — and win.

🔗 Links: 🎧 Full Podcast Feed: RSS Feed 📺 YouTube Channel: youtube.com/@DatingtoWin25 📸 Instagram: instagram.com/date2win 📘 Facebook: facebook.com/profile.php?id=61577040145076


Are You Emotionally Available?
#9
06/12/2025

In Episode 9 of Dating to Win, we get real about emotional availability. Every man has a past — but what separates you is how you deal with it. Are you letting old wounds sabotage your future relationships? In this episode, we explore how anger, bitterness, and unforgiveness keep you stuck. We also share the truth about healing, why forgiveness is a power move, and how becoming emotionally available is the real secret to attracting the right woman. ⁠ Let go of the baggage. Step into your power. And remember: You can’t win at dating if you’re losing the battle with you...


Episode 6: What Defines a Man?
#6
06/10/2025

📝 Episode Description:

What truly makes a man a man?

In this powerful episode of Dating to Win, we dive into how masculinity is defined in 2025 — both by society and by women. It’s not about money, muscles, or how many women you’ve dated. It's about purpose, consistency, emotional control, and how you carry yourself in a world that's constantly changing.

We talk about:

The difference between being a grown male vs. being a grown manHow women judge masculinity — and what they really look forThe 4 traits of a grounded, magnetic manWhy purp...


How to Beat the Apps and Find Real Love in 2025
#5
06/05/2025

In this episode of Dating to Win, we explore the biggest obstacle in modern love: technology. Dating apps may offer convenience, but they’ve made real connection harder than ever.

Matt breaks down how to beat the swipe culture, meet people in real life, and stay authentic in a world of filters, ghosting, and game-playing. If you're tired of wasting time on shallow matches, this episode is your wake-up call.

👊 It's time to stop scrolling and start connecting. 🎯 Dating to Win helps you play the game smarter.


The Essence of a Woman: Why You Must Respect Her Worth Ep4
#4
05/27/2025

In this powerful episode of Dating to Win, we explore something many men overlook: the true essence of a woman. Women are not puzzles to solve—they're spiritual, emotional, and deeply intuitive beings. We’ll break down what it means to truly respect, appreciate, and cherish a woman’s worth—and why doing so changes how women view YOU.

Whether you're struggling to connect or just tired of surface-level dating, this episode will shift your mindset.

🔔 Subscribe now and follow @DatingtoWin25-m3p on YouTube for weekly drops. 💬 Got thoughts on this topic? Join the Reddit communi...


Confidence & Emotional Stability | Dating to Win Ep. 2
#2
05/22/2025

If there’s one thing women consistently want in a man — it’s confidence. But not the loud, flashy kind.

In Episode 2 of Dating to Win, we break down the power of true confidence and emotional stability — and why those two traits make you instantly more attractive in 2025.

🔥 Inside this episode:

How to build real confidence from withinWhy emotional control is the new flexHow women pick up on your energy before your words

🎧 Tune in weekly for dating advice, confidence coaching, and modern masculinity strategies that actually work.

▶️ Full video episodes on YouTube: youtub...


Are You a Serial Dater or a Serious Dater?
05/22/2025

Welcome to the Dating to Win podcast — where we separate game from growth. In this teaser, we ask one of the biggest questions in dating today: Are you a serial dater or someone truly ready for something real? If you’re tired of surface-level connections and ready to lead with purpose, this is your wake-up call.

Subscribe now and watch the full Short on YouTube:

www.youtube.com/DatingtoWin25

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How to Handle Rejection and Still Win in Dating Ep. 3
#3
05/20/2025

In this episode of Dating to Win, we go deep on how to bounce back from dating rejection and why it might just be the best thing to ever happen to your love life.

🚨 Key Topics We Cover: • What most men get wrong about rejection • How to turn rejection into confidence • Real strategies to overcome fear and initiate conversations

If you’ve ever been ghosted, ignored, or shot down — this episode is for you.

👉 Subscribe to Dating to Win for weekly insights that help you become the most datable version of yourself. 🎙️ Hosted by Matt Russo

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Dating to Win Ep. 1 – Why Confidence and Attraction Matter More Than Ever in 2025
#1
05/10/2025

In this first episode of Dating to Win, we break down the two most attractive traits women look for in a man — according to a recent Brides.com survey.

We dive into why confidence is always #1, and how modern men can build it step by step. Then we explore how to make yourself more attractive in a world that’s become obsessed with surface-level validation.

If you’re serious about upgrading your dating life in 2025 — this is where it starts.

Subscribe now and level up every week.

#DatingAdvice #ConfidenceForMen #ModernMasculinity #DatingToWin #MenLevel...