Dating to Win

Heartbreak hurts — but it doesn’t have to break you. In this episode of Dating to Win, we dive into what makes your first heartbreak feel so overwhelming, the mistakes most men make after a breakup, and how to truly heal.Whether you’re going through your very first breakup or still struggling to move on from a past relationship, this episode will show you how to survive heartbreak, rebuild your confidence, and find the hidden gift in pain.🎧 What you’ll learn in this episode:Why heartbreak feels so devastating the first timeCommon mistakes men make after breakups (and how to avoid them)How to use heartbreak as fuel for personal growthSteps to rebuild your confidence and start dating again💔 Heartbreak doesn’t have to be the end — it can be the beginning of something better.👉 Subscribe to Dating to Win for weekly dating advice for men navigating modern relationships in 2025. 📩 Contact: advicefordating00@gmail.com

Dating with confidence is the number one trait women notice in men. In this episode of Dating to Win, we explain why confidence is more attractive than looks, money, or status — and how you can build it today.You’ll learn:The difference between confidence and cockinessWhy women are instantly drawn to confident menHow to overcome nerves and rejectionPractical ways to project confidence in datingIf you’ve struggled with insecurity, rejection, or just feeling stuck in your dating life, this episode will help you flip the script. Confidence changes everything.📌 Subscribe on YouTube: YouTube.com/@datingtowin25 🎧 Listen weekly on RSS: RSS.com Dating to Win 📩 Email: advicefordating00@gmail.com

Why do younger women date older men in 2025? In this episode of the Dating to Win Podcast, we reveal the real reasons age still matters in modern dating. From maturity and life experience to confidence, stability, and emotional security, we break down what makes older men stand out—and how younger guys can learn from it.💡 Is it about money, mindset, or something deeper? The truth may surprise you.📌 Subscribe on YouTube: youtube.com/@datingtowin25 🎧 Listen to every episode: https://media.rss.com/dating-to-win ✉️ Contact: advicefordating00@gmail.com

Loneliness among men is reaching epidemic levels in 2025. In this episode of Dating to Win, we break down why so many men feel isolated, how modern dating and friendships play into it, and what steps you can take to create real connections.👉 Why men are struggling more than ever with loneliness 👉 The hidden costs of isolation on dating and relationships 👉 Simple, actionable steps to break free and build meaningful bondsThis is a conversation every man needs to hear.📌 Subscribe for weekly episodes: Youtube.com/@datingtoWin25 🎧 Listen on RSS.com: https://media.rss.com/dating-to-win 📩 Email: advicefordating00@gmail.com

This special audio-only drop is just for our podcast listeners on Apple Podcasts and Spotify.Most men give compliments the wrong way. In this bonus episode, Matt Russo reveals the compliment that actually drives women crazy — and it has nothing to do with looks.You’ll learn: ✅ Why most compliments fail ✅ The one compliment she’ll never forget ✅ How to deliver it so it actually works📌 Listen & Subscribe for exclusive audio drops:🍏 Apple Podcasts: https://podcasts.apple.com/us/podcast/dating-to-win/id1741611075🎶 Spotify: https://open.spotify.com/show/0yC1gVxKbgkQ9f0EZX6N1O#DatingAdvice #DatingTips #DatingToWin

Most guys waste time dating the wrong women. In this episode of Dating to Win, Matt Russo reveals how to finally find the perfect girlfriend in 2025.This isn’t about chasing looks — it’s about finding a woman who shares your values, supports your goals, and makes you better. If you’re tired of short-term flings and want real compatibility, this episode is for you.Listen now and learn: ✅ What to actually look for in a girlfriend ✅ Red flags to avoid when dating ✅ How to stop settling and start finding the right one📌 Subscribe for weekly episodes: https://www.youtube.com/@DatingtoWin25?sub_confirmation=1 🎧 Listen on RSS.com: https://rss.com/podcasts/dating-to-win 🍏 Apple Podcasts: https://podcasts.apple.com/us/podcast/dating-to-win/id1741611075 🎶 Spotify: https://open.spotify.com/show/0yC1gVxKbgkQ9f0EZX6N1O 📩 Contact: advicefordating00@gmail.com #DatingAdvice #DatingTips #DatingToWin

Are “nice guys” really finishing last — or are they just doing “nice” wrong? In this episode of Dating to Win, we uncover why some men get friend-zoned, the difference between respect and attraction, and how to keep chemistry alive on dates without coming across as needy.What you’ll hear in this episode:Why being “nice” does not automatically make you attractiveThe difference between generosity and approval-seekingSimple confidence habits that read as masculine (not needy)First-date rules that keep attraction alive📌 Subscribe for weekly episodes: Youtube.com/@datingtoWin25 🎧 Listen on YouTube & RSS.com for the full library 📩 Contact: advicefordating00@gmail.com

Season 2 of Dating to Win kicks off with the ultimate dating debate: Are looks more important than real connection in 2025?With apps and social media putting so much emphasis on appearances, it’s easy to think looks are everything. But when it comes to building something real, connection might just be the deciding factor.💡 In this episode:How much looks matter in today’s dating worldWhy connection is the key to long-term successThe balance between attraction and compatibility in 2025📌 Subscribe for weekly episodes: Youtube.com/@datingtoWin25 🎧 Listen on RSS.com: https://media.rss.com/dating-to-win 📩 Email your questions: advicefordating00@gmail.com#DatingPodcast #LooksVsConnection #DatingAdvice2025 #ModernDating

In the Season 1 finale of Dating to Win, host Matt Russo gets real about what it means to be a man in 2025. This no-holds-barred episode recaps the biggest lessons from the season and dives into the raw truth of modern masculinity — the pressure, the confusion, the silent struggles, and the strength it takes to keep showing up.✅ What we’ve learned from 20 episodes ✅ The invisible expectations placed on men today ✅ How to find confidence, purpose, and real connection in the modern worldThis episode isn’t just a recap — it’s a message every man needs to hear.👉 Follow us for Season 2 👉 Share this with a brother, son, or friend who needs to hear it🎥 Watch the podcast: YouTube.com/@date2win 🎧 Listen & subscribe on all platforms 📱 TikTok: tiktok.com/@date2win

What does it mean for a woman to be truly girlfriend material in 2025?In this episode of Dating to Win, we break down the key traits that separate a fun fling from a long-term partner. If you're tired of wasting time on the wrong women, this one’s for you.We talk red flags 🚩, social media obsession 📱, emotional maturity ❤️, and what makes a woman worthy of your time, energy, and love.Chapters:0:00 Intro1:03 What “Girlfriend Material” Actually Means2:35 Red Flags You Can’t Ignore4:18 Green Flags That Say “She’s the One”6:10 Social Media and Relationship Reality7:30 Final Thoughts▶️ Subscribe for weekly dating and relationship tips: @Date2Win25📩 Contact: advicefordating00@gmail.com#girlfriendmaterial #datingadviceformen #modernrelationships #redflags #datingin2025 #howtoknowsheswife

Women don’t wait until the third date to decide if you're boyfriend material — they know on the first one. In this episode of Dating to Win, we break down the subtle signals women are looking for right away that tell them you’re relationship-worthy… or just another guy.From how you communicate to how you lead, we’ll show you the exact traits that make her think, “I want to see him again.”🔥 Don’t guess. Learn what women are actually looking for on date one.🎯 What You'll Learn:The #1 trait that instantly makes a man stand outMistakes that kill your chances before the second dateWhy confidence matters more than charmWhat your actions say about your long-term potentialView me on youtube.com/@DatingtoWin25

In Episode 17 of Dating to Win, we're diving into the art of flirting — modern edition. If you're tired of feeling awkward, misunderstood, or just flat-out ignored when you try to show interest, this episode is your wake-up call. Learn how to flirt with confidence, respect, and authenticity in 2025. We break down what actually works, what instantly turns women off, and how to show interest without coming off as creepy or corny.Whether you're shy, rusty, or just want to step up your game — this episode will change how you approach flirting forever.💬 Subscribe now and never miss an episode that makes you more datable.

Ever get ghosted after what felt like a great convo? You thought things were going well, then... silence. In this episode of Dating to Win, we break down why women suddenly stop texting back — and what it actually means. From common texting mistakes to confidence killers, we’ll help you bounce back and level up your game.🔑 Key takeaways:The #1 reason women lose interest after a few textsHow to text with confidence without sounding try-hardWhat to say when the conversation goes coldWhether you're texting someone new or wondering what went wrong, this episode gives you the playbook to get back on track.🎧 Subscribe and start winning.

📝 Episode Description:What if the most attractive thing about you isn't your money, your muscles, or your car? In Episode 15 of Dating to Win, we reveal the one trait that instantly makes men more desirable to women—and no, it’s not what you think. We’ll break it down with real talk, practical tips, and a mindset shift that could change your dating life forever.✅ Why women crave this one trait ✅ How to show it naturally without trying too hard ✅ Real-life examples that actually workDon’t forget to subscribe so you don’t miss what’s coming next!🎧 Listen now, and start dating to win.

summaryIn this episode of Dating to Win, Matt Russo addresses the challenges faced by shy individuals in the dating scene. He emphasizes that shyness is not a weakness but a mental barrier that can be overcome with intention and practice. The conversation highlights the importance of speaking up, building confidence through small interactions, and reframing rejection as a learning opportunity. Matt encourages listeners to take actionable steps towards improving their social skills and to embrace the discomfort of initiating conversations.takeawaysShy guys aren't weak; they're overthinking everything.Close mouths don't get chosen in dating.Silence kills connection; women can't read minds.Rejection builds character and leads to results.Practicing small acts of boldness can increase confidence.Repetition in social interactions builds comfort.Shy guys finish last because they never start.You don't need to be outgoing to attract women.Speak up, even if it feels awkward.Regret from silence is worse than rejection.titlesConquering Shyness in DatingThe Silent Struggle: Overcoming ShynessSound Bites"Close mouths don't get chosen.""Silence is what kills connection.""Regret is worse than rejection."Chapters00:00Overcoming Shyness in Dating03:08Building Confidence Through Small Acts05:29The Importance of Speaking Up05:36New Chapter05:41New Chapter 205:46New Chapter 305:51New Chapter 405:56New Chapter 5🔗 Watch the video version: YouTube.com/@DatingtoWin25 🎧 Subscribe on all podcast platforms 📩 Free guide download: 10 Chemistry Killers (PDF)

In this episode of Dating to Win, we dive into the private conversations women have about you — the good, the bad, and the brutally honest. What do women say after the date is over? How do your vibe, manners, and confidence impact their impression when you're not around?Host Matt Russo unpacks the subtle behaviors that leave a lasting mark on women — from how you treat the waiter, to your eye contact, tone, and how you talk about your goals. Because trust us, she will talk to her friends about it.Whether you're trying to leave a strong first impression or level up your dating game, this episode gives you the real insights women won't say to your face — but definitely say behind your back.👔 Learn how to:Avoid silent deal-breakersBuild a memorable presenceMake women rave about you when you're not around🔥 BONUS: Grab the free download 👉 10 Chemistry Killers — What Turns Her Off Before the First Date Even Starts Subscribe, take notes, and become the man who gets talked about for all the right reasons.

f your parents split up — how does that shape the way you love?In Episode 12 of Dating to Win, Matt Russo gets real about the invisible weight carried by children of divorce. This episode explores how emotional walls, trust issues, and survival instincts from childhood show up in adult dating… and what to do about it.Whether you avoid conflict, expect abandonment, or never really learned what “forever” looks like — this one’s for you.🎯 In this episode:How divorce changes your blueprint for loveThe 3 relationship fears children of divorce carrySteps to become emotionally safe, secure, and ready for real connection❤️‍🩹 It’s not your fault. But it is your responsibility to heal.📲 TikTok: @date2win 🎧 Listen & subscribe to Dating to Win on all platforms

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.xmlFollow for more: 📸 Instagram: https://instagram.com/date2win 📘 Facebook: https://www.facebook.com/profile.php?id=61577040145076 🎵 TikTok: https://tiktok.com/@date2win

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/82d10c297eWhether you’re getting back into dating or trying to stand out in today’s world, this episode gives you the tools to date smarter in 2025.📺 Watch on YouTube: https://youtube.com/@DatingtoWin25 🎧 Listen to all episodes: https://media.rss.com/dating-to-win-ep-1-why-confidence-and-attraction-matter-more-than-ever-in-2025/feed.xml 📲 Instagram: https://instagram.com/date2win 📘 Facebook: https://www.facebook.com/profile.php?id=61577040145076

📝 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