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 texts
• How to text with confidence without sounding try-hard
• What to say when the conversation goes cold

Whether 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 work

Don’t forget to subscribe so you don’t miss what’s coming next!

🎧 Listen now, and start dating to win.

summary

In 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.

takeaways

• Shy 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.

titles

• Conquering Shyness in Dating
• The Silent Struggle: Overcoming Shyness

Sound Bites

• "Close mouths don't get chosen."
• "Silence is what kills connection."
• "Regret is worse than rejection."

Chapters

00:00Overcoming Shyness in Dating

03:08Building Confidence Through Small Acts

05:29The Importance of Speaking Up

05:36New Chapter

05:41New Chapter 2

05:46New Chapter 3

05:51New Chapter 4

05:56New 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-breakers
• Build a memorable presence
• Make 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 love
• The 3 relationship fears children of divorce carry
• Steps 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.xml

Follow 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/82d10c297e

Whether 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