Dating to Win cover art

Dating to Win

Dating to Win

By: Matt Russo
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About this listen

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 actually sticks.We cover everything from dating psychology and emotional strength to personal development, masculine energy, communication skills, and what women truly want in 2025.If you’re ready to become the kind of man women respect — and one you respect too — this is your show.New episodes every week.Modern dating. Real confidence. No bullsh*t.Dating2Win2025 Personal Development Personal Success Social Sciences
Episodes
  • Dating After 50: What Actually Matters in Relationships Now
    Feb 1 2026

    Dating after 50 is completely different than it was in your 20s or 30s — and that’s not a bad thing.

    At this stage of life, dating isn’t about chasing excitement, proving your worth, or building from scratch. It’s about peace, emotional maturity, compatibility, and choosing a partner who adds value to your life instead of stress.

    In this episode of Dating to Win, we talk honestly about:

    • Why money and status matter less after 50

    • What compatibility really looks like later in life

    • The importance of emotional availability and low drama

    • How to approach dating with confidence and clarity over 50

    If you’re dating after 50 — or thinking about getting back out there — this episode will help you refocus on what truly matters.

    Contact / Collaborations: 📧 advicefordating00@gmail.com

    dating after 50, dating over 50, over 50 dating advice, mature dating, love after 50, finding love later in life, midlife dating, dating advice for over 50, healthy relationships, emotional maturity, second chance at love, modern dating, relationship advice

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    6 hrs and 37 mins
  • Dating Self Sabotage: The Mistake Ruining Your Love Life Right Now
    Jan 30 2026

    Dating self sabotage is the biggest mistake ruining your love life right now — and most people don’t even realize they’re doing it.

    In this episode of Dating to Win, we break down why dating isn’t working for so many people today and how your own mindset may be quietly working against you. From overthinking texts and impossible standards to confusing chaos with chemistry, these patterns push people away before real connection ever has a chance to grow.

    You’ll learn:

    • What dating self sabotage actually looks like in real life

    • Why peaceful relationships can feel “boring” at first

    • How fear disguises itself as logic in dating

    • Why you keep repeating the same dating patterns

    • How to reset your dating mindset without becoming guarded

    Dating isn’t complicated — but it is uncomfortable. When you stop sabotaging yourself, dating becomes clearer, calmer, and more intentional.

    👉 Listener question: Which one do you struggle with most — overthinking, impossible standards, chasing chaos, or fear of real intimacy?

    📩 Contact: advicefordating00@gmail.com 📌 Follow Dating to Win for more no-fluff dating and relationship advice.

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    8 hrs and 16 mins
  • Emotionally Unavailable People Ruined Your Love Life — Here’s Why
    Jan 25 2026

    Emotionally unavailable people can quietly ruin your love life without you ever realizing why the same dating patterns keep repeating.

    In this episode of Dating to Win, we break down why emotionally unavailable relationships feel intense at first, why they always fall apart, and how emotional distance gets mistaken for chemistry in modern dating.

    If you keep attracting emotionally unavailable partners who pull away, send mixed signals, or say they’re “not ready,” this episode explains what emotional unavailability really looks like — and the two healthiest options you actually have.

    We discuss: • Why emotional unavailability is so common today • Why emotionally unavailable people feel amazing in the beginning • The danger of waiting for someone’s potential • When emotional unavailability can change — and when it won’t • How to choose peace, clarity, and emotionally available relationships

    This episode is for men and women who are tired of confusion, emotional limbo, and inconsistent partners — and ready to stop repeating the same pattern.

    📩 Contact: advicefordating00@gmail.com 🎧 Subscribe to Dating to Win for honest, no-nonsense dating and relationship advice.

    0:00 – Emotionally Unavailable People Ruined Your Love Life

    0:38 – Why This Keeps Happening

    1:35 – Emotional Unavailability Explained

    2:40 – Why It Feels So Good at First

    3:55 – When the Pullback Starts

    5:05 – Mixed Signals and Confusion

    6:20 – Can Emotionally Unavailable People Change?

    7:45 – The Line You Can’t Cross

    8:55 – Walking Away With Self-Respect

    11:15 – Choosing Peace Over Anxiety

    12:10 – Final Truth

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    5 mins
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