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It's cuffing season, and I need to talk about what nobody's saying out loud. I've been single for three years. Properly single. And in this episode, I'm breaking down the reality of modern dating for young men—from the economics of dating apps that don't want you to succeed, to the approach anxiety that keeps us stuck, to watching everyone else get engaged while you're still scrolling at 2am. I went deep into Reddit threads and found thousands of men sharing the same struggle. This isn't just about being single—it's about a system that's broken, third spaces that no longer exist, and a generation that's lonelier than ever. But I also share what happened when I finally took a risk and asked someone out after weeks of overthinking. Spoiler: Action beats anxiety every time. 🎯 TIMESTAMPS: 0:00 - Hook: It's Cuffing Season 1:30 - My 3-Year Single Journey 8:00 - What Reddit Is Saying (The Real Crisis) 18:00 - The Deeper Truth About Masculinity & Loneliness 25:00 - What Happened When I Took the Risk 32:00 - To My Single Brothers 💬 KEY TOPICS: ✅ Why dating apps are designed to keep you single ✅ The economics of modern dating ✅ Approach anxiety and the "creepy" label ✅ Feeling behind while friends get married ✅ Self-image struggles (body, money, worthiness) ✅ The 75% decrease in young adult sexual activity ✅ Loss of third spaces and where to meet people ✅ Provider pressure and transactional relationships ✅ What I learned from finally taking action