How I Quit Being a Loser and Sold My Business at 28

At 22 I was a complete loser. I'd lost all my money in forex scams and fallen for every get-rich-quick scheme you can imagine. By 28 I'd built and scaled an agency, sold it to InboxKit, and I'm now the Chief Revenue Officer there – we've scaled InboxKit to $18M in revenue with zero outside funding. In this video I break down the mindset shift that got me from that broken 22-year-old to selling my business at 28, and the exact skill I'd learn today if I had to do it all again. What you'll learn: → Why my first 12 businesses failed (and the one skill hiding under all of them) → How I went from a watch shop to Head of Sales at 24 after 300+ job applications → How we started The Playbook Agency with $100 and scaled it to $65K a month in 9 months → How breaking every service into sub-services took retainers from $1K to $10K a month → The "two F's" behind growing InboxKit from $10M to $18M a year: first principles + frontier thinking → Why GTM engineering is the skill I'd learn today (3,000 open jobs, only 300 people qualified) 🆓 Join Making Plays – my free community: https://makingplays.ai New plays every week on this channel: Saturdays a workflow we build together, Tuesdays a colleague, mentor or peer breaks down the plays that make them the most revenue. 📬 InboxKit: https://inboxkit.com 👤 Connect with me on LinkedIn: [] Chapters 0:00 Loser at 22, sold at 28 1:28 12 failed businesses 2:16 Rock bottom 3:22 From a watch shop to Head of Sales at 24 5:32 Starting The Playbook Agency with $100 6:34 Selling my agency to InboxKit 7:54 The two F's: first principles + frontier thinking 9:31 Offers: every piece is its own service 10:55 The skill I'd learn today: GTM engineering 12:53 Every setback became a play 14:13 Making Plays (free community) Music: original score (Making Plays). #GTMEngineering #ColdEmail #Entrepreneur