In this episode of Cracking the Success Vault, Sean Penhale sits down with Chris Hanna, founder of All In Content, to unpack his journey from small-town beginnings to building a thriving content studio — with a few unexpected poker winnings along the way.

From growing up in rural Ontario to making over $150,000 playing poker in 2022, Chris shares how risk-taking, persistence, and betting on himself shaped both his entrepreneurial journey and his approach to helping businesses today.

🔑 In this episode
• Growing up in Monto, Ontario and early entrepreneurial hustle (paper routes, babysitting, garage sales)
• Why poker became both a passion and a serious side income — earning six figures in 2022
• Lessons from corporate life at Enterprise Rent-A-Car, managing people older than him, and leading top-performing teams
• Why leaving corporate during the pandemic pushed him to fully bet on himself
• The origins of Hire for Me and how it evolved into All In Content
• How investing in personal development and training fueled both poker and business success
• Why he’s passionate about helping entrepreneurs get comfortable on camera and create content that connects
• Chris’s definition of success: fulfillment, impact, and creating opportunities for others

⏱️ Timestamps
00:01 – Serendipity & poker winnings
00:28 – Growing up in Monto, Ontario
01:48 – University & corporate beginnings
02:52 – Clashing with corporate & betting on himself
05:23 – Early entrepreneurial drive & independence
09:19 – Family roots & first to run a business
11:46 – Leadership lessons that shaped him
14:17 – Professional gambling & poker mindset
23:36 – Climbing leadership ranks at Enterprise
31:54 – Building Hire for Me & All In Content
43:30 – Loving the journey & making an impact

👉 Learn more:
https://spectrefinancial.ca

https://spectregroup.ca