Meet the Faith-Led Coach Who’s Helped Clients Generate $30M+ | Dear ARREYB EP30

Dear ARREYB

🎙️ In this episode, I sit down with Kevin Weis, a Chicago-based coach who helps entrepreneurs scale their businesses “The Contrarian Way.” Kevin has worked with clients across 20+ niches, generating over $30 million in cash through a simple focus on message, funnel, and offer.

What struck me most about Kevin is how intentional he is — not just in coaching but in integrating his faith in Jesus into every part of his business. In a noisy industry where inflated wins and gimmicks are the norm, Kevin made a conscious decision to steer clear of hype or shady sales tactics — and he's still thriving.

Want to learn from a coach whose clients have generated $30M+ in revenue? This is your playbook.

🎧 What We Cover in This Episode:

• ✔️ Losing his fitness studio and the powerful story of starting over with his wife
• ✔️ Rebuilding identity through faith and anchoring his life on the Bible
• ✔️ Getting back into entrepreneurship and launching with purpose
• ✔️ Kevin’s personal business framework that’s helped him build every venture
• ✔️ The deep importance of “belonging” in business and leadership
• ✔️ Why affirmations alone don’t work — and what to do instead
• ✔️ Using short-form content the right way to grow your business
• ✔️ Why Kevin refuses to use gimmicks or shady marketing tricks
• ✔️ The truth about sales models — and choosing the one that fits your business
• ✔️ What selling a business taught Kevin about building and scaling
• ✔️ His “entrepreneurial why” and the personal reason behind exiting a business
• ✔️ The SEE system and Kevin’s surprisingly simple team structure
• ✔️ Doing business as a Christian — the line between values and compromise
• ✔️ A shocking sales call that drew tears — and the difference between persuasion and manipulation
• ✔️ Should we apply Jesus’ style of persuasion in the business world?
• ✔️ The uncomfortable truths about the online coaching industry
• ✔️ What Kevin hopes his kids will say about him when it’s all said and done
• ✔️ His powerful response to the question: “If God asked you to leave it all, would you?”
• ✔️ How Kevin wants to be remembered — legacy, faith, and a life of impact

⏱️ Timestamps:

• 00:00 – Introduction
• 02:02 – Losing his fitness studio with his wife and starting afresh
• 10:05 – Building identity on the Bible
• 12:06 – Returning to entrepreneurship
• 12:54 – Kevin’s winning framework for starting every business
• 18:12 – The concept of “belonging”
• 20:27 – Why affirmations alone are not enough
• 26:00 – Using short-form content effectively
• 32:00 – Why Kevin avoids gimmicks and unethical marketing
• 32:46 – Choosing the right sales model for your business
• 36:50 – Lessons from selling a business
• 41:15 – The entrepreneurial “why” behind selling
• 48:31 – The SEE system and Kevin’s team structure
• 50:49 – Building a business as a Christian
• 56:20 – The emotional sales call: manipulation vs persuasion
• 1:00:03 – Should we adopt Jesus’ way of persuasion?
• 1:05:02 – Harsh truths about the online coaching world
• 1:08:00 – What Kevin hopes his kids will say
• 1:12:35 – If God asked you to walk away from everything?
• 1:18:22 – How Kevin wants to be remembered

👥 Guest Resources:

• Kevin Weis | Facebook
• Kevin Weis | Instagram
• Kevin Weis | LinkedIn
• Website 👉🏼 TheContrarianStrategy.com

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