June 29, 2026
David Guest has been coaching businesses for 25 years. He has sat across from hundreds of owners, watched some of them build something extraordinary, and watched others run flat out on a treadmill that goes nowhere.
June 23, 2026
Patrick breaks down the three layers of the brain at work in every sales conversation, why a request for a quote is almost never a buying signal, what the PIM framework looks like in a first meeting, and why the real job isn't to sell, it's to guide people through their own buying journey.
June 16, 2026
Everyone is using AI. But almost nobody is using it correctly.
And that gap is quietly costing business owners more than they realise.
Every AI platform out there was built to please you. To agree with you, to take your ideas, polish them up, and tell you they are brilliant. And that feels fantastic right up until you realise your carefully crafted messaging is landing with nobody but yourself.
Patrick Seaton is the founder of Ask Alex, a neuroscience-based AI system built inside Claude.
June 9, 2026
Twenty episodes in. Tiny numbers. Nothing happening. Sound familiar?
You probably started wrong. And here is exactly how to fix it.
There is a brutal truth nobody talks about in the coaching and consulting world. The best people in the room are almost never the most visible ones. They are brilliant, experienced, genuinely transformational, and completely invisible beyond a small handful of clients.
Jason Croft has spent 34 years in media figuring out how to fix exactly that. And the answer is not what most people think.
May 26, 2026
You’re running traffic, getting clicks but your funnel just isn’t converting?
In this episode of Scale to Freedom, Kel Holliday sits down with funnel expert Pankaj Sharma of Funnel Pandit to unpack the funnel mistakes quietly killing your sales and why most business owners are unnecessarily overcomplicating something that should actually be simple.
May 19, 2026
Most people are approaching podcast guesting completely wrong.
They show up, answer some questions, drop a free gift, and wait. Steve Brossman watched that play fail over and over again, so he built something different. Something that took him from zero to six figures in ten months, running on two hours a week, without a show of his own.
May 12, 2026
Rodney Bull followed that path faithfully. Good job, solid income, a lifestyle that looked perfectly fine from the outside. But somewhere along the way, the numbers stopped making sense. No matter how much he earned, the paycheque never seemed to translate into genuine freedom or real financial power. The money came in, and the money went out, and nothing seemed to change.
April 28, 2026
Working 100-hour weeks, chasing clients, managing VAs whose grandfathers kept dying on Friday afternoons.
Steve Tann lived it, fixed it, and then sold the whole thing. This is his story.
April 28, 2026
What if the reason your business isn’t scaling is because you’re chasing the wrong leads?
In this episode of Scale to Freedom, Kel Holliday sits down with Derek Morgan to break down a smarter way to grow, one that doesn’t rely on more ads, more content, or more noise.
April 21, 2026
Most business owners think succession planning is something you deal with later.
But what if the way you’re thinking about succession is the exact reason you’re still stuck doing everything yourself?
In this episode, Kel Holliday sits down with Alan Stevens to challenge the traditional idea of succession and show you a different way to think about scaling your business.
April 14, 2026
Most business owners are sitting on a goldmine and don't even know it.
In this episode, Kel Holliday sits down with points strategist Gagan Gupta to pull back the curtain on what's really possible when you stop treating expenses as costs and start treating them as leverage.
April 7, 2026
Kel Holliday and Johann Nogueira break down how relationships, technology, and AI intersect to create scalable businesses that actually give you time back instead of stealing it. You’ll learn why legacy businesses outlast transactional ones, how to leverage AI without losing the human touch, and why the next four years are a once-in-a-lifetime window for business owners to build generational wealth.
March 31, 2026
Most coaches unknowingly trap themselves in the time‑for‑money grind. Are you one of them?
In this episode, Samantha Riley reveals why that happens, how to break free, and the exact systems you need to finally scale without burning out.
March 26, 2026
You haven’t built a scalable business but a job dependent on you—this episode explains how shifting from doing everything yourself to building systems and becoming a visionary is the key to real freedom.
March 24, 2026
If your business still feels heavier than it should, this might be why.
March 24, 2026
You built a business for freedom… so why does it feel like you can’t switch off?
March 17, 2026
You built the business for freedom. But somehow the business ended up owning you.
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