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August 15, 2025 28 mins

Take Your Coaching Business Anywhere – with Simon Cook | The Coach Trap


Ever dreamed of running your coaching business from a tropical island?


In this episode of The Coach Trap, we’re joined by Simon Cook — a coach who took that dream and turned it into a permanent lifestyle. He packed up his business, moved to the Cayman Islands, and now runs his coaching practice entirely online… from paradise.


But this isn’t just a highlight reel.

Simon shares the unfiltered truth about what worked, what flopped, and what nobody tells you about going global. From timezone chaos to cultural adaptation, raising a family as digital nomads, and navigating breathwork, moon phases, and client expectations — it’s all here.


Dan and I also open up about taking The Coach Trap international, including the behind-the-scenes wins and setbacks of building a coaching brand from anywhere in the world.


🔑 Topics We Cover:


Making the leap: How Simon moved his coaching business abroad


Avoiding rookie mistakes in remote coaching


Timezones, tech tools, and tropical trade-offs


Why networking and niche are everything


The surprising power of breathwork and wellness trends


Balancing work, life, and family as a digital nomad


Whether you're dreaming of palm trees or just more freedom, this episode is your blueprint.


👉 Don’t fall into the Coach Trap.

Start building the coaching business you can take anywhere.



🔗 Resources:

Simon Cook on LinkedIn: linkedin.com/in/simon-cook-59a076276

More from us: hypnotic-change.co.uk


📍Watch on Spotify, LinkedIn, or YouTube

🗓️ Originally recorded live: August 14, 4:30PM BST


Cayman Islands, online coaching, remote work, digital nomads, coaching tips, breathwork, work-life balance, cultural adaptation, wellness trends, family travel, niche marketing, remote business, coaching from anywhere

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