EP 123: Ryan Clogg’s Playbook to Building a $30M Per Year Digital Business

Ryan Clogg started his marketing by purchasing an Instagram shoutout course at 18 (which led to sourcing 28,000 email leads that he never used) to helping scale a women’s fitness coaching brand to $30 million a year, with 70 coaches on staff and a real-deal business operation behind it. 

In this episode, he walks us through the gritty, chaotic, and hilarious journey from getting recruited in a nightclub mid-bottle service to managing operations, tech, and funnels for a 9-figure trajectory brand.

Gabe and Ryan talk about what breaks when a business grows too fast, why he still personally handles some of the tech stack (“because it’s the lifeblood of the business”), and how they’re replacing setters with AI while expanding their brand faces to reduce founder risk. 

In this episode:

[01:22] The random San Diego nightclub night that changed everything

[03:47] “I was just buying every course and trying everything! Affiliate, dropshipping, whatever stuck.”

[05:55] His first ClickBank funnel… in the women’s fitness space

[06:55] Hanging with lead gen pros in Puerto Rico and scaling campaigns to $25k/day

[09:27] Replacing setters with AI: how they built a custom texting bot that references apps and recommends content

[12:35] From a $27/month app to creating a $7k annual coaching offer: the product evolution

[16:56] Hitting $1M/month selling a $497 info product over the phone

[18:18] Hiring a sales manager who took them from $1M to $3M/month

[19:41] The fitness coach who became the face and full partner of the business

[24:21] Reducing founder risk and expanding brand faces to keep scaling

[27:30] “Solving the bottleneck is the fun part…doing it over again is hell.”

[31:57] Why he still has a burning desire to prove he can go zero to one

[36:37] What’s next for Ryan and his business?

[46:33] Breaking down specific strategies Ryan does on his channel to connect with the who’s who in his field.

[51:34] A few book recs and why Ryan’s big on constantly leveling up

Key Takeaway

Ryan Clogg’s journey highlights the transition from first small profits to significant scaling. 

He figured things out by trial and error, openly shared what he learned, and really leaned into data and systematization so errors weren’t repeated.

He stresses how tough it is to grow without losing money, and the need to constantly change and fix problems to make it in the long run.

About Ryan Clogg

Ryan is a behind-the-scenes operator and tech strategist for a high-performing women’s coaching brand, WarriorBabe, doing over $30M a year. 

He’s a marketing strategist who’s great at creating funnels, analyzing data, and leading teams.

Connect with Ryan Clogg:

Instagram

Twitter

YouTube

Ryanclogg.com

Connect with Us:

Gabe’s Lean Gen Course

Advanced Affiliate Mastermind

Watch Video Version On YouTube Here

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