For six years, I’ve used my personal brand to drive millions in revenue, but I kept hitting two major walls: I became the bottleneck when client work piled up, and I burned out from repetitively talking about the same niche topics. My breakthrough this year was finally decoupling my personal identity from my business’s identity—allowing me to create content about whatever I’m obsessed with (like neurodiversity or general entrepreneurship) while my team mines that content to extract and repackage the specific pieces needed for our marketing. This shift has not only made content creation fun and sustainable again but has also removed the "assembly line" feeling and uncapped our growth potential.

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Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

About Ray:

→ Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

→ Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

→ Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

→ Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

→ Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

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Follow Ray on:

YouTube | LinkedIn | Facebook | Twitter | Instagram

I’ve always taught that systems are the key to scaling, but looking back at 2025, I realized that my obsession with efficiency actually trapped one of my businesses in a state of stagnation. I made the critical mistake of building a rigid delivery infrastructure for a thousand clients when we only had ten, effectively prioritizing process over product-market fit and making it a nightmare to pivot when we received early feedback. In this episode, I’m explaining why building systems too early creates a dangerous "efficiency trap," and why my strategy for 2026 is to embrace the mess and do things manually until the volume absolutely screams for automation.

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Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

About Ray:

→ Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

→ Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

→ Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

→ Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

→ Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

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Follow Ray on:

YouTube | LinkedIn | Facebook | Twitter | Instagram

As we head into 2026, I’ve realized that AI literacy is no longer just a productivity hack for CEOs; it is a critical defense mechanism against mediocrity. I recently caught my own team trying to pass off lazy, fluff-filled ChatGPT answers as strategic thought, and I discovered I was paying a vendor for content I could replicate instantly with a simple Claude skill. If you don’t have the hands-on technical experience to spot the difference between genuine human insight and a robotic output, you are flying blind, and I’m explaining why your inability to use these tools is becoming the single biggest vulnerability in your leadership toolkit.

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Welcome to Repeatable Revenue, hosted by strategic growth advisor , Ray J. Green.

About Ray:

→ Former Managing Director of National Small & Midsize Business at the U.S. Chamber of Commerce, where he doubled revenue per sale in fundraising, led the first increase in SMB membership, co-built a national Mid-Market sales channel, and more.

→ Former CEO operator for several investor groups where he led turnarounds of recently acquired small businesses.

→ Current founder of MSP Sales Partners, where we currently help IT companies scale sales: www.MSPSalesPartners.com

→ Current Sales & Sales Management Expert in Residence at the world’s largest IT business mastermind.

→ Current Managing Partner of Repeatable Revenue Ventures, where we scale B2B companies we have equity in: www.RayJGreen.com

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Follow Ray on:

YouTube | LinkedIn | Facebook | Twitter | Instagram