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"If I don't try and I fail, I can always say I didn't try that hard — so it isn't a real failure." That's the lie. And it quietly caps the ceiling of some of the most talented people you'll ever meet.
Ray recently gave an AI presentation at a major IT event — packed house, standing room only, people sitting on the floor. Most attended session outside the keynotes. His email list grew more in one day than any day he can remember. By every measure, a home run.
But the real lesson wasn't in the presentation. It was in the lead-up — because Ray put more reps into this one than almost anything he's done. Five run-throughs on the day of alone. A 40-page AI workbook built from scratch. Hours of structuring content for an audience that ranged from AI-first operators to owners still getting started with ChatGPT. The kind of preparation most "smart kids" were taught to be embarrassed by — and exactly what produced the confidence walking into that room.
This episode traces that pattern back to childhood: coasting on talent, treating effort as weakness, using "I didn't really try" as an ego shield. And what happens when you hit a level where talent alone stops being enough.
If you've ever caught yourself holding back effort to protect the story you tell yourself about how smart you are — this one's for you.
What You'll Learn in This Episode:
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Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.
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
By Ray J. Green4.5
1111 ratings
"If I don't try and I fail, I can always say I didn't try that hard — so it isn't a real failure." That's the lie. And it quietly caps the ceiling of some of the most talented people you'll ever meet.
Ray recently gave an AI presentation at a major IT event — packed house, standing room only, people sitting on the floor. Most attended session outside the keynotes. His email list grew more in one day than any day he can remember. By every measure, a home run.
But the real lesson wasn't in the presentation. It was in the lead-up — because Ray put more reps into this one than almost anything he's done. Five run-throughs on the day of alone. A 40-page AI workbook built from scratch. Hours of structuring content for an audience that ranged from AI-first operators to owners still getting started with ChatGPT. The kind of preparation most "smart kids" were taught to be embarrassed by — and exactly what produced the confidence walking into that room.
This episode traces that pattern back to childhood: coasting on talent, treating effort as weakness, using "I didn't really try" as an ego shield. And what happens when you hit a level where talent alone stops being enough.
If you've ever caught yourself holding back effort to protect the story you tell yourself about how smart you are — this one's for you.
What You'll Learn in This Episode:
//
Welcome to The Ray J. Green Show, your destination for tips on sales, strategy, and self-mastery from an operator, not a guru.
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
//
Follow Ray on:
YouTube | LinkedIn | Facebook | Twitter | Instagram