GKS2 · E5
Season 2 · Episode 5 · Mar 12, 2026

It Was Never the Plan

with Geoffrey Kent · Think Big with Geoffrey Kent

What people miss when they ask for business advice. Geoffrey Kent on why most business mistakes are people problems — ego, listening, timing and self-awareness.

Key takeaways

What to take from this one

01

Most Business Mistakes Are People Problems. Strategy and numbers matter, but ego, psychology, and timing often determine whether decisions succeed or fail.

02

Listening Creates Leverage. The fastest way to build trust and shorten the sales process is to listen first and solve real problems instead of pushing products.

03

Confidence Is Necessary — Ego Is Dangerous. Entrepreneurs need strong belief in their ideas, but ignoring feedback from customers turns confidence into delusion.

04

Validation Comes From Customers. If the people you expect to buy your product say they wouldn't buy it, that feedback must shape your next move.

05

Failure Creates Readiness. Sometimes people only understand advice after experiencing the consequences of ignoring it.

06

Context Changes Everything. Decisions that look bad on paper may still make sense depending on the surrounding circumstances.

07

Self-Awareness Drives Better Strategy. Before adopting any tactic or framework, entrepreneurs must understand their own situation and limitations.

Sound bites

In their words

“

Most business problems aren't math problems. They're people problems.

— Sean M. Atkinson
“

Sales is best done through service.

— Geoffrey Kent
“

You never want to be the smartest person in the room — because that means there's nothing left to learn.

— Geoffrey Kent
“

Arrogance is often just someone else's perception of your confidence.

— Sean M. Atkinson
“

If your potential customers tell you they wouldn't buy it and you move forward anyway — that's delusion.

— Geoffrey Kent
“

Self-awareness comes before strategy. If you're not aware of yourself, you won't hear the strategy when it's given.

— Geoffrey Kent
Timestamps

Jump to a moment

  • 00:00Why business mistakes are people problems
  • 06:22Listening vs talking
  • 08:20Sales through service
  • 14:33Ego, confidence, and entrepreneurship
  • 23:03Conviction vs delusion
  • 27:42Ideal customers and better feedback
  • 36:17Readiness, failure, and timing
  • 53:03Instinct vs trained awareness
  • 58:39Why context changes the answer
  • 1:07:01Self-awareness before strategy
  • 1:12:17Why one consultation isn't enough
  • 1:15:03Final takeaway
GK
About the guest

Geoffrey Kent

Geoffrey is a serial entrepreneur (having launched 20+ entrepreneurial ventures over the last 5 decades), who took his last tech venture (Cognis IT) from launch to successful exit in 6 years over a decade ago. In addition to an MBA in Entrepreneurial Management from the Wharton School of Business at the University of Pennsylvania, Geoffrey has been an executive at Xerox Corporation, AT&T, the Erving Group (a holding company owned by NBA Hall of Famer Julius “Dr. J” Erving), and Deloitte Consulting, has taught entrepreneurship at Lincoln University, has judged Drexel University's annual business plan competition, and has served on multiple corporate boards of directorships.

Geoffrey now teaches entrepreneurs how to build fundable plans that get the money they need to grow their business and exit when and how they want to.

Read the companion article

Business Decision Making Mistakes

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