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What 25 Years in Business Consulting Taught Me About Failure

The most valuable lessons in advisory work don't come from the wins. They come from the moments that don't go according to plan.

By Scott GelbardPublished 4 months ago • 2 min read

I want to be honest about something that doesn't come up often enough

in thought leadership circles: I have been wrong. More times than I'd

like. About markets, about people, about timing, about which variables

mattered most.

Twenty-five years into this work, I've stopped being embarrassed about

that. Failure — properly examined — is the most reliable source of

durable wisdom I've found in business.

CONVICTION IS A TOOL. STUBBORNNESS IS A TRAP.

Early in my career, I mistook certainty for competence. If I'd done

the analysis and reached a conclusion, I held that conclusion as a

kind of professional identity. Changing my position felt like

admitting error. So I'd hold on longer than the evidence warranted.

I've since learned to separate the two. Conviction — grounded in

reasoning and updated by evidence — is one of the most valuable things

an advisor can offer. Stubbornness — maintaining a position past the

point where evidence supports it — destroys value silently and slowly.

The discipline I've built is this: whenever I hold a strong view, I

force myself to articulate the two or three things that would change

my mind. If I can't name them, I'm not being rigorous — I'm being

defensive.

THE FAILURES THAT HURT MOST WERE THE PEOPLE ONES

I can look back at every significant setback in my career and trace

it, if I'm honest, to a people decision. A wrong hire that stayed too

long. A partnership pursued for strategic logic while ignoring

cultural misalignment. A founder who said the right things in every

meeting but had a different operating philosophy the moment pressure

arrived.

I've become a significantly better reader of people over 25 years. But

more importantly, I've become more honest about the limits of that

skill.

FAILURE AT SCALE IS MORE EXPENSIVE THAN FAILURE AT SEED

Companies that test small and learn fast — that treat early market

entry or product launches as experiments, not commitments — suffer

smaller failures that produce outsized learning. I've advised

companies that spent million to learn something a ,000 pilot would

have revealed.

The best risk management isn't diversification or hedging. It's

building a culture that surfaces bad news early, takes it seriously,

and responds before small problems become expensive ones.

THE STORIES WE TELL OURSELVES

The most dangerous failure mode I've observed — in clients and,

frankly, in myself — is the narrative failure. We build explanatory

stories around outcomes to make them feel manageable, and those

stories protect our self-concept at the cost of accurate learning.

I've made it a practice, after every significant outcome — good or bad

— to write a brief retrospective that specifically names what I'd do

differently. Not what went wrong externally, but what I would change

about my own judgment and decisions.

WHAT THIS ADDS UP TO

I'm a better advisor at 25 years than I was at five or ten — not

primarily because I know more, but because I've failed more

thoughtfully. Failure isn't the opposite of good judgment. It's the

raw material.

About the Author: Scott Gelbard is the Founder of SGI Global Partners

Inc. and Managing Partner of Peak Ventures. With more than 25 years of

experience advising businesses across North America, Europe, and Asia.

advice

About the Creator

Scott Gelbard

Scott F. Gelbard — Founder, SGI Global Partners Inc. & Managing Partner, Peak Ventures. 25+ years advising businesses on strategic growth, capital markets, and international expansion. sgiglobalpartners.com

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    Written by Scott Gelbard