The Mentor's Corner

Business and Marketing for Pros

Stop Fearing Failure – Be Terrified of Regret.

Failure Sucks Less Than Regret.

There’s a quote I heard recently that nailed a truth I’ve been preaching for years:
“Stop fearing failure, but be terrified of regret.”

Many of the photographers I work with—especially those trying to break into commercial or editorial work—get stuck in neutral. They want guarantees before they even pack the gear.

What if the shot doesn’t work?
What if the client says no?
What if I look stupid?

Here’s a better question:
What if you miss the one image that would’ve opened the next door?
What if your safest work becomes your most forgettable?


The Real Enemy Isn’t Failure—It’s Inaction

Failure is a powerful teacher.
It sharpens your instincts, toughens your skin, and gives you data.

And data is knowledge. Data is power. Data helps define, refine, and measure.

But fear of failure?

That’s just a story you tell yourself to avoid discomfort.

And worse, it creates regret.

Regret builds up in your gut over time. You don’t feel it right away.

But years later, when you look back and realize you never submitted the pitch, never finished that project, never asked—that’s when it hits.

I’ve watched photographers with incredible potential spend years getting ready.

Perfecting portfolios.
Re-editing images.
Rewriting the “About” page again and again—when what they should’ve done was send the damn email, make the calls, send the proposals.


Safe Work Will Not Get You Noticed

The main reason is that safe work is invisible.

You become one of many.

A solid technician.
A reliable shooter.
Safe. Regular. Expected.
But not the one they remember.
Not the one they refer.

Clients want to be surprised.

They want to see someone take a shot they wouldn’t have thought of. They want to be surprised, intrigued, gobsmacked.

Playing it safe won’t get you there. Fear of failure makes your work beige. And no one gets hired for beige.


You Need to Fail Faster—and Learn Smarter

The best photographers I know aren’t fearless.
They’re just more committed to doing the work than protecting their egos.

They screw up lighting. Miss shots. Blow deadlines. And then they fix it. They keep going. They know that regret costs more than any failed frame ever will.

If you want to grow, if you want your work to matter, you have to risk making a mess.


Here’s Your Assignment (No Excuses)

This week, I want you to push into the discomfort.

Make the image you’ve been avoiding.
Pitch the idea you’ve been sitting on.
Email the client you think is out of your league.
(And I would love for you to send me a copy of that email… I’ll be discrete.)

Here are a few creative ideas to get the wheels turning:

  • Shoot a portrait using only one light and no retouching.

  • Create an ad for a product that bores you. Make it visually exciting.

  • Tell a story in three images using motion blur and ambient light.

  • Photograph a location or person you’re intimidated by (get permission, but push past your comfort zone).

And for the record—yes, it might suck.
It might fall apart.

But you’ll be one image, one pitch, one failure closer to something remarkable.


Final Thought

Fear will always gently whisper, “What if it doesn’t work?”
Learn to whisper back, “What if it does?”

And if it doesn’t—good.
Now you know.
No regret.
Just data.
And the next shot is waiting.

Recent Business Posts

PHOTOGRAPHER GREG KINDRED HITS THE KANSAS CITY MARKET

PHOTOGRAPHER GREG KINDRED HITS THE KANSAS CITY MARKET

Greg Kindred was the art director / photo editor for a large group of pet related magazines - both consumer and trade. When the company decided to close its doors, Greg realized it was time to do something else. Fast. The skills he had built up as a photographer are...

BUILDING A MARKETING CAMPAIGN

BUILDING A MARKETING CAMPAIGN

Last week we discussed what a marketing campaign was, and how to get in front of clients that may need your services. And any company that makes something, sells a product or service needs photographs. Yeah, they can find bad stock photography and even great stock...

THE ANATOMY OF A MARKETING “CAMPAIGN”

THE ANATOMY OF A MARKETING “CAMPAIGN”

Exactly what IS a marketing campaign? We hear this from photographers all the time: "You must market your work." And we know that is true. "Send out a postcard.""Use email lists.""Magazines are hot right now." Yeah, all of that is true, but without context and...

HOW TO FIND YOUR VISUAL VOICE AS A PHOTOGRAPHER

HOW TO FIND YOUR VISUAL VOICE AS A PHOTOGRAPHER

I get the question a lot. "How do I create my unique style?" This is one of the hardest things to answer because it has to take so many disparate parts of your photography into account. And in the end, you cannot create your style, you can only find it. Creating a...

THE COMING AI TSUNAMI (Commentary)

THE COMING AI TSUNAMI (Commentary)

COMMENTARY THE COMING AI TSUNAMI This is October 20, 2020 and these are my thoughts on the fast coming AI being introduced into the photographic community. Perhaps my feelings and thoughts will change. S'all good. AI is coming to the photography community like a...

PHOTO TALK FRIDAY, OCTOBER 16: STROBES AND FLASH

PHOTO TALK FRIDAY, OCTOBER 16: STROBES AND FLASH

https://youtu.be/A5rTOBSIngw Photo Talk with Don and SidOctober 16, 2020 We have these meetings every Friday at 1 PM Pacific. Our discussions are rarely scripted, and we answer a lot of questions from those who join. This PTF was a big discussion on strobes and their...