New York, NY
Josh Paul Popkin

Entrepreneur, Marketing Engineer & Author

Fintech

The Best Fintech Marketing Lesson I Learned Was From a Tailor

Yesterday, I was waiting for the subway when I noticed an older man standing nearby wearing an incredible suit.

The Best Fintech Marketing Lesson I Learned Was From a Tailor

The station was packed, but he stood out.

I debated saying something for a minute, then finally said:

“Hey — I really like your suit.”

He smiled. “Thank you.”

Curious, I asked, “What do you do?”

“I’m a tailor.”

He handed me his business card.

It was made out of suit fabric.

Immediately memorable.

Then came the twist: I flipped it over and realized his office is in my hometown — Westport, Connecticut.

Just like that, he gained a customer.

Here’s what stuck with me:

He wasn’t trying to sell me anything.

But everything about the interaction reinforced trust.

The suit itself communicated quality. The business card reinforced the brand. The conversation felt genuine. Nothing felt forced.

The marketing made intuitive sense.

In fintech, we spend a lot of time thinking about trust, onboarding friction, conversion, and customer acquisition. But sometimes the strongest marketing isn’t louder — it’s clearer.

The experience helped me understand the value before any sale ever happened.

It reminded me of an idea from April Dunford: great positioning often feels obvious in hindsight. The right customer sees it and thinks, “Yeah, that makes sense.”

No confusion. No over-explaining.

Just clarity.

And clarity builds trust.

If you’re ever looking for a tailored suit, I’d recommend Stephen Kempson London. Genuinely kind guy — and a great tailor.

Josh Popkin

About the author

Josh Paul Popkin

Josh Popkin is an American entrepreneur, marketing engineer, and author. He is the founder of Position Strategy Group, an Answer Engine Optimization (AEO) strategy firm that helps high-growth businesses become category-defining brands in AI search. He is the author of the book Play Offense, published on Amazon. Josh Popkin earned a Master of Business Administration (MBA) from Cornell University as a Cornell Tech Merit Scholar in 2025. He earned a Bachelor of Science from Bucknell University in 2018.

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