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Oliver Buchannon
Stephen Kuban

Stephen Kuban, founder and CEO of Kuban Transit Solutions (KTS), is an emerging thought leader on the future of the post-AI workplace. A 2025 Mass Transit Magazine "40 Under 40" honoree with over a decade leading America’s most well-known transit technology companies, his mission is to help public sector leaders shatter their glass ceilings.

March Roundup at TransitGPT

Apr 5, 2026

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7 min read

March Roundup at TransitGPT

The journey starts with you.

Stephen Kuban
Stephen Kuban
I'm resigning

Apr 1, 2026

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4 min read

I'm resigning

Important update from KTS

Stephen Kuban
Stephen Kuban
The 5 Phases of AI (And Why You Can't Skip Ahead)

Mar 29, 2026

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5 min read

The 5 Phases of AI (And Why You Can't Skip Ahead)

Organizational change starts with individual leadership.

Stephen Kuban
Stephen Kuban
The most comfortable interview ever

Mar 25, 2026

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5 min read

The most comfortable interview ever

The AI prompt that turns your ideas into action... without the stress.

Stephen Kuban
Stephen Kuban
⚡ How to turn the 💡 on ⚡

Mar 22, 2026

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4 min read

⚡ How to turn the 💡 on ⚡

AI adoption needs charge from two directions. Here's how to wire it.

Stephen Kuban
Stephen Kuban
No insight today, just cake.

Mar 18, 2026

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3 min read

No insight today, just cake.

Sometimes the best use of AI is making yourself laugh.

Stephen Kuban
Stephen Kuban
URGENT.

Mar 15, 2026

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3 min read

URGENT.

AI and the existential turning point for public transit.

Stephen Kuban
Stephen Kuban
The Magic of Deep Research

Mar 11, 2026

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6 min read

The Magic of Deep Research

AI democratizes understanding in the same way the internet democratized information.

Stephen Kuban
Stephen Kuban
The Art of Transit

Mar 8, 2026

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5 min read

The Art of Transit

When AI automates science, art is what remains.

Stephen Kuban
Stephen Kuban
My favorite threesome

Mar 4, 2026

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5 min read

My favorite threesome

Why one AI tool will never be enough

Stephen Kuban
Stephen Kuban
In Review: AI Doesn't Replace You; It Reveals You.

Mar 1, 2026

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7 min read

In Review: AI Doesn't Replace You; It Reveals You.

After one month of TransitGPT, here's what's happened and what I've learned.

Stephen Kuban
Stephen Kuban
"Why Does This Suck?"

Feb 25, 2026

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4 min read

"Why Does This Suck?"

The most important question to ask AI.

Stephen Kuban
Stephen Kuban
AI has a trust problem

Feb 22, 2026

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7 min read

AI has a trust problem

Here's how you fix it.

Stephen Kuban
Stephen Kuban
Is paying for AI really worth it?

Feb 18, 2026

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6 min read

Is paying for AI really worth it?

Here's what Zoolander has to teach us about "Thinking" Models.

Stephen Kuban
Stephen Kuban
Why you should love Walmart — but not for the reason you’re thinking.

Feb 15, 2026

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5 min read

Why you should love Walmart — but not for the reason you’re thinking.

AI gives transit the same opportunity that turned Walmart into Walmart.

Stephen Kuban
Stephen Kuban
Is your AI Policy setting you back?

Feb 11, 2026

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4 min read

Is your AI Policy setting you back?

How to set up an AI culture that puts transit ahead of the curve.

Stephen Kuban
Stephen Kuban
The Operator We Almost Lost

Feb 8, 2026

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6 min read

The Operator We Almost Lost

How AI elevates the people who our systems have left behind.

Stephen Kuban
Stephen Kuban
I'm not betting on AI. I'm betting on humanity.

Feb 4, 2026

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3 min read

I'm not betting on AI. I'm betting on humanity.

It's time we rethink the skills we train our staff on.

Stephen Kuban
Stephen Kuban
AI lets you follow your energy. It's a radical new way of working.

Feb 1, 2026

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6 min read

AI lets you follow your energy. It's a radical new way of working.

Your energy doesn't follow a calendar. With AI, your productivity doesn't have to either.

Stephen Kuban
Stephen Kuban
Spit it out already

Jan 28, 2026

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5 min read

Spit it out already

The shi*ty first draft is the best way to get started with AI.

Stephen Kuban
Stephen Kuban
Welcome to the AI Newsletter that sings with you.

Jan 25, 2026

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4 min read

Welcome to the AI Newsletter that sings with you.

This one's for you, my transit friend.

Stephen Kuban
Stephen Kuban

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