iGamingLeader

Insights

Leadership, decision-making, and the isolation that comes with it.

Notes from Leo Judkins on running the iGaming Leader Mastermind, and the patterns he sees in senior operators across the industry.

Only do the things that only you can do

The things that made you good at your job become the things that hold you back.

June 2026 Read →

You rise to the level of your environment

Our kids didn't get worse. They got better.

May 2026 Read →

80 redundancies, and I couldn't tell a soul

The most devastating experience of my professional life.

April 2026 Read →

I froze on stage. Ten years apart.

The fear doesn't go away. It never does.

April 2026 Read →

The day I resigned as Director

Not because the job was bad. Because I'd become someone I didn't recognise.

April 2026 Read →

Knowing what you can't say

70% of what's going on, there's nobody I can talk to about it.

April 2026 Read →

The $1,100 that changed everything

Three months earlier, I couldn't get out of bed.

March 2026 Read →

The 3.5-hour drive that changed everything

I had no plan beyond the interview. No idea Gibraltar even existed.

March 2026 Read →

"I lost confidence in myself."

Said like he was commenting on the weather.

March 2026 Read →

The pressure becomes invisible the moment you're congratulated

They're not celebrating writing the check. They're nervous.

March 2026 Read →

"Daddy. Daddy."

The problem was never the pressure. It was having nowhere to put it down.

March 2026 Read →

I forgot how to speak Dutch

What has your career cost you that you didn't notice until it was gone?

March 2026 Read →

The decision that sat for six months

Lack of information was never the problem.

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The person running the room doesn't get their turn

A pattern that's been bothering me for months.

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Nobody tells you about the lonely part

You're not the only one.

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You can't fake it for too long

The problem with "fake it till you make it."

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The question nobody at this level asks out loud

It's not a confidence problem. It's a structural one.

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Most leaders test everyone except themselves

He tested his whole leadership team. Then he took it himself.

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What actually happens at the end of an Inner Circles cycle

The honesty is the hard part.

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Why giving feedback teaches you more than receiving it

Most people think the hot seat is the product. It's not.

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What we learned running a NED event for 40 iGaming leaders

Board-seat pathways in iGaming operate like a black box. We tried to open it up.

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Leadership is lonely. It doesn't have to be.

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