The iGaming Leader · Founders and C-suite
Where iGaming leaders stop deciding alone.
Your personal board: four iGaming founders and C-suite peers who meet with you every week, under NDA. Bring them your next major decision. If it has a weakness, they find it before your investors or regulator do.
Apply to joinNext Inner Circles start Thursday 3 December
Fintan CostelloBoard Advisor & NED
Tom GalanisFounder & CEO, TAG Media
Ramiro AtuchaFounder, Atucha Strategic Advisory
Sidharth SwarupCEO, Ingenuity Gaming
Jovana Popović ČanakiCEO, iGP
Martin CroweFounder, NexaCompliance
Laurence JonesCEO, Colossus Bets
Ed BirkinMD, H2 Gambling Capital
Sarah McLeanCCO, Pretty Technical
Shelley HannahCPO, HighStack
Alex WindsorFounder & CMO, GameTime Digital
Bobby ShoreVP Strategy, SEGA SAMMY
Carlos StrazzerFounder & CEO, Ventures Lab
Megan EaseyCEO, Xace
Ollie CastlemanMD, Hub88
Michael Baker-MosleyFounder, Triumph B2B
Doug FallonFounder & CEO, Beyond Wild Games
Neill SimpsonCOO, EnteractiveThe problem
Your team is too close to see it. Your board is too far to ask.
The higher you go, the fewer people you can actually talk to.
Your peers are your competitors.
Your team needs you certain.
Your family doesn't have the context.
So the hardest decisions get made alone, with nobody to tell you when you've got it wrong. And that can be expensive.
"As a bootstrap founder with no shareholders or board to lean on, I don't have an equal counterpart. What I've found here is people who've been doing this as long as me, running bigger businesses than mine, opening up about the same things."
The usual places to turn each fall short.
An executive coach
One person's view, usually from outside iGaming. Good for how you lead, not for the decision in front of you.
Your company board
They see the numbers once a quarter, not the decision you face this week. Every conversation with them doubles as a performance review.
Your professional network
Full of people you would never tell the truth to. Anything you share there travels, and it usually reaches the wrong person.
Why this room
The only room with nothing to gain from your answer.
Your Inner Circle is four iGaming founders and C-suite peers around your stage, with no conflicts of interest. They tell you what they would do in your shoes.
What members bring
The decisions you can't take to anyone else.
"I've known the right decision for six months. Why haven't I made it?"
"Do I buy out my co-founder now, or wait for the valuation?"
"Which of the fifteen things on my list actually matters this quarter?"
"Nobody on my team will tell me this plan has a hole in it. Does it?"
"Is a stand at ICE still worth the money?"
Based on real decisions brought to Inner Circles, anonymised.
Bring the one you are sitting on.
Apply to joinHow it works
One hour a week. One decision in the hot seat.
Your Inner Circle
Four peers, matched with the Compass Method.
One slightly ahead of you, who saves you a year of figuring it out. One just behind you, who shows you what you've forgotten. Two right where you are, who see the angles you can't. Every Circle is checked for conflicts of interest, and it's the same five people in the room every week.
The hot seat
Each week one member takes the hot seat. You put yourself forward, or your Circle nominates you.
Before the session you send your Circle a short brief on the decision. In the session you present it. Your peers ask clarifying questions first. Then each one tells you what they would do in your shoes, from experience. You leave with one next action and a date.
Thursdays, 3pm CET. Sixty minutes, on video.
Illustrative. Based on a real Inner Circle, names changed.
Between sessions
Your commitments live inside your private Inner Circle community.
The next action from each hot seat goes into your Circle's private WhatsApp group: what you said you would do, what you did, and where you need help next.
Your Circle asks about it before the next session. It is simple, and it is the part members say they cannot get anywhere else.
"Six weeks of accountability produced more pipeline than the six months before it. It's the first thing in two years that's actually moved the needle."
How the room is protected
The one room where you don't have to perform.
There are things you can't say to your team. Things you can't say to your network. Things you won't even say to your spouse. This is where you say them.
Because everyone in your Circle carries the same weight, nobody is impressed by the polished version. You bring what is really going on, and you learn from each other's battle scars.
Three rules protect the room.
Nothing leaves your Inner Circle.
Every member signs an NDA before joining. Nothing reaches your team, your board or other members. Breaking it ends your membership.
No conflicts of interest.
We check every Circle for conflicts of interest before you are matched, so nobody across the table has a stake in your answer.
No pitching.
You are here to be helped, not to find clients. Anyone who sells to the room gets one warning, then they are out.
Also in your membership
Expert sessions
Monthly, off the record, with people who have done it.
Once a month a founder or senior leader joins members for a closed-door fireside under the Chatham House Rule. Recent speakers:
Tim HeathYoloEd BirkinH2
Paris Smithex-Pinnacle
Savvas FellasMrQ
Alexandre TomicAlea
Daniel GraetzerMaximBet
Grainne HurstBGC
Andrew BullossOdgers Berndtson
Every Thursday on video. Four times a year in person.
Barcelona, January 2026. Axe throwing the night before ICE.
Then we sat down and ate what we cooked.
Fourteen members around one table.
Land your first NED, London. June 2026.
Fireside with Andrew Bulloss, Odgers Berndtson.
Dinner afterwards, London.
In-person events
Where online peers become people you would call.
Members meet in person four times a year, around ICE, SBC, iGB Live and SiGMA. This year:
- Barcelona, January. Axe throwing, then dinner the night before ICE opened.
- London, June. Land your first NED, with a keynote from Richard Flint, ex-CEO of Sky Betting & Gaming, and a fireside with Odgers Berndtson.
- Lisbon, September. A tuk-tuk convoy through the city, a cookery class, then dinner on the nine dishes we made.
- Next: Barcelona, 19 January 2027. Dinner together, then our own private table at Midnight Mayhem, Behind The Gloves' charity fight night at La Paloma during ICE week.
Every quarter
A one-to-one with Leo.
Step back from the week and focus on the one or two moves that matter most.
Every day
The wider member community.
Introductions, what is working elsewhere, and people to call across every Circle.
Every Inner Circle session ends with a decision, a challenge or a committed next action. No panels. No passive listening.
Members
What changes for members.
"What this environment gives you is somewhere to raise concerns without them sitting on you. Having peers who can genuinely challenge you and hold you to account. That, for me, is the game changer."
"I said on one of the group calls: logically I know everything is fine, but at the back of my mind I have this fear it's all going to come crumbling down. Someone said instantly, that's how I feel every day. You stop feeling like an idiot."
"I used to feel the CEO role had just fallen into my lap. That's switched. I'm the one people listen to, and the one who decides where the business goes."
Next in-person event Sold out
Sold it. Raising it. Keeping it.
· 15:00 to 20:00 · Shoreditch, London
An investor, three founders who sold, raised and kept their businesses, and an M&A adviser behind some of iGaming's biggest deals. One room of 40 iGaming founders, then an evening off the record.
Sold out. All 40 seats are taken. Join the waitlist and you will hear first if one opens up.
As featured in
From Leo
The higher I went, the fewer people I could talk to.
Hey there,
I spent 17 years in iGaming, the last stretch as a Director at BetVictor. The higher I went, the fewer people I could be honest with.
The risk isn't one bad decision. It's years of good-enough decisions that nobody challenged.
So I built the room I couldn't find. I match you with four other iGaming leaders around your level, in an Inner Circle of five that stays together.
I read every application myself and match every Inner Circle personally. That's why it works.
Your next decision
What decision are you facing alone?
£9,600 a year
Billed annually. Most members expense it.
What's included
A fixed Inner Circle of five
You and four peers, the same people every week, so you never re-explain your business.
A hot seat every week
One decision a week, challenged by people who have already made it. You take the seat when you have one to bring.
Your Inner Circle WhatsApp group
Commitments shared with your Circle and followed up, so what you decide gets done.
Closed-door expert sessions
Monthly, under the Chatham House Rule, with people like Tim Heath and Grainne Hurst.
Four in-person meetups a year
Members' dinners around ICE, SBC, iGB Live and SiGMA.
A quarterly one-to-one with Leo
Step back from the week and focus on the one or two moves that matter most.
"It's one hour out of a 40-hour week. That 2.5% gives you a better return than the other 97.5%."
The first six weeks are the trial.
Attend at least five of the first six sessions. If at your week-seven review it hasn't made your next major decision clearer, tell Leo and he refunds the remaining 10 months within five working days. If it's the group rather than the format, you can move to a different Inner Circle instead.
"Even at C-level, you don't need to have all the answers. It's reassuring to discover that others are facing similar challenges or have already navigated them. I'd have joined much sooner."
Next Inner Circles start Thursday 3 December
Need sign-off? Build the business case for your CFO in 90 seconds.
Questions
The questions everyone asks.
Who is in the room?
Founders and C-suite executives of iGaming businesses with revenue or funding behind them, across operators, suppliers, affiliates and consultancies. Startups are welcome. Every member is reviewed by Leo and checked for conflicts of interest before being matched.
"I was giving someone advice on their problem and suddenly thought: hang on, why aren't I doing that? I knew the answer all along."
How much time does it take?
One hour a week with your Inner Circle, Thursdays at 3pm CET on video. Plus the WhatsApp group between sessions, a monthly closed-door expert session, a quarterly one-to-one with Leo and four optional in-person meetups a year.
What does it cost, and can it be expensed?
£9,600 a year, billed annually. Most members expense it. If you need sign-off, use the business case builder to send your CFO a summary in 90 seconds.
"If it helps me make one less major mistake in 12 months, the fee is small compared to the potential impact."
Is it confidential?
Every member signs an NDA before joining. Nothing leaves your Circle, and breaking that ends your membership. Expert sessions run under the Chatham House Rule. Every Circle is checked for conflicts of interest before you are matched.
What if the Circle is not the right fit?
Tell us and you can move to a different Inner Circle. And if after your first six weeks the format has not made your next major decision clearer, Leo refunds the remaining 10 months within five working days.