The iGaming Leader Podcast

Yoni Sidi: Why This CEO Works 15-Hour Days Across Two Continents

Yoni Sidi wanted to slow down. After 17 years in corporate iGaming, the plan was simple: build a platform, generate traffic, play golf. Then Winpot took off in Mexico, the B2B business grew to 14 or 15 clients, and he found himself working 14 to 15-hour days across two continents. He talks Leo through building a bootstrapped operator and tech business from scratch, leading across cultures, and what he would tell his 2022 self.

Yoni Sidi
Yoni Sidi
CEO, Wiztech Group
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01 · Watch the episode

The full conversation

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Yoni Sidi

02 · The guest

Yoni Sidi

CEO, Wiztech Group

Yoni Sidi is a chief executive and marketing leader with a track record across the global iGaming and entertainment industry. After three years of military service as a combat instructor and 17 years in corporate iGaming, he built Winpot in Mexico with no outside funding, alongside a B2B tech business now serving 14 to 15 clients.

As CEO of Wiztech Group, he runs both businesses between Cyprus and Mexico, working at the intersection of technology, regulated gaming, and customer engagement — scaling brands, building teams, and expanding into new markets across LATAM, Europe, and beyond.

Follow Yoni on LinkedIn →

03 · Inside this episode

Moments worth queuing up

00:00 Introduction.
00:48 Growing up around Ronnie Rosenthal, Liverpool, and Tottenham.
06:29 Three years of military service as a combat instructor, and what it taught him about standards.
08:14 Building Winpot with no outside funding, brick by brick.
12:38 How close he still is to the original vision of slowing down.
15:32 Why switching off has been harder than any commercial decision.
18:41 Managing two businesses across Cyprus and Mexico in different time zones.
26:48 The hard part of leadership is people, not strategy.
32:16 Learning to lead across Israeli, Mexican, British, and Cypriot cultures.
35:50 What he would go back and tell himself in 2022.

In their own words

01 / 06

“My aim and vision was to literally stop generating traffic. I’d be playing golf. No pressure, no stress. We make plans and God laughs.”

02 / 06

“The bad times will feel like you have five elephants on your shoulders. The good times will not feel as good as you expect them to be.”

03 / 06

“It can be a really lonely place at the top when you’re making your own decisions.”

04 / 06

“I wasted a lot of my own time and energy and deteriorated my own mental health by being too ashamed to ask for help or for advice.”

05 / 06

“I would always choose the people over the speed.”

06 / 06

“Everything will be okay. Nothing is life or death. Speak to people. Share your problems.”

Key takeaways

What to take back to your desk

01

Plans for an easier life rarely survive success. Yoni set out to build a platform, generate traffic, and step back. Winpot took off in Mexico, the B2B side grew to 14 or 15 clients, and the workload went up, not down.

02

Bootstrapping means building brick by brick. With no outside funding, every decision on the operator and tech side carried his own risk — and his own pace.

03

Switching off is a leadership skill, not a reward. For Yoni it has been harder than any commercial decision. Running two businesses across Cyprus and Mexico makes it harder still.

04

Strategy is the easy part. The hard part is people. Given the choice, he picks the right people over moving faster.

05

Leading across cultures takes deliberate work. Israeli, Mexican, British, and Cypriot teams read directness, urgency, and hierarchy differently.

06

Ask for help sooner. The top can be lonely. Yoni’s message to his 2022 self: nothing is life or death, speak to people, and share your problems.

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Related reading

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Important links

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