CEO Bootcamp — Founder to CEO Training – Enjoy The Work
Bootcamps 2026

Startup Founder Training

The skills of the CEO determine the ceiling for a startup.

Upcoming Events

Choose Your Bootcamp

Five opportunities to transform your founders into world-class CEOs.

Startupfest
July 6–7, 2026 Montreal, Canada

From Founder to CEO Bootcamp
with Startupfest

Held alongside Startupfest in Montreal — train with elite operators while plugging into one of the most iconic startup gatherings in Canada.

$1,500 CAD
Grab Your Seat
Internal
November 16–17, 2026 San Francisco

In-Person CEO Bootcamp

In-person intensive in the heart of Silicon Valley. Network with founders, investors, and operators at the center of the startup world.

+ Optional networking dinner the night before

bolt Save $1,000 · Founding Rate
$2,000 $3,000 USD

Locked-in early pricing — returns to $3,000 on August 30, 2026. Seats at this rate are first-come, first-served.

Claim Founding Rate
Most Accessible
Internal
December 1–2, 2026 Virtual

Virtual CEO Bootcamp

Full bootcamp experience delivered online. Same curriculum, same coaches, same transformation — accessible from anywhere in the world.

$999 USD
Grab Your Seat
Internal
January 12–13, 2027 Miami

In-Person CEO Bootcamp

Kick off the new year with an immersive in-person experience in Miami. Build momentum and accountability from day one of 2027.

+ Optional networking dinner the night before

bolt Save $1,000 · Founding Rate
$2,000 $3,000 USD

Locked-in early pricing — returns to $3,000 on November 30, 2026. Seats at this rate are first-come, first-served.

Claim Founding Rate
Future Cohorts

Can't Make Any of These? Join the Waitlist

Drop your name and we'll reach out the moment new dates and locations open up — plus early access before public registration.

Join the Waitlist

The
Founder Journey is Lonely and Difficult

Your founders face constant shifts and are expected to have all the answers, even as their own roles remain in flux. At first, they are inventors, spotting needs no one else sees and bringing products to life with grit. But as soon as customers start buying, their job changes entirely. They must transition from inventor to leader, the critical evolution from founder to CEO. The best CEOs require a diverse and rigorous skillset. They must know how to build go-to-market systems, raise capital, hire talent, and manage people. To help your founders navigate this transition and scale effectively, Enjoy The Work provides a dedicated bootcamp for each of those essential skills.

130+
Workshops Completed
1,200+
CEOs Trained
86
NPS Rating
The Intensive

A 48-Hour Transformation

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Day 1: Rhythm, Goals, Capital and Management

This bootcamp helps founders sharpen their daily operating rhythm, set clear goals, and delegate more effectively as leaders. It also gives them practical tools for raising capital, from pitching to handling investor questions and managing the process.

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Day 2: Story, Sales, and Scale

This bootcamp helps founders sharpen how they tell their story, position their company, and lead early sales conversations with confidence. It also gives them practical tools for hiring well and turning key takeaways into clear next steps.

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"For any founders at any stage who can use practical advice, a sanity check on your areas to improve, and gain experience from other founders, this is the workshop for you."

Hugo Hodgett
Hugo Hodgett
CEO, H2 Analytics
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"What was different about this is the fact that it did not only cover the topics at a strategic level, but provided tactical, practical, and actionable tools — so it was not just theory but we could take the learning and apply it immediately in our companies. A bootcamp definitely recommended for every CEO."

Anis Hanna
Anis Hanna
President, Pleora Tech
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"The frameworks to follow were my favorite part. Bringing simplicity to chaos is a skill we all need to survive this world."

Stephanie Grein
Stephanie Grein
Co-Founder & CEO, BeginlyHealth

This Seat Is for
Leaders Who Build.

You've built something real. CEO Bootcamp is a selective program for CEOs, founders, and senior operators who are ready to operate at an elite level — not through theory, but through intense, practical training alongside peers who hold the same standard.

Spots are limited and cohorts are curated. Tell us where you are and where you want to go — we'll be in touch personally.

groups For Organizations

Run a CEO Bootcamp inside your company, accelerator, or portfolio.

Bring the full bootcamp experience to your team, founders, or cohort. We co-design and deliver a private engagement built around your operators.

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