The Inner Keys to Becoming a World-Class Leader

Inner Game of Entrepreneurship Workshop



Wednesday, May 21, 2025 | San Francisco, CA

A One-Day Intensive to Overcome the Stress, Self-Doubt, and Chaos of Scaling Your Startup

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The Startup Landscape Has Never Been More Chaotic

AI is reshaping industries at breakneck speed. Economic volatility threatens funding. Political uncertainty disrupts markets.

Yet some founders navigate this chaos with remarkable clarity while others crumble under its weight.

The difference isn't strategy. It's state of mind.

Most founders obsess over tactics while neglecting the single biggest lever in their company: their Inner Game.

Which may show up as:

  • Your mind racing, second-guessing decisions and worrying about all the what-ifs

  • Ending each day exhausted yet still drowning in your to-do list

  • Feeling the crushing weight of responsibility grow heavier with each day

  • Projecting confidence to your team & investors while secretly drowning in uncertainty

  • The loneliness that comes from feeling like friends & family just can’t understand the pressures of being a founder 

This is precisely what makes scaling in today's environment feel like climbing Mt Everest.

But it doesn't have to be.

If this resonates, you're in the right place to transform into a world-class leader from the inside out.

What Makes a Great Leader in 2025

Founders don't struggle because they lack intelligence or vision…

They don’t even struggle because they are necessarily a ‘bad’ leader…

They struggle because no one ever taught them how to remain centered amidst relentless pressure and unprecedented change—how to lead from inspiration instead of fear.

And when they operate from stress and doubt, they eventually burn out or get pushed out...

And their once-revolutionary vision gets buried in the startup graveyard alongside thousands of other brilliant ideas that never reached their potential.

But when you master the Inner Game…

You make decisive moves under pressure, navigate crucial conversations with ease, maintain focus among chaos, and sustain your energy for the long game. 

You wake up inspired and connected to your deeper purpose. 

You consistently bring out the best in your team, leading them to generate more and more success. 

Allowing you to confidently scale further than you imagined possible, and in a way that actually fulfills you and feels worth it.

That's exactly what we'll teach you in this one-day immersive workshop.

Workshop Agenda:
A Day of Transformation

This intensive workshop is carefully designed to give you the exact tools, frameworks, and practices that the world's most successful founders use to master their Inner Game.

Morning Session (9:00 AM - 12:30 PM): Foundation & Presence

  • Powerful kickoff to set your intentions and visualize success

  • Master conscious listening techniques that transform team communication

  • Learn to speak unarguably to prevent misunderstandings and build trust

  • Identify and transcend your Inner Voice patterns that create self-doubt

Lunch & Integration (12:30 PM - 1:30 PM)

Afternoon Session (1:30 PM - 5:00 PM): Liberation & Emotional Mastery

  • Distinguish facts from stories to make clearer decisions

  • Release attachments that limit your leadership potential

  • Discover the wisdom hidden in your most challenging emotions

  • Master energy management techniques for sustainable performance

  • Experience guided breathwork to release resistance and access flow

Evening Session (5:30 PM - 7:00 PM): Inspiration & Integration

  • Transform how you motivate yourself and others—from fear to inspiration

  • Create your compelling Desired Future State with creative tension

  • Develop personalized implementation commitments to sustain your growth

  • Integrate key insights through reflective journaling and planning

Dinner & Community (7:15 PM - 9:00 PM)

  • Connect deeply with fellow founders in a supportive environment

  • Share commitments and receive peer feedback

  • Build relationships that extend beyond the workshop

What You'll Walk Away With

Unwavering Inner Clarity

  • End the 3am mental spirals that keep you second-guessing every move

  • Transform your inner critic from saboteur to strategic advisor

  • Make decisions in minutes that used to take weeks of anxiety

Leadership That Cuts Through Chaos

  • Navigate volatility with calm presence that steadies your entire organization

  • Turn unexpected challenges into breakthrough opportunities

  • Inspire your team from vision rather than drive them from fear

  • Create a culture where candid feedback flows without defensiveness

Sustainable Peak Performance

  • Feel energized at day's end instead of depleted

  • Access flow states that make complex leadership challenges feel effortless

  • Watch your team deliver their best work consistently—regardless of external circumstances

We'll help you and your team see reality clearly—and the team that sees reality clearest, WINS.

Why This Workshop Is Different

What got you here won't necessarily get you through 2025's unique challenges.

Adding more tactics doesn't lead to transformation. It's about unlearning the patterns keeping you from being the leader today's environment demands.

Your leadership state is the single biggest lever in your company's success. How you show up ripples throughout your entire organization.

Unlike other leadership programs that focus on theoretical concepts or temporary motivation, this workshop delivers:

  • Transformational Shifts: Experience real-time, fundamental changes in your state of being instead of just acquiring more information.

  • Intimate Experience: Connect with peers who truly understand your journey in today's complex landscape.

  • Immediate Application: Walk away with practices you can implement the very next day to navigate current challenges.

About The Facilitators


Dave Kashen

Dave Kashen is regarded as one of the top startup founder/CEO coaches. Until now, his work has been mostly 1:1 with founders but we’re now creating new ways to expand his impact and lower the barrier to entry to receive his coaching, insights, etc.

If you don’t know Dave, he’s coached hundreds of founders and CEOs, 10+ unicorn founders and dozens who’ve built $100M+ companies, collectively creating over $100B in value. His clients include founders of Instagram, Solana, Alto Pharmacy, Jet, Fetch, Redesign Health, Indiegogo, Morning Brew, Republic, Truebill, and many more.

Dave cares deeply for founders (he’s started and sold 2 startups himself and is a YC alum) – his coaching is centered around conscious leadership, calming the internal storm that founders face, and transforming them into a world class leader and CEO capable of scaling with ease.

Emma Wood

Emma coaches ambitious entrepreneurs to collapse their timelines and become great leaders by doing the inner work to transform how they show up in the world. She combines her approach to conscious leadership coaching with a decade of experience as a startup leader (Haus, Bocce’s / Antelope, Lean In) and McKinsey consultant to support her clients to thrive in high-pressure environments while staying true to their purpose.  

Moshe Michael Ovadia

Moshe coaches startup founders/CEOs from the ‘inside out’ to step fully into their power, navigate strategic and interpersonal challenges, and scale high-trust cultures.  Before coaching, Moshe was on the founding team of 3 startups, oversaw L&D and culture at Bridgewater Associates, and was a management consultant across 3 continents at Monitor Deloitte.  Moshe holds an MBA and PhD from Stanford University and facilitates the iconic course Interpersonal Dynamics at Stanford’s Graduate School of Business.

Event Details

Date: Wednesday, May 21, 2025 

Time: 9:00 AM - 9:00 PM

Location: San Francisco, CA (Exact venue details provided upon registration) 

Investment: $795 for full-day workshop, materials, lunch, and dinner.
(Early bird pricing ends on May 1st and will raise to $1200 per spot)

 Group Discount: Save 15% for every founder you refer that signs up

Limited Capacity: Only 30 spots available to ensure personalized attention

What Past Participants Say

“This retreat was powerful in a way I will (hopefully) never forget. Thank you Dave and all the coaches…”

- Sophia Lugo
CEO & Chairman, Radar Therapeutics

“It was the single best personal development thing I've ever done on a time investment → ROI perspective.”

”I still feel in a state of flow even to this day; its been over a month since the retreat!”

- Gagan Biyani
CEO and Co-Founder, Maven

“Dave's work was absolutely game changing and is the gift that keeps on giving.”

- Matt Ford
CEO, Prism.fm

  • Learn

    Learn the principles, frameworks and tools of conscious leadership that help you elevate your consciousness, see reality more clearly and be a powerful leader. Expand your awareness about who you truly are, and let go of the mental & emotional patterns that get in your way.

  • Transform

    Experience a transformational shift at the level of your Being so you can be the kind of leader you want to be, bring out the best in your people, realize the potential of your business, and love the journey. You will leave the retreat fundamentally different than when you arrived.

  • Connect

    Build deep, vulnerable, authentic connections with a supportive group of your peers who are in the arena with you. We’ll create a safe environment to give and receive candid feedback, be messy and try out new ways of being and acting together.

  • "If you're looking for a coach who bridges head and heart, personal & professional, and the everyday and the cosmic, you couldn't ask for a better partner than Dave."

    Mike Krieger, co-founder, Instagram

  • “Dave is one of the best CEO coaches in the world.”

    Matt Mochary, author, The Great CEO WIhin

  • “Dave's coaching has been the most impactful thing (outside of having kids) in my LIFE in the last 5 years.

    Jesse Pujji, founder, Gateway X

  • “Dave has fundamentally changed my perspective on life.”

    Nate Faust, co-founder, Jet.com

  • “Dave is like Yoda, but for business and way better looking.

    Alex Lieberman, co-founder, MorningBrew

Your Company, Your Team, and Yourself
Will Thank You.

Most founders don’t make this shift until it’s too late. Until burnout forces them to step back. Until their team fractures. Until an investor conversation goes sideways.

Don’t wait until you’re at the breaking point.

If you’re feeling drained, stuck, or losing your edge, this is the reset you need—before it costs you your company.

Whether you're raising your next round, scaling your team, or navigating a pivot, this workshop will give you the clarity, confidence, and energy to lead with presence and inspiration.

The workshop attendee slots will be taken up fast—secure your spot below.