Harness your singular genius, reverse conviction decay, and chart the course that only you can walk.
You already know how to push hard.
You’ve hacked your way into rooms that weren’t built for you, shipped products with duct-tape budgets, raised eyebrows—and occasionally capital—by sheer force of will.
Your résumé reads like three lifetimes crammed into one. Now you're ready for the rarified challenge that only comes to those who've already won big—choosing between multiple compelling-but-divergent paths.
The next leap doesn’t feel obvious, and the stakes—company, reputation, family, self-respect—have never been higher.
That murmur of doubt you keep noticing in the quiet hours?
That’s conviction decay—and it steals momentum from the people who can least afford to lose it.
Together we can strip out the corrosion, prime the engine, and send you back on the track at full throttle.
The Offer in a Nutshell
12 weeks. Six 60-minute Zoom sessions. Unlimited asynchronous support in between.
You bring the thorny decisions, the looming pivot, the frayed co-founder relationship, or the audacious project you can’t quite articulate. I bring 15+ years in the arena—ex-YC founder, product lead at Etsy and Facebook, two-time author, national-champion gymnast, and coach to venture-backed founders doing hard, human work.
Together we:
- 🧬 Claim Your Genius – Uncover the pattern behind past peak moments. Weaponize the traits you once hid or “fixed” (ADHD, immigrant grit, unconventional career hops) until they become unfair advantages.
- 🏆 Play Your Game – You get to decide what’s worth suffering for. Define your vision of success based on your true aspirations, not conventional expectations. Replace comparison with personalized score-keeping.
- 📣 Own the Narrative – Recast every win and wobble as part of your hero’s journey. Craft a clear through-line—mission, values, origin story—so investors, teammates, and even your inner critic see your inevitability.
- 💪 Strengthen Your Inner Circle – Curate the voices closest to you. Replace skeptics and energy vampires with advisors, peers, and advocates who amplify belief, give unvarnished feedback, and keep you accountable to the bigger play.
- 📈 Script Your High Leverage Moves – Don’t waste a second optimizing the trivial. Identify the highest leverage actions, decisions, or bottleneck that when addressed, can trigger exponential results.
By the end of three months, you will have:
- True clarity about your ultimate ambitions—and what you’ll endure to get there.
- Messaging that attracts the right allies, investors, and customers without contortions.
- A concrete execution roadmap anchored in personalized strategies, not borrowed playbooks.
- Unshakeable belief in the power and potential of your unique genius
Investment: $3,950 (payment plans available)
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Who This Is For
You’re likely a fit if…
- You’re an ambitious outlier. You don’t fit the usual mold—and you don’t want to. Whether it’s your immigrant hustle, neurodivergent creativity, or unconventional career path, you’ve built a life that defies easy labels.
- You’ve walked the hard path. Maybe you bootstrapped a business, led a team through a major reorg, or built an open-source project that’s quietly powering production software. You’ve fought for your wins.
- You’ve reached a turning point. Options aren’t the problem—it’s choosing the one that aligns with your values, your people, and your long-term goals.
- You value rigor and candor. You’re game for uncomfortable questions, quick experiments, and the occasional gut-check worthy of a chalk-dusted coach’s whistle.
You should pass (for now) if…
- You’ve never shipped anything meaningful into the world.
- You want someone to hand you a template instead of sparring over context.
- You need revenue or funding ASAP. (Get off this page and start selling / pitching!)
The Transformation, In Real Terms
Imagine walking into your next board meeting, feeling the weight of absolute clarity in your chest, seeing the slight shift in posture as others recognize the unmistakable presence of someone who knows exactly where they're headed
Case Study Snippets
Kevin—From Unfufilled Senior Manager to $1.5M Agency Owner
- Then: Senior manager at a Series E rocket ship, crushed by meetings, estranged from his Peloton.
- Now: Founder of a profitable product-marketing agency. $1.5M in year 1 revenue, family time reclaimed.
Ravi—From Founder in Limbo to Six-Figure Revenue Product
- Then: Post-co-founder breakup, three ideas in Figma, conviction in shreds.
- Now: Cash-flow-positive SaaS with a supportive new team, inbound investor interest he can politely decline.
Sid—From Undervalued IC to Head of Function Leader
- Then: Finance & ops specialist looking for his next opportunity. A baby girl on the way.
- Now: Head of BD role in sustainable aviation, higher comp + mission alignment. Finding his fatherhood footing.
What Working Together Looks Like
Your Commitment
- Show up prepared. Bring data, context, and the real issues, not the sanitized cover story.
- Run at least one test or program action between sessions. Discussion without action is intellectual you-know-what.
- If something isn't working, say so. If something is working, dig into why. Real improvement starts with real talk.
Application Flow
- Buy the package and book your first call. Select a recurring slot on my calendar. If nothing works, let me know and we can work something out.
- Complete four questions that probe goals, obstacles, and willingness to experiment.
- Your first session is risk-free. If at the end of our first call you decide it’s not a fit, I’ll refund your payment—no questions asked.
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Frequently Asked Questions
“Will this fix my business strategy?”
It will fix the thinking that drives your strategy. By focusing on leverage points and alignment, we’ll create clarity that ripples through your decisions and direction. You’ll leave with more confidence and conviction—not just answers.
“I’m in the middle of a major pivot—can this help?
Absolutely. Whether you’re exploring new business ideas, redefining your role, or navigating uncertainty, we’ll chart a path forward. Together, we’ll prioritize what matters most and build momentum toward your next chapter.
“Do you work with co-founders or leadership teams?”
Primarily, I work one-to-one. However, if you’re looking for a co-founder alignment session or a team offsite to resolve tensions or refocus on your mission, mention it in your application—I occasionally take on group work.
“I’m already overwhelmed—can I really add this to my plate?”
Yes—because this isn’t about adding more. It’s about finding clarity, simplifying priorities, and creating space for what truly matters. Many clients find that this work reduces overwhelm, not increases it.
“What if I’m not sure what I want yet?”
That’s exactly where we start. Through Play Your Game and reflective exercises, we’ll uncover what feels authentic and meaningful to you—then create a clear plan to move forward with confidence.
“What happens if life throws me a curveball?” Life happens. If you need to pause, we can bank unused sessions for up to four months—no penalties, no guilt. This work is about progress, not perfection.
Why Jason Shen?
- Lived it. Three startups—one imploded, one pivoted, one acquired. PM of one of the biggest consumer products on the internet.
- Coached it. 900+ hours with founders from idea to Series A, best-selling authors, engineering directors, YouTubers, heads of commercial, and free agents.
- Codified it. Author of The Path to Pivot and Weirdly Brilliant. TED talk with 4.5M views. Published in MIT Sloan Management Review, TechCrunch, CNBC, and Every.
- Embodied it. NCAA champion gymnast and 2x world record holder turned CrossFit coach—discipline with play is my default setting.
A Word on Guarantees
I don’t sell miracles in a box. I offer perspective, pattern recognition, and a relentless bias for action. The tools work—when you work them. If you’re searching for certainty, start with taxes; entrepreneurship offers none. But if you want a seasoned sparring partner who sees the angles you’re missing and refuses to let you play small, we should talk.
The Road Awaits
Picture us as co-adventurers meeting at the local tavern at dusk. Your sword is nicked from battle, my bowstring is taut from the last campaign. Over a map unrolled on a wooden table we plot the next valley, the dragons, the shortcuts few know. We trade stories, swap provisions, and then—you head back into the wild, steadier, clearer, lighter.
If that scene feels right, hit “Apply.” Let’s hunt leverage, resurrect conviction, and build the chapter you’ll be proud to reread.
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