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- ⛰️ Trail & Error: Play the game. 🧩 Find your next step.
⛰️ Trail & Error: Play the game. 🧩 Find your next step.
Discover your layoff-proof archetype—and explore your path to resilience and freedom.

Welcome back to ⛰️ Trail & Error, your guide to building a layoff-proof life.
This week, I’m sharing two things I’m incredibly excited about:
1️⃣ A fun new game to uncover your layoff-proof archetype.
2️⃣ An exclusive, invitation-only opportunity to join my Layoff-Proof Accelerator—a coaching program for professionals ready to make a major change.
Step 1: What’s Your Layoff-Proof Archetype?
I built Corporate Monkey Island to help you uncover your archetype and reflect on your next step. Early feedback has been amazing:
💬 “This totally checks out 🤣 LOVE IT.”
💬 “Super simple flow and so much fun!”
In just 5 questions, you’ll:
Discover your unique layoff-proof archetype.
Learn your strengths and shifts to move toward resilience and freedom.
Have fun exploring what’s next for you.
I had a ton of fun designing the archetypes and scoring—and I hope it’s a helpful way to figure out your best next step!
Step 2: Build a Resilient, Flexible Career in Just 90 Days
You’re hearing it here first: I’m launching a new thing.
My new flagship product is a group coaching experience called The Layoff-Proof Accelerator. We kick off on January 8th and go until April 16th, with live sessions every other Wednesday.
This 3 month program is designed for accomplished professionals ready to break free from corporate roles and build careers that give them resilience, freedom, and purpose.
What You’ll Gain
✔️ A resilient, flexible career you control.
✔️ Multiple income streams so you’re never dependent on one company.
✔️ A clear plan to align your work with what truly matters.
✔️ Support and camaraderie from a small group of amazing career explorers.
This isn’t just about freedom—it’s about having options and confidence no matter what comes next.
The Outcome
By the end of 90 days, you will:
1️⃣ Launch Your First Income Experiment
You’ll launch a product, secure a fractional client, join an expert network, etc… the sky’s the limit. The only rule is it can’t be selling *all your time in one bundle, ie a FT job.
2️⃣ Craft a Clear Career Blueprint
Build a roadmap for diversified income streams aligned with your skills and goals.
3️⃣ Build Confidence to Move Forward
Reframe limiting beliefs and take bold action on your next chapter.
Guaranteed Results
If you complete the work, you’ll achieve these outcomes—or I’ll continue coaching you until you do.
This isn’t just theory—I’ve done it. In 2023, my first full year of fractional work, I made over $300k while building a career that gives me freedom and flexibility.

Is This For You?
This is an invitation-only program. To be considered, you’ll need to:
✅ Have 10+ years of career experience.
✅ Be ready to take control and make a major change.
✅ Commit to doing the work—it’s not magic, but it works.
If you meet these criteria and are ready to take the next step, reply to this email with “I’m interested,” and I will follow up to see if this is the right fit for you.
Don’t Wait for the Next Layoff
As you already know, the old rules of work—stay loyal, climb the ladder, wait for stability—simply don’t work anymore.
If you want to stop relying on others for security and start building a career and life that works for you…play the game, reply to this email, and we’ll start to build your layoff-proof life together.
Until next time,
👋 Sean
P.S. Only 8 spots are available, and several people are already in discussion to join. Reply now to claim your spot and make 2025 your best year yet!

Happy Holidays from my crew!
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