Think Outside the Lines Coaching
Create the life you want.
It's time to align success with who you are actually becoming.
I'm Shawn.
I work with people who feel highly capable and successful, yet somehow disconnected from the life they’re actually living.
It’s a space for anyone who suspects their daily reality doesn’t quite match the depth of who they are.
After over a decade navigating high-pressure startups and leadership roles at Apple, Activision, and Microsoft, I know that feeling firsthand.
From the outside, I had it figured out. Internally, I knew something was off.
I understand the drive of ambition and performance.
But I also know the specific exhaustion of moving fast without actually moving forward.
I eventually stepped away from that world to build something more aligned.
I didn’t do it because I had a perfect roadmap; I did it because I could no longer ignore the disconnect.
That gap between what looks good and what feels true is the exact space I work in now.
What We Navigate
Through 1:1 coaching, we work together to tackle:
CAREER TRANSITIONS
When what you're good at and what you want start to diverge.
IDENTITY SHIFTS
When titles and roles no longer fit who you're becoming.
THE MESSY MIDDLE
Leaving what looks good for what feels true.
BUILDING SELF TRUST
Finding your footing when there's no script to follow.
AUTOPILOT TO INTENTION
Moving from performance to presence.
My Approach
I don’t believe you need fixing, and I don’t offer rigid, one-size-fits-all frameworks.
Instead, I provide the steady support and clarity you need to:
Step off autopilot and stop checking boxes that don't belong to you.
Trade expectation for intention in your work and your life.
Move from performance to presence so you can finally inhabit the success you’ve built.
What you WON’T get:
Five-step frameworks, life hacks, or pressure to hustle harder.
What you WILL get:
Clarity when everything feels foggy, a steady presence in the uncertainty, and the space to hear yourself without judgment.
The people I work with aren't looking for hype.
They're looking for clarity, self-trust, and a path forward that actually feels aligned.
“Working with Shawn brought me immense clarity and provided actionable steps that moved me closer to my goals. He took the time to listen, asked thoughtful and precise questions, and approached challenges from a fresh perspective. Shawn doesn’t just offer theoretical coaching, he provides specific, intuitive guidance that drives real, measurable results. ”
How I Can Support You
1:1 Coaching
A focused coaching relationship designed to help you move from autopilot to intention.
Together, we'll explore what's feeling heavy, what's pulling you forward, and what small, aligned shifts can help life feel lighter and more like yours.
What's included:
Weekly 1:1 sessions (60 minutes, via Zoom)
Personalized alignment work and reflections
Ongoing support between sessions
Access to tools and guided resources
Investment:
$1,000/month (4 sessions + email support)
Best Value:
$2,500 for a 3-month commitment
Momentum Strategy Session
A single, focused session for when you need clarity—now.
We'll cut through the noise, identify what's really holding you back, and map out a clear, actionable path forward.
What's included:
90-minute deep-dive session
A practical action plan
Follow-up check-in two weeks later
Investment: $500
Create the Life You Want
A Digital Experience
Coming Summer 2026
Most online courses just give you more boxes to check.
This one is designed to help you step off autopilot entirely.
For those who want to deepen this work at their own pace, I am launching a self-guided experience that mirrors the depth of my 1:1 coaching.
This isn't a typical digital course filled with rigid frameworks.
It is thoughtful, reflective, and deeply practical—giving you the tools to close the gap between external success and internal alignment, on your own time.
“I’ve had the pleasure of knowing and working with Shawn both inside and outside of the corporate landscape, and his exemplification of integrity, strong leadership, and empathetic professionalism is ever prominent...His experience, leadership, and grounded compassion are invaluable and he is bound to make nothing but a positive impact on your life.”
“Shawn is an exceptional leader who balances professionalism with genuine empathy, creating a supportive environment. His mentorship left a lasting impact on my career, and I highly recommend him for his strength in leading with clarity and compassion.”
-Nive“Shawn leads with quiet strength. His mentorship has been instrumental and his leadership has left a lasting impact.”
-Jennifer“Shawn navigates diverse teams and personalities with emotional intelligence and respect, fostering a space where people go the extra mile. His mentorship on leadership and accountability was transformative."
-Ken