Coaching
For nonlinear lives, bold transitions, and building what only you can.
I work with artists building businesses, solopreneurs navigating creative transitions, global nomads reinventing home, and anyone walking an unconventional path.
You’re not lost — you’re evolving. And you’re not alone.
Who I Work With
I coach those who are or aim to be
🌀 Multi-passionate creatives exploring new directions
🌍 Global nomads cultivating belonging across borders
🚀 Solopreneurs launching or pivoting aligned projects
🔥 Career changemakers seeking clarity & courage
🎨 Artists expanding into entrepreneurship or leadership
My Approach
How We Work Together
My approach is grounded in the Co-Active Coaching model and Positive Intelligence (PQ) model, deep presence, and powerful questions — paired with real-world experience across tech, startups, art, and global nomadic living.
What sessions may look like:
- Clarifying your vision, values, and next steps
- Untangling transitions and identity shifts
- Designing your work/life around what matters most
- Addressing creative resistance, overwhelm, or imposter narratives
- Building momentum through aligned experiments and systems
Each session is fully individualized, shaped by our designed alliance and your unique coaching goals.
Language & Location
Language
Sessions are available in English or Korean, depending on your preference.
Virtual vs In-Person
As I travel frequently across countries, all coaching sessions are primarily held via Google Meet. If you’re interested in an in-person session, feel free to reach out with your current location and preferred dates—I’d be happy to explore possibilities together.
Getting Started: The Coaching Structure
How We Begin
Coaching is a deeply personal partnership, so I offer a phased beginning to support clarity, alignment, and meaningful insight from the start:
🌱 Phase 1. Chemistry Session (20 minutes)
A complimentary call to explore what brings you to coaching, what you’re seeking, and whether we’re a good fit to work together.
→ Required for anyone who hasn’t worked with me before.
🧠 Saboteur Discovery Session (45 minutes)
An introductory deep dive based on your Saboteur Assessment results. We’ll explore the inner voices that may be limiting your clarity, creativity, or confidence — and begin untangling what’s holding you back.
→ Available to returning or new clients who haven’t yet done this session.
You’re welcome to begin with either (or both) before committing to a longer coaching engagement. Each conversation is crafted to offer immediate clarity, even as part of a broader journey.
How We Continue
If we decide to work together beyond the initial sessions, coaching continues with a structure designed to support meaningful progress and real transformation.
6-Session Minimum Commitment
To build real momentum, coaching is offered in a minimum package of six sessions — held either monthly (once a month) or biweekly (twice a month) depending on your pace and needs.
Client-Led Topics
Each session begins with what matters most to you in that moment. Topics may shift from career clarity to personal transitions, creative resistance to boundary-setting — coaching evolves with you.
This structure offers both flexibility and consistency, giving space for deep reflection, forward movement, and real-life integration.
Rates & Payment Options
Coaching Offerings & Rates
Standard Rate
💼 $500 per 1:1 session (includes access to other tiered offerings: private newsletters, resources, tools)
Sliding Scale
💡 $250 per session available for early-career professionals (<5 years experience) or those navigating financial constraints (with coupon code)
Coaching is offered with a 6-session minimum commitment to support meaningful momentum. Monthly and yearly plans are available.
Payment Options
- Recurring monthly payment via Stripe (USD)
- One-time upfront payment via Stripe (USD)
- Bank transfer in KRW for Korean clients (invoice or 세금계산서 available)
A Note from Jay
I’ve reinvented myself — more than once. From tech exec to artist and solopreneur, South Korea to the world. I know how disorienting and liberating it can be. Coaching was the space that held me during those changes.
Now, I offer that space to you.
If this resonates and you’re curious about working together, I offer a 20-minute discovery call — a space to explore whether coaching is right for you.
Testimonials
“A moment of stepping back and reinterpreting myself. It was refreshing to reframe negative emotions and see myself from a new perspective.”
— Product Manager, 5 years
“A journey of finding myself. The coach helped me gently connect the dots between my scattered thoughts, allowing me to express what I hadn’t yet realized in my own words.”
— The Elephant Outside the Box
“A refreshing conversation that brought clarity and lightness to my steps. Though I started with an untidy mind and uncertain feelings, the natural and welcoming space allowed me to speak freely and leave with clarity, confidence, and direction.”
— PR & Marketing Manager