Coaching
For bold minds navigating growth, transitions, or the next big leap.
I work with startup leaders, founders, creatives, and global professionals who are ready to step past fear and design their next chapter with clarity, courage, and alignment.
You might be building something entirely your own, navigating a personal or professional reinvention, or simply asking: What’s next?
You’re not lost — you’re evolving into courage.
And you’re not alone.
Who I Work With
I coach those who are or aim to be
🔥 Startup executives and founders at inflection points
🚀 Solopreneurs launching or pivoting aligned projects
🌍 Global professionals and nomads navigating across borders
🎨 Creatives and innovators stepping into leadership or entrepreneurship
🌀 Multi-passionate explorers embracing new directions
My Approach
How We Work Together
My coaching blends deep presence with practical wisdom — grounded in the Co-Active Coaching model, Positive Intelligence (PQ), and 15+ years of real-world experience across tech startups, creative industries, and global nomadic living. Above all, it’s about helping you step past fear and move courageously toward the life and work that matter most.
What sessions may look like:
- Clarifying your vision, values, and next steps
- Untangling transitions and identity shifts
- Designing a work/life rhythm aligned with what matters most
- Addressing creative resistance, inner critics, or burnout cycles
- Building momentum through aligned experiments and systems
Each session is fully individualized — shaped by your unique goals, context, and inner compass.
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, $500 value)
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.
→ This stand-alone session is included in some packages and promotions, or available separately at $500.
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.
Note: The Saboteur Discovery Session ($500 value) may be included as a complimentary bonus for new clients depending on timing and program.
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 executive to artist, Seoul to San Francisco to Norway and back again.
I know how disorienting, liberating, and powerful it is to move past fear and step into bold transitions.
Coaching was the space that held me when I was ready to grow — and 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