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DECISION CONVERSATION

An important decision deserves a serious pressure test

I will not make the decision for you.
I will help you see what you are actually deciding.

A focused 60-minute video conversation that puts scattered information, hidden assumptions and the cost of each choice on the same map.

See options and book →

Need several key people in the conversation? Explore work with teams →

Questions worth bringing

FOUR TRACKS
I

Life & Choice

Career turns, identity shifts and a second curve
  • Stay, leave, or redesign the path?
  • Why does a successful life still feel incomplete?
  • Which capabilities matter most in the AI era?
II

Investment Judgment

Risk, cycles and allocation frameworks
  • What allocation would let me sleep at night?
  • How should I separate the risks in overseas assets?
  • Is this a durable opportunity or anxiety in disguise?
III

AI & Technology Decisions

Products, teams, sequencing and execution
  • Where should my company actually begin with AI?
  • Build, buy or outsource?
  • What is the lowest-cost credible first test?
IV

Founding, Organizations & Expansion

Business models, partnerships, Hong Kong and Japan
  • Is this business worth pursuing now?
  • What is really breaking between the founders?
  • What are we most likely to underestimate abroad?

This is not a general chat

WHAT HAPPENS
01

Redefine the problem

People often stall because the visible options are not the real issue. We first identify the conflict that actually drives the outcome.

02

Put the costs on the table

Every choice gives something up. Clear risks, opportunity costs and irreversible factors make the judgment genuinely yours.

03

Turn clarity into action

Within 24 hours, you receive a one-page note with the key judgment, assumptions still to test and the next useful moves.

Two real decision situations

DECISION STORIES

Identifying details have been removed and some non-essential details generalized.

CAREER × INVESTMENT JUDGMENT

Stop placing the whole future on a single job

A senior technology executive had stable income and a strong résumé, yet faced slower growth, family obligations and the pressure of age at once. The visible question was whether to leave. The real work was designing how career advantages, family runway and investment capability could support the next stage together.

A binary choice became a path that could be tested in stages.

CAREER CHOICE × STARTUP VALIDATION

Founding stopped being a test of courage

A product leader saw several promising markets and feared that staying would erode the courage to start. We did not choose a hot sector for him. We identified which skills survived outside the platform and which customer needs could be tested before a full leap.

A vague impulse became a sequence of testable judgments.

Choose how we work

WAYS TO WORK

Single Session

$280 / session
Start with one concrete question
  • 60-minute video conversation
  • Submit the question in advance; I prepare
  • One-page note within 24 hours
  • Full refund if your first session disappoints
Book a decision session
FOR ONGOING WORK

Monthly Partnership

$980 / month
Keep context and move decisions forward
  • 2 × 60-minute calls each month
  • Async messages, replies within 48h
  • Notes after every session
  • Monthly, cancel anytime
Apply for Monthly Partnership

Annual Advisory

$12,800 / year
Close advisory
  • Quarterly half-day deep sessions
  • Priority scheduling; email replies within 24 hours on working days
  • Support through fundraising, expansion and exits
  • Introductions when appropriate and agreed
Apply for Annual Advisory

After booking a single session, complete the pre-session brief so I can prepare. Public availability is shown on the booking page; please check the time zone. If we agree on another time, I can create the appointment for you.

View payment options

After booking, pay for your chosen option and include your name and session date. Overseas payment is available through PayPal or Venmo.

Sessions are experience sharing, not legal, tax or investment advice. See the Terms and Privacy Notice.

Frequently asked questions

FAQ
What format do sessions use?
Video by default. Annual advisory may include in-person sessions depending on location.
Why write the question beforehand?
It lets me prepare, and the act of writing exposes assumptions and tensions so the hour can have real density.
What if the first session does not feel worthwhile?
I will refund it in full. No explanation required.
Is this therapy?
No. Decision conversations focus on real-world choices, judgment and action. If professional mental-health support is appropriate, I will say so candidly.