Free Guide

The Expat Leader's
90-Day Playbook

Lead in Asia Without Learning the Hard Way

The canonical advice is "listen for 90 days." That advice is incomplete. This playbook gives you a structured alternative, based on 15+ years of experience in Asia.

Student at UWCSEA Graduate program at UBS Graduate work at UTokyo Tokyo offices of major US law firms

No spam. One guide and a few follow-up insights.

The Gap

Why successful leaders struggle after landing in Asia

And the playbook to help you avoid the same mistakes.

You have expertise and a mandate—and limited time to deliver results. Most organizations don't give you a practical roadmap for turning that expertise into results in a new environment. No one tells you that:

The behaviors that made you successful at home could sideline you in Asia

You can be observant and still miss what matters.

Your most valuable people might not be the rainmakers.

The first 90 days are but a dress rehearsal for the years that follow.

Inside the Playbook

What you'll learn

Days 1-30

Orient Without Overreaching

Define success before you chase it. Find your cultural translator. Calibrate before you perform.

Days 31-60

Build Before You Lead

Local systems, career planning, and why performance alone won't earn trust cross-border.

Days 61-90

Start Leading, On Your Terms

How to know you've built credibility, not just survived. This is the launchpad, not the finish line.

The Reframe

Turn Observation Into Informed Action

Two-way doors, small experiments, and action over cautious observation.

This is for you if you're

Accepting or considering a leadership role in Japan, Singapore, Hong Kong, or Asia more broadly

A senior lawyer or executive entering a culture where the rules of the road are unfamiliar to you

Working overseas without a structured plan and feeling unproductive or lost

Leading talent development and want to support incoming expat leaders

Brandon Whittaker

About the Author

Brandon Whittaker is an ICF-certified executive coach in Asia.

Harvard Law JD. Former Simpson Thacher (NY/Tokyo), UBS (3 continents), A&O Shearman. Legal Consultant. He coaches lawyers and senior leaders navigating high-stakes transitions in Asia.