Randy McGraw

Thirty Years in Asia. Business at Scale. Life at Depth.

Tokyo

Operator by profession. Observer by habit.

Three decades as a digital technology executive across Asia — the world's first premium internet-TV platform from Tokyo, SingTel's digital ventures in Southeast Asia, Amazon Prime in Japan, AI businesses from Bangkok — Managing Partner at Andersen Consulting, with more than $2.3B in partnerships and joint ventures as the throughline.

I came for the work and stayed for the education: the different ways people live, think, and solve problems — an education you only get by leaving home, staying gone, and living deeply — professionally and socially.

This site is the fuller record — the work, the thinking behind it, and the life around it.

Penn · The Wharton School · Cornell Hughes/DIRECTV · The New Media Group · SingTel · Amazon · Andersen New York · Talladega · Chicago · Los Angeles · Tokyo · Singapore · Bangkok

Work

The record

Digital technology and AI executive across Japan and ASEAN — platforms founded, services scaled, $2.3Bn of value built. The instrument of choice across all of it: the partnership.

Now — Bangkok / Tokyo

Managing Partner, M2 Ventures

Current chapter — building cross-border business partnerships, with engagements through M2 Ventures.

Sertis AI Corp — Thailand

An AI partnership infrastructure, built

Formal NVIDIA partnership, AWS and hyperscaler alliances, Ricoh distribution partnership, and a 40% captive AI JV with Salim Group. Managing Partner, Andersen Consulting (Thailand).

Amazon — Japan

Prime's two largest telco partnerships worldwide

NTT Docomo and KDDI bundling deals — approximately $950M in combined value, 5M+ new Prime subscribers.

SingTel — Malaysia

$250M JV with Astro Overseas

Co-investment vehicle for ASEAN pay-TV assets — owned end-to-end from structuring through wind-down and capital recovery.

SingTel — ASEAN

HOOQ — a $92M streaming JV

Co-conceived business plan, JV with Warner Bros. and Sony Pictures; partner identification, deal structuring, and commercial build-out across Southeast Asia.

The New Media Group — Tokyo

Founder & CEO, World On-Demand

Built the world's first premium OTT / internet-TV platform — $12.5M Series A, 120+ global content licenses, a team of 28.

All work →

Essays

Written along the way

First-person, place-anchored, built on personal experience, observation, and contemplation. Not a news section, none of it was written in a hurry. Written over twenty years and meant to last longer than that.

On Being a Good Guest

Xenia — we have disused the admonition in the Odyssey on the importance of being a good guest. Working in Asia, forget this at your peril.

2025

Read the essay →

Buying and Selling Thailand

Two Thailands coexist, and the one you get depends squarely on whether you're buying or selling.

June 2026

Read the essay →

The Foreigner Pendulum

Every country in Asia decides, over and over, which foreigners it needs. Japan decided twice in my lifetime. Southeast Asia is deciding now.

2026

Read the essay →

All essays →

Books

In print

A practitioner's book on partnerships, a forthcoming examination of AI and power, and two volumes of poetry — with an open chapter and selections to read here.

The New Rules of Partnerships

The New Rules of Partnerships: Winning Through Collaboration in a World of Scarcity, Speed, and AI

A practitioner's book on collaboration in a world of scarcity, speed, and AI. The opening chapter is free to read here.

Second edition forthcoming.

Read the opening chapter →   Amazon →

Machines of Tomorrow · Vol 2

Machines of Tomorrow, Vol 2: AI and the Road to Totalitarianism

An examination of how AI's architecture and orchestration structurally concentrate power — and why the governance choices made now will determine whether that power remains accountable or undermines both liberty and the autonomy of the individual.

Coming 2027.

The Road to Singapore Leads Through Mississippi · Part 1

The Road to Singapore Leads Through Mississippi, Part 1

Poetry. Asia lived, not analyzed. Selected poems are open to read here.

Signed copies are available on request.

Read selected poems →   Amazon →

The Road to Singapore Leads Through Mississippi · Part 2

The Road to Singapore Leads Through Mississippi, Part 2

Poetry. The second volume. Selected poems are open to read here.

Signed copies are available on request.

Read selected poems →   Amazon →

From Part Two

What is surrender, if not a curve
bent softly toward the time to come?
The tide does not explain its swerve—
it simply rises, and we become.

— from “Of Hakodate, Hijikata and Heliotropism”
The Road to Singapore Leads Through Mississippi, Part 2

All books →

Service

Institutions and causes

Twenty-five years of showing up for the communities behind the career.

Founder & Chair · 2026

Overseas Media Development Alliance

A 501(c)(3) nonprofit building trusted digital content ecosystems in Southeast Asia — AI-driven content for civic understanding and informed communities, from Bangkok. OMDAglobal.org

2001–2009 · 2020–2023

President, University of Pennsylvania Alumni Club of Japan

Elected twice, across two eras — building the Penn community in Tokyo over two decades.

2004–2008

Penn International Alumni Advisory Board

Advising the university on its international alumni engagement.

2024–2025

Co-Chair, AMCHAM Thailand Digital Economy Committee

Shaping the American Chamber's digital-economy agenda in Thailand.

2025–2026

Co-Chair, AMCHAM Thailand Digital Innovation & Enablement AI Committee

Leading the Chamber's new AI committee — adoption, enablement, and policy for members operating in Thailand.

Japan

Childhood blindness causes

Raised more than ¥13 million for childhood-blindness charities.

On AI

Thinking about the machines

I help build and advise on AI implementations for enterprise. The writing here comes from that work — on agentic AI, adoption, governance, and where the machines are taking the enterprise.

AI Will Become a Religion

Gods have always answered the questions man cannot — and this is the first one that answers back. On liturgy, embodiment, the new Amish, and the syncretism to come.

Essay · 2026 · Randy McGraw

Read the essay →

Agentic AI: Navigating ROI Challenges and Building a Blueprint for Enterprise Success

Why agentic AI's returns hinge on adoption, not model performance — and how enterprises can price organizational buy-in into the ROI itself.

Andersen Institute for Finance & Economics · 2026 · Randy McGraw, Managing Director, Andersen Consulting

Read at Andersen Institute →

A Primer on Agentic AI in the Enterprise

What agentic AI actually is, why deployments stall between proof of concept and production — and the discipline that closes the gap.

AMCHAM Thailand · T-AB Magazine · 2026 · Randy McGraw, Chief Commercial Officer, Sertis

Read in T-AB →

Evaluating Vendors in the AI and Data Space: The Case for a Measurable POC Approach

How enterprises get vendor selection wrong in AI — and the measurable proof-of-concept process that levels the field.

Essay · 2025 · Randy McGraw

Read the article →

Machines of Tomorrow, Vol 2

AI and the Road to Totalitarianism — coming 2027.

In progress

About

The arc

Tokyo · Yebisu Garden Place, 2025

I grew up like Charlie in Willy Wonka’s town — a mill town, a row house, the whistle at 7:15, 3:15 and 11:15 — in Wilmerding, Pennsylvania, George Westinghouse’s town, looking across the valley at more row houses stacked on the hillside like rice paddies, except the green was concrete grey. It was natural to imagine how things must be elsewhere.

Kyoto · Yasaka, 2019

Elsewhere began by accident: a knock on my parents’ door in 1993, a salesman with a pitchbook for satellite television, and within two months a company van through the rural South — Pell City, Talladega, Jackson, Mississippi — my first “international” experience, inside my own country. Then Los Angeles and DIRECTV, when the badge numbers were still in the low hundreds.

Singapore · CHIJMES, 2015

I arrived in Tokyo in the late nineties with Hughes and DIRECTV, into a satellite payTV market that had already consolidated to one platform before we launched. Ours was the one that left — and having helped steer that exit, three months and ninety million dollars ahead of plan, with the partnerships that made it orderly, was the first lesson in a career that would be spent, more often than not, at the edges where one technology meets another.

Phuket · Sri Panwa, 2020

Sixteen years in Japan, then Singapore, then Bangkok. Three decades, two billion dollars in partnerships, almost none of it done alone. I came for the work and stayed for the education — the different ways people live, think and solve problems, an education you only get by leaving home, staying gone, and living deeply — professionally and socially.

No one arrives at their true north by the straight road. You get there by taking the detour on purpose — the town nobody’s heard of, the job no one recommended, the place where you lose home-field advantage — learning and living it deliberately. And so it was for me, as with you, as with the rest of us: the road to Singapore leads thru Mississippi.