Paul Whiteway · Singapore
Growth, commercial and P&L leadership across APAC travel and consumer tech — Senior Director of Global Growth at Skyscanner (200% of target), APAC revenue from USD 9M to USD 80M, MD of the Skyscanner-Yahoo Japan JV, COO across seven markets at iProperty. Now using AI as a daily operating tool to ship product, not slides.
Featured in
Press
The feature covered how Singapore parents are turning to AI tutoring for the PSLE — featuring PSLEPrep.sg and Paul's path from Skyscanner operator to AI product builder.
Read the feature →Track record
Annual transaction volume
Skyscanner APAC partnerships, 2013-17.
Revenue growth
Skyscanner APAC, USD 9M to USD 80M, 2013-17.
Of revenue target
Skyscanner Global Growth, Senior Director.
Monthly visitors
APAC audience growth from 15.7M, Skyscanner.
YoY revenue growth
Managing Director, Skyscanner-Yahoo Japan JV.
Custom solutions revenue
Yahoo APAC, 30% YoY growth, 40-person team; 10-country remit.
APAC operations as COO
iProperty Group, ASX-listed. Regional operations across seven APAC markets.
INSEAD Entrepreneur in Residence
Mentoring founder cohorts at the Singapore campus since 2008.
Studio P2, co-founded 2023
Shipping across edtech, regtech, and voice. Built solo or with one technical partner.
Figures from public filings, investor materials, and press. Detail and references on request.
How I work
AI is embedded in my operating rhythm, not parked in a side workflow. I use Claude Code and Cursor daily for product and code, ChatGPT for research and synthesis, plus voice AI, agents, design tools, APIs, and automation platforms where they fit the job.
The work spans the full commercial-to-product loop: strategy, market and competitor analysis, brand and copy, prototypes and code, QA, outreach, and process automation. It lets me move from problem framing to working artefact in hours or days, not weeks.
The leverage comes from pairing those tools with a 20-year commercial context window — market nuance, localisation, channels, partnerships, hiring, pricing, and P&L trade-offs — so I can push the tools harder, spot weak answers faster, and turn rough ideas into shipped product. It's the same approach I'd use to stand up AI-first creative pods and localised asset workflows for a regional marketing team: compress the strategy-to-shipping cycle and apply commercial discipline to work that used to need a team.
What I'm building now
Each one shipped solo or with one technical partner, using the workflow above. Studio P2 is the operating base — distribution, workflow fit, and reliability matter more than novelty demos. PSLEPrep.sg is my primary active venture.
Active — national press, May 2026
AI-assisted PSLE oral preparation grounded in the Singapore syllabus. Built for parents who want structure, not gimmicks. Built solo. National press, May 2026.
Live — B2B document automation
LLM-backed workflows for contracts, filings, and compliance packs in regulated sectors — engineering for traceability and review, not novelty demos. Built with one technical partner.
Invite-only — voice AI for high-stakes conversations
Voice-based AI negotiation simulator with performance reports. For sales, salary, and procurement conversations that need rehearsal under real pressure. Built on Hume EVI.
Live — regtech for SEC-registered investment advisers
AI-powered SEC compliance scanning. Cross-references websites against Marketing Rule requirements and public Form ADV filings, delivering CCO-ready remediation reports. Solo build, audit pipeline live.
About
Paul Whiteway is a commercial leader who has spent two decades scaling revenue and operations across APAC. After early roles at MSN UK in London and completing an MBA at London Business School, he moved to Asia with Yahoo and has led commercial organisations across more than a dozen markets. The throughline is adapting global products and processes into local playbooks that work for each market, team, and competitive context.
At Skyscanner he led growth marketing and commercial across Asia through the company's hyper-growth phase — taking APAC revenue from USD 9M to USD 80M across Japan, Korea, India and Southeast Asia, then moving into a global growth seat as Senior Director, Global Growth, where his teams delivered 200% of revenue target. He held P&L accountability for Japan and Korea as Managing Director of the Skyscanner-Yahoo Japan joint venture — the fastest-growing market in the global business. Earlier, as Chief Operating Officer of iProperty Group, the ASX-listed regional property marketplace, he ran operations across seven APAC markets; at Yahoo he built and led a 40-person regional commercial team with a 10-country remit.
Today he ships AI-native products through Studio P2, the Singapore-based product studio he co-founded. PSLEPrep is in market for Singapore exam preparation; RuleDox brings document automation discipline for generating proposals and SOWs; RIA Health Check delivers SEC compliance analysis to US investment advisers; Express More is invite-only voice AI for high-stakes negotiations. The pattern is the same — commercial discipline applied to AI products that have to work, not demo.
He has been Entrepreneur in Residence at INSEAD's Singapore campus since 2008, mentoring founder cohorts. He is actively seeking senior commercial roles — particularly Regional GM, Country Manager, or Chief Commercial seats with international companies expanding into or scaling across APAC. Through Studio P2 he also takes on selective contract, fractional, and advisory work.
Contact
Currently available for senior commercial and growth roles — Regional Head of Growth, Head of Marketing APAC, Regional GM, Country Manager, and Chief Commercial seats — at international companies scaling or expanding across APAC, particularly those using AI to unlock growth. Strong fit across travel, marketplaces, education, and platform businesses, with deep experience in Japan, Korea, India and Southeast Asia. Through Studio P2, I also take on selective contract, fractional, and partnership engagements.