Piero Sierra in

Piero Sierra

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Chief AI Officer at Skyscanner
📍 London Area, United Kingdom

Piero is the Chief AI Officer at Skyscanner, leveraging 29 years of experience from Microsoft and Skyscanner to shape the future of travel with AI. A Princeton graduate in Computer Science, colleagues describe him as super smart, passionate, and charismatic, with a focus on traveller-first innovation.

Beyond his executive role, Piero is a passionate software developer. He recently channeled this passion into a deeply personal project, building and releasing a Mac application as a tribute to his late father, showcasing his drive to create meaningful and heartfelt technology.

He personally built and launched a slideshow app on the Mac App Store, "SoftBurn", in memory of his father.

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Experience
31 Years
Current Role
Chief AI Officer
Job Level
Leadership
Location
London Area, United Kingdom
Personality Overview

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Priorities

Topics Piero cares about

AI in Travel
As CAIO, he is accountable for Skyscanner’s AI vision and strategy, focusing on making travel planning more personal and seamless for millions of users.
Consumer Product Strategy
Previously Chief Product Officer, he grew Skyscanner's audience nearly tenfold by leading with a strong, traveller-first product culture and vision.
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Career

Work history

9-2025
Chief AI Officer
Skyscanner
12-2015 - 10-2025
Chief Product Officer
Skyscanner
1-2012 - 12-2015
Partner Director of Product – Microsoft / Skype
Microsoft
1997 - 2012
Group Program Manager – Windows, Internet Explorer, and MSN Messenger
Microsoft
1992 - 1993
Software Developer – Pirelli Telecom
Pirelli Cables
In the press

Media appearances

Fireside Chat with Skyscanner CPO, Piero Sierra. Featured in YouTube
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Rethinking travel search with AI – Sponsored Interview. Featured in Phocuswire
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Education
1993 - 1997
Bachelor of Science (B.S.)
Princeton University
3-2023 - 6-2024
Certificate in Finance
London Business School
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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