Chuck Siu in

Chuck Siu

Login to view DISC.
Vice President Product Mgmt - Enterprise Journey & AI Transformation at Gap Inc.
📍 San Francisco, California, United States

Chuck Siu is the VP of Product for Enterprise Journey & AI Transformation at Gap Inc. , leveraging his prior experience as CIO at Anaplan. He specializes in bridging the gap between AI innovation and enterprise adoption. He holds BS and MS degrees from Washington University in St. Louis and is a certified Project Management Professional (PMP).

Colleagues describe him as enthusiastic, personable, creative, and driven. He is passionate about professional development and empowerment, having recently led a workshop focused on igniting inner power and building confidence. He actively shares his hands-on experiments with AI tools, such as testing the performance of chatbots.

Unique fact: At a previous role, his IT team transformed from AI-skeptical to an AI-forward support crew in just four weeks.

Read the full overview →
Experience
26 Years
Current Role
Vice President Product Mgmt - Enterprise Journey & AI Transformation
Job Level
Senior
Location
San Francisco, California, United States
Personality Overview

How Chuck shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

Login to view personality overview.
Priorities

Topics Chuck cares about

Enterprise AI Adoption
Focuses on implementing AI beyond simple search, enabling deep reasoning and multi-shot workflows in large organizations.
IT Transformation
As a former CIO, he has deep experience in managing large enterprise application stacks and restructuring global IT and Agile programs.
+5 more topics Login to view topics
Career

Work history

10-2025
Vice President Product Mgmt - Enterprise Journey & AI Transformation
Gap Inc.
7-2022 - 10-2025
CIO, VP IT & Enterprise AI Transformation
Anaplan
4-2022 - 7-2022
Sr Director, Platform Engineering, Security & Privacy BusOps
Anaplan
1-2021 - 4-2022
Director, Information Security Business Integration & Operati
Anaplan
9-2018 - 5-2021
Chief-of-Staff to the CISO, Global Security & Privacy Program Integrator, Mattel
Mattel, Inc.
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1985 - 1988
BS MS
Washington University in St. Louis
Bachelor of Arts - BA
Coe College
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

Login to view DISC.

Other Gap Inc. Employees

Explore more public profiles from related professionals.

More profiles

Discover additional public profiles from our index.

Unlock the full playbookSee exactly how to sell to Chuck. Free, 10 seconds.