Jessie Jackson in

Jessie Jackson

Trailblazer · DISC type DI
Chief Digital Officer - Digital Strategy Leadership at Jess Jackson Consulting
📍 New York City Metropolitan Area, United States

Jessie Jackson is a digital commerce leader with over 20 years of experience driving growth for major retail and B2B brands. As Chief Digital Officer at her consultancy, she specializes in strategy, customer experience, and technology implementation. Colleagues describe her as results-driven, thorough, and passionate.

Outside of her consulting work, Jessie is focused on mentorship and fostering authenticity. She actively supports professional communities that help those affected by layoffs and uses her platform to advocate for individuals finding and using their unique voice in their careers and lives.

After working at Victorias Secret for 20 years, she took a chance and reached out to Mickey Drexler, who then hired her to run J. Crews e-commerce.

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Experience
12 Years
Current Role
Chief Digital Officer - Digital Strategy Leadership
Job Level
Leadership
Location
New York City Metropolitan Area, United States
Personality Overview

How Jessie shows up

Persuasive
Friendly But Fast
Informal

They respond better to a combination of speed and relationship. They are charming and have the ability to align others behind their decisions. They like to keep things under control.

Priorities

Topics Jessie cares about

Customer Experience
Her work is centered on the belief that a better customer experience directly translates to better business performance, a core tenet of her consulting practice.
Digital Commerce Strategy
With over two decades of leadership, she focuses on P&L management, strategic roadmaps, and re-platforming for clients like Puma, GameStop, and Canada Goose.
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Career

Work history

8-2024
Chief Digital Officer - Digital Strategy Leadership
Jess Jackson Consulting
1-2022 - 10-2024
Digital Strategy Practice Lead
OSF Digital
1-2019 - 12-2021
Senior Consultant
FitForCommerce LLC
5-2018 - 1-2019
Senior Director, E-Commerce & Mobile
The Vitamin Shoppe
8-2015 - 1-2018
Sr. Director, E-Commerce
Rebecca Taylor
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1983 - 1987
BA
New York University
1982 - 1983
Education details unavailable
Antioch College
Social presence
in
Behavioral profile

DISC profile (public)

D

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

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