Analyst Profile

Penny Gillespie

Penny Gillespie

VP Analyst

9 years at Gartner ,  32 years industry experience

Roles and Responsibilities

Penny Gillespie is a Vice President and Gartner Fellow in Gartner's IT Leaders' Group. Ms. Gillespie is responsible for conducting research and developing publications aimed at helping IT leaders develop a competitive strategy for digital commerce as well as improve digital commerce performance. She focuses on best practices for personalizing customer experiences and overcoming the hurdles to online selling. Most recently, she expanded her research to include crossing vertical business unit boundaries in the digital age. This initiative will help organizations shift from vertical to horizontal thinking and position them to fuel innovation and digital transformation, thus delivering greater value to their customers.


Previous Experience

Prior to joining Gartner in 2012, Ms. Gillespie founded and managed Gillespie International, a consulting service providing insight to clients in the areas of mobile and online commerce, product development, market and product strategy, and financial supply chain automation. Earlier, she covered the e-finance space at Forrester Research and Giga Information Group with a focus on online banking, electronic billing and online payments, as well as mobile payments. She has published more than 225 articles. Over the years, she has held various roles in product and marketing management for such applications as global online banking, U.S. electronic bill presentment aggregation, and multiapplication campus cards, as well as various financial analyst positions for budgeting, loan servicing and real estate management. She has diverse additional experience: two years as a Senior Product Manager in CyberMark (Sallie Mae subsidiary), four years as a Systems Development Manager/Financial System Analyst/Liaison in Sallie Mae, and nine years as a Real Estate Systems Manager/Analyst/Auditor in JCPenney.

Professional Background

Forrester Research/Giga Information Group, Senior Industry Analyst, 5 years
Gillespie International, Founder and President, 7 years
Integrion Financial Network/Visa Interactive, Product Manager, 4 years


B.S., cum laude, Greensboro College
M.B.A., The George Washington University



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