Gary Lippert
@garylippert
Seasoned technology executive with expertise in digital transformation.
What I'm looking for
I am a seasoned technology executive with over 15 years of experience in leading enterprise digital transformations and aligning IT strategy with business goals. My career has been marked by a proven track record of delivering solutions that drive operational excellence across SaaS, cloud, and on-premises ecosystems. I excel in building and managing high-performing global teams, fostering transparent leadership and inclusive collaboration.
Throughout my career, I have successfully directed large-scale digital transformation initiatives, including Salesforce, Workday, and NetSuite deployments. My efforts have consistently enabled business scalability and compliance while enhancing customer satisfaction and organizational agility. I am adept at championing data governance and streamlining IT service management processes, which have resulted in significant improvements in operational efficiency and user satisfaction.
Experience
Work history, roles, and key accomplishments
Vice President of Information Systems
Cybereason
Apr 2021 - Present (4 years 3 months)
Led global IT, InfoSec, and Business Applications teams through a phase of hypergrowth, transformation, and regulatory readiness while supporting strategic planning, business continuity, and enterprise enablement initiatives. Consolidated a $20M software portfolio by optimizing licensing terms, rationalizing overlapping systems, automating key workflows, and integrating capabilities across platfor
Senior Vice President/Vice President, Enterprise Applications
Mimecast
Jun 2018 - Present (7 years 1 month)
Built and led a global 50+ person enterprise applications team to develop and deliver scalable SaaS-based solutions and streamline operational workflows aligned with the company’s rapid growth and customer-focused strategy. Directed a $2M global Salesforce transformation, deploying Sales Cloud, CPQ, Service Cloud, and Community Cloud across multiple business units with integrations through Dell Bo
Chief Operating Officer
Security Source
Jan 2016 - Present (9 years 6 months)
Oversaw daily operations, IT systems, and customer service for a national security hardware services provider, leading teams across logistics, HR, inventory, and field operations with a focus on cost optimization and service quality. Directed a workforce of 120+ across the US and Canada and managed budgets covering $4M+ in inventory, implementing enhanced warehouse tracking, process audits, and re
Director, Engineering & Technology
Arcadia Healthcare Solutions
Nov 2013 - Present (11 years 8 months)
Spearheaded platform engineering, DevOps, and technical operations for the development of advanced healthcare analytics solutions, with a focus on agile delivery, secure development, and continuous improvement. Established DevOps practices and CI/CD infrastructure to improve build reliability and automate deployments, which reduced cycle time and accelerated delivery of the next-generation analyti
Vice President/Director, Information Technology
PTC
Aug 1999 - Present (25 years 11 months)
Led enterprise IT strategy and delivery across a global engineering software company, managing systems architecture, application development, and operations in support of revenue growth, SaaS enablement, and cost efficiency. Spearheaded global SaaS deployments including PLM-On-Demand and Windchill PDS hosted by IBM, generating $2M in new ARR by converting on-premises customers to hosted environmen
Manager/Group Leader, Software Quality Assurance
PTC
Managed and led teams focused on software quality assurance. Ensured the delivery of high-quality software products through rigorous testing and process adherence.
Vice President, Business Systems
Dynatrace
Oct 2014 - Present (10 years 9 months)
Directed the IT systems carve-out of Dynatrace from Compuware to create and manage a fully independent operating environment with scalable platforms across core business functions under private equity ownership. Delivered full system separation across ERP (NetSuite), HRIS (Ultimate), CRM (Salesforce), and additional systems for service management (Samanage), T&E (Concur), project delivery (Teamwor
Education
Degrees, certifications, and relevant coursework
Worcester Polytechnic Institute
Bachelor of Science, Biomechanical Engineering
Completed a Bachelor of Science degree in Biomechanical Engineering. The curriculum focused on the application of engineering principles to biological and medical problems.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Job categories
Skills
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