Pete Dipaola
Security EngineerAI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
AI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
Microsoft Customer Success Leader, Cloud & AI Platforms
At Microsoft, as a Senior Director with many years of experience in customer success leadership, the focus is on empowering US Federal clients to achieve mission-critical objectives through Data Analytics and Artificial Intelligence (AI). I lead a skilled team that delivers innovative AI solutions that streamline cloud adoption, enhance operational efficiency, and transform mission workloads. I am passionate about enabling customer success by leveraging cutting-edge cloud and AI technologies that drive impactful results for clients in the US Federal sector. I am committed to fostering collaboration and innovation across teams who prioritizes delivering value by aligning technology investments with customer goals, ensuring seamless transitions to the cloud and measurable mission outcomes.
University of New Haven
BS, Business Administration/Information Technology
January 1, 1980 – January 1, 1984
Henninger High School
Diploma, General Studies
January 1, 1976 – January 1, 1980
Microsoft
Sr. Director, US Defense Industrial Base Customer Success Leader for Cloud & AI Platforms
October 1, 2025 – Present
Microsoft
Sr. Director, US Federal Customer Success Leader for Cloud & AI Platforms
July 1, 2025 – November 1, 2025
Microsoft
Sr. Director, US Federal Customer Success Leader for Data and Artificial Intelligence
October 1, 2023 – July 1, 2025
Microsoft
Sr. Director, US Defense Customer Success for Data&AI and App Innovation
July 1, 2022 – October 1, 2023
Microsoft
Sr. Director, US Defense Customer Success for Data & AI
March 1, 2022 – July 1, 2022
Microsoft
Principal Program Manager/PM Lead
January 1, 2020 – March 1, 2022
Microsoft
Sr. Director of Architecture, Data and Artificial Intelligence Solutions at Microsoft
September 1, 2018 – January 1, 2020
Microsoft
Director of Architecture, Data and Artificial Intelligence Solutions
July 1, 2016 – August 1, 2018
Microsoft
Managing Architect, DOD, Enterprise Strategy Services
November 1, 2013 – July 1, 2016
AO Solutions
Principal Consultant/Architect
August 1, 2013 – November 1, 2013
Mid-Atlantic
A Small Northern Virginia Company
Senior Vice President
May 1, 2011 – August 1, 2013
Fairfax, VA
InfoReliance
Vice President
September 1, 2010 – May 1, 2011
MicroLink, LLC
Vice President
November 1, 2004 – September 1, 2010
Compass Technology Management
Director
March 1, 2003 – November 1, 2004
Internosis
Principal Architect
January 1, 2000 – January 1, 2003
Firstlogic
Project Manager
January 1, 1998 – January 1, 1999
Perry Judd's
Data Services Manager
January 1, 1993 – January 1, 1998
Rubbermaid Commercial Products
Business Analyst/Developer
January 1, 1989 – January 1, 1994
Microsoft Certified: Azure Fundamentals
Microsoft
June 24, 2026 – Present
Cultural Fit Analysis
The candidate has a long tenure at Microsoft and prior experience in consulting and management roles, indicating stability and experience in large corporate and client-facing environments. The focus on US Federal and Defense sectors suggests a fit for organizations working with government contracts. However, the resume lacks explicit mention of diverse project types or direct security engineering contributions, which might limit cultural fit for a purely technical, hands-on security role without further evidence.
Soft Skills & Operational Fit
The candidate's extensive experience in leadership and customer-facing roles suggests strong communication, strategic thinking, and team leadership skills. The descriptions emphasize driving mission objectives and customer success, indicating a results-oriented and collaborative approach. However, the resume primarily highlights management and strategic oversight rather than hands-on technical contributions, which may require further assessment for a Security Engineer role.