Alex Tosheff
Board Member | Advisor | Investor | 3x CSO/CISO
Tenable•San Diego Metropolitan Area, United States
View LinkedIn ProfileExecutive Overview
With 30 years of experience in cybersecurity and technology, I have led global security initiatives that align with business objectives and drive innovation. As the former Senior Vice President and Chief Security Officer at VMware, I oversaw cybersecurity, physical security, and enterprise resiliency, contributing to the company’s strategic direction and operational excellence. My career includes serving as Chief Information Security Officer at PayPal, where I developed and implemented security strategies to protect critical assets and support business growth. I also held leadership roles at BillMeLater and SAIC, focusing on technology integration and security operations. Currently, I serve on the Board of Directors for Tenable, Inc.(NSDQ:TENB), contributing to audit and cybersecurity risk management committees. I am also an independent board member for AIceberg and a venture partner with SYN Ventures, where I focus on supporting early-stage cybersecurity investments. Additionally, I advise organizations like Zoom, RegScale, and Material Security, guiding them through the evolving cybersecurity landscape. In 2023, I was honored to be appointed to the Cybersecurity and Infrastructure Security Agency (CISA) Advisory Board, reflecting my commitment to national and global cybersecurity strategies. My approach is pragmatic and results-driven, focusing on aligning security initiatives with business goals to foster innovation and resilience. Specialties: Cybersecurity operations and strategy, crisis management, technology integration, investment due diligence, venture capital, enterprise resilience, application and workload security, operational security, high-performing team development, advisory board service, and board governance.
Career Timeline
- Balance TheoryCurrentAug 2026–Present· 3 mos
- Board MemberCurrentAug 2026–Present
- RegScaleCurrentFeb 2025–Present· 1 yr 9 mos
- Independent Board MemberCurrentFeb 2025–Present
- SYN VenturesCurrent2025–Present· 1 yr 10 mos
- Venture PartnerCurrent2025–Present
- AicebergCurrentDec 2024–Present· 1 yr 11 mos
- Strategic AdvisorCurrentDec 2024–Present
- Board Member2025–Jul 2026
- TenableCurrentMay 2017–Present· 9 yrs 6 mos
- Board MemberCurrentSep 2022–Present
- Member, Executive Advisory BoardMay 2017–Sep 2022
- Mar 2023–Feb 2025· 1 yr 11 mos
- Cybersecurity Advisory CommiteeMar 2023–Feb 2025
- Mar 2020–May 2025· 5 yrs 2 mos
- CEO Advisory Board MemberMar 2020–May 2025
- Jul 2014–Apr 2024· 9 yrs 9 mos
- Senior Vice President, Chief Security OfficerFeb 2022–Apr 2024
- Vice President, Chief Information Technology Security OfficerNov 2017–Mar 2022
- Vice President, Chief Information Security OfficerJul 2014–Mar 2022
- Mar 2014–Dec 2021· 7 yrs 9 mos
- Member, Executive Advisory BoardMar 2014–Dec 2021
- Mar 2014–Apr 2020· 6 yrs 1 mo
- Member, Executive Advisory BoardMar 2014–Apr 2020
Education
BS
Physics
California State University, Fullerton