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Alex Tosheff

Board Member | Advisor | Investor | 3x CSO/CISO

Tenable•San Diego Metropolitan Area, United States

View LinkedIn Profile
Experience12+ Years
LevelLeadership

Executive 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

Professional employment history
  • Aug 2026–Present· 3 mos
    • Board MemberCurrent
      Aug 2026–Present
  • RegScaleCurrent
    Feb 2025–Present· 1 yr 9 mos
    • Independent Board MemberCurrent
      Feb 2025–Present
  • 2025–Present· 1 yr 10 mos
    • Venture PartnerCurrent
      2025–Present
  • AicebergCurrent
    Dec 2024–Present· 1 yr 11 mos
    • Strategic AdvisorCurrent
      Dec 2024–Present
    • Board Member
      2025–Jul 2026
  • TenableCurrent
    May 2017–Present· 9 yrs 6 mos
    • Board MemberCurrent
      Sep 2022–Present
    • Member, Executive Advisory Board
      May 2017–Sep 2022
  • Mar 2023–Feb 2025· 1 yr 11 mos
    • Cybersecurity Advisory Commitee
      Mar 2023–Feb 2025
  • Mar 2020–May 2025· 5 yrs 2 mos
    • CEO Advisory Board Member
      Mar 2020–May 2025
  • Jul 2014–Apr 2024· 9 yrs 9 mos
    • Senior Vice President, Chief Security Officer
      Feb 2022–Apr 2024
    • Vice President, Chief Information Technology Security Officer
      Nov 2017–Mar 2022
    • Vice President, Chief Information Security Officer
      Jul 2014–Mar 2022
  • Mar 2014–Dec 2021· 7 yrs 9 mos
    • Member, Executive Advisory Board
      Mar 2014–Dec 2021
  • Mar 2014–Apr 2020· 6 yrs 1 mo
    • Member, Executive Advisory Board
      Mar 2014–Apr 2020

Education

BS

Physics

California State University, Fullerton

Executive Relationship Map

Reports To
Alex Tosheff
Vice Chair & President
Chief Financial Officer
Chief Technology Officer
Chief Operating Officer

Executive Network Preview

BizKonnect has mapped this leadership network including reporting hierarchies, peer connections, and cross-functional relationships.

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Skills & Expertise

20 of 20 skills
ComplianceInformation SecurityNetwork SecuritySaaSInformation TechnologyPaymentsCorporate Venture CapitalCloud ComputingPCI DSSApplication SecurityStrategyInformation Security ManagementBusiness StrategyStart-up VenturesVenture CapitalEnterprise SoftwareVulnerability ManagementEnterprise Risk ManagementComputer SecurityEarly Stage Investment