Alex Tosheff
InvestorVenture Partner at Syn Ventures Seed Management Llc · Board director at Aiceberg
San Diego Metropolitan Area
Find your path to Alex
292 people in our graph share verified history with Alex — schools, employers, funds. One of them is your warm intro.
Job SimonunlockedAlex: together at VMware (2014–2015)
×5Alex: together at VMware
Alex: together at PayPal
Alex: together at St. Paul Venture Capital
About
Alex Tosheff brings decades as a senior security executive at VMware and PayPal plus CISA advisory and Tenable board experience, uniquely guiding national cyber priorities and scalable enterprise security models.
Invests in
AI & Machine LearningCybersecurityDeveloper ToolsEnterprise SoftwareInsurTech
Board director at Aiceberg
Intro paths
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In turn, Alex can intro founders to Aiceberg's investors below.
Aiceberg's investors · 2
Co-founders at Aiceberg
AS
Alexander SchlagerExecutive Officer, Director
Experience
- RegScaleIndependent Board Membercurrent2025 — present
- SYN VenturesVenture Partnercurrent2025 — present
- AIcebergBoard Membercurrent2025 — present
- AIcebergStrategic Advisorcurrent2024 — present
- TenableBoard Membercurrent2022 — present
- TenableExecutive Advisory Board Member2017 — 2022
- ZoomCEO Advisory Board Member2020 — 2025
- Cybersecurity and Infrastructure Security AgencyCybersecurity Advisory Commitee2023 — 2025
- VMwareSenior Vice President, Chief Security Officer2022 — 2024
- VMwareVice President, Chief Security Officer2017 — 2022Palo Alto, CA
- VMwareVice President, Chief Information Security Officer2014 — 2022Palo Alto, CA
- vArmourExecutive Advisory Board Member2014 — 2021
- GoSecureExecutive Advisory Board Member2014 — 2020
- PayPalChief Information Security Officer2008 — 2014
- PayPalHead of Global Information Security2008 — 2011San Diego
- Bill Me Later, Inc.Vice President, CISO BillMeLater Inc. (acquired by PayPal)2007 — 2008Washington DC-Baltimore Area
- PivxXCTO2004 — 2007
- St. Paul Venture CapitalVenture Partner2001 — 2004
- Science Application International, CorpCorporate Vice President, CTO1994 — 2001
Skills & more
Strategy60Leadership26Early Stage Investment2Venture Capital1Start-up VenturesCorporate Venture CapitalInformation Security81SaaS53Network Security63Application Security44Information Security Management35Cloud Computing59
+12 more
Enterprise SoftwarePaymentsPCI DSSBusiness StrategyVulnerability ManagementComplianceInformation TechnologyComputer SecurityEnterprise Risk ManagementSoftware as a Service (SaaS)Technical LeadershipIntegrationFrom Alex's professional profile.
Deals · 1
AicebergBoard seat
via Syn Ventures Seed Management Llc · filed Feb 2025 · $7.5M raise
Attribution from SEC filings, press coverage, and firm rosters.
Other disclosed investments
Board seats
Per SEC Form D filings.
Colleagues at Syn Ventures Seed Management Llc
Adam Cecil
Chief Operating Officer & Operating Partner at Syn Ventures Seed Management Llc
Amal Kothari
Principal at Syn Ventures Seed Management Llc
Art Coviello
Managing Partner at Syn Ventures Seed Management Llc
Dan Burns
IC Chairman for Seed Funds at Syn Ventures Seed Management Llc
Dylan Posner
Senior Associate at Syn Ventures Seed Management Llc
Glenn Chisholm
Operating Partner at Syn Ventures Seed Management Llc
Ibrahim Mozawalla
Associate at Sopris Venture Capital
Jay Leek
Managing Partner and Founder at Syn Ventures Seed Management Llc
Frequently asked questions
- Who is Alex Tosheff?
- Alex Tosheff brings decades as a senior security executive at VMware and PayPal plus CISA advisory and Tenable board experience, uniquely guiding national cyber priorities and scalable enterprise security models.
- Where does Alex Tosheff work?
- Alex Tosheff is Venture Partner at Syn Ventures Seed Management Llc and Board director at Aiceberg.
- What does Alex Tosheff invest in?
- Alex Tosheff invests in AI & Machine Learning, Cybersecurity, Developer Tools, Enterprise Software, InsurTech.
- What boards does Alex Tosheff sit on?
- Alex Tosheff holds tracked board seats at Aiceberg, Balance Theory.
- Where did Alex Tosheff go to school?
- Alex Tosheff studied at California State University, Fullerton (BS, Physics).
Founder mafias
PayPal mafia115
Also came through, then founded or led a company.
Peter ThielCo-founder & CEOFounded PalantirReid HoffmanBoard member from 1998; Executive Vice PresidentFounded LinkedIn +2David SacksCOO / Head of ProductFounded YammerKeith RaboisExecutive Vice President, Business Development, Public Affairs & PolicyFounded OpendoorJoe LonsdaleIntern, FinanceFounded Opto +5Elon MuskCo-founder (X.com); CEO 2000Founded Tesla +5
+ 108 more
California State University, Fullerton mafia8
Also came through, then founded or led a company.
Linda TsangBachelor of ArtsFounded NGM BioCinta PutraMaster of Business Administration - MBAFounded EverbridgeDavid LinMaster's degreeFounded BristleJoyce ChiaoBachelor of Science (B.S.)Founded AbundanceLinda DimeffMaster's DegreeFounded Evidence-Based Practice InstituteScott VickersBSFounded Headset
+ 1 more
Syn Ventures Seed Management Llc mafia4
Also came through, then founded or led a company.
Regscale mafia2
Also came through, then founded or led a company.
Same school
Also attended California State University, Fullerton32
Gabrielle HamillOperations Manager at March Capital PartnersDiana ReyesInvestor at Khosla VenturesEira TobrandInvestor at Luminar VenturesAaron MizrahiAmazon Partner at True Beauty VenturesLoren AsmusHead of Investor Relations at UTXO ManagementHal WalbrinkVenture Partner at Suncoast Ventures
+ 26 more
Shared employers
Also worked at Tenable13
Shawn KungInvestor at Inception Studio CapitalRon GulaPresident at Gula Tech AdventuresCyndi GulaManaging Partner at Gula Tech AdventuresTim McKnightVenture Partner at Syn Ventures Seed Management LlcAvra SchaafOperating Partner at Tritium PartnersBrooke SeawellVenture Partner at New Enterprise Associates (NEA)
+ 7 more
Also worked at Zoom35
Houman HaghighiPartner, Business & Corporate Development at Menlo VenturesRyan AzusFormer Chief Revenue Officer at Zoom Video Communications at Scale Venture PartnersJuliette PetitChief of Staff at Keen Venture PartnersQuinn LiSenior Vice President & Global Head of Qualcomm Ventures at Qualcomm VenturesJimManaging partner of Maven Ventures, a consumer-focused micro-VC fund and incubator in Palo AltoChrisInvestor at Perceptive Ventures Management Company, Llc
+ 29 more
Also worked at VMware196
Martin CasadoGeneral Partner at Andreessen HorowitzMichael DellFounder & CEO of Dell TechnologiesJavier SolteroSenior Venture Partner at Felicis VenturesJob SimonVenture Partner and CTO at Monta Vista CapitalHemamAdvisor at Clear VenturesBogomil BalkanskyHome chef and food blogger, venture capital partner, and wildlife photographer
+ 190 more
