/People

Cary Conrad

Investor

Executive in Residence at Gingerbread Capital · Chief Executive Officer at SilverSky

Greater Boston

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About

Cary Conrad is an engineer and entrepreneur who has served since 2015 as President and CEO of a stealth-mode predictive analytics venture built on MIT's D4M technology, applying AI to large-scale data problems and handling business development, venture investments, and investor relations. Earlier in his career he worked as a systems engineer at Hughes Aircraft Company and as a research engineer on national security systems at MIT's Lincoln Laboratory, then founded a security-focused startup for financial services firms that was later acquired, after which he led a turnaround of a managed security services provider. He holds a B.S. in Electrical and Electronics Engineering from Valparaiso University and writes about cybersecurity for executives.

Invests in

AI & Machine LearningCybersecurityData & Infrastructure

Chief Executive Officer at SilverSky

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Experience

  1. SilverSkyChief Executive Officercurrent2025 — presentBoston, Massachusetts, United States
  2. SilverSkyPresident2020 — 2026Boston, Massachusetts, United States
  3. SilverSkyChief Development Officer (CDO)2020 — 2023Raleigh, North Carolina, United States
  4. GingerBread CapitalExecutive In Residencecurrent2017 — presentSan Francisco Bay Area
  5. Member.buzzBoard Member2017 — 2023NYC
  6. Stealth-Mode Predictive Analytics VentureCEO2015 — 2023Greater Boston
  7. NTT Com SecurityGlobal Business Development2013 — 2017Greater Boston
  8. NTT Com SecurityGM Americas2007 — 2014
  9. Message Secure CorporationPresident, CEO and Founder1998 — 2007Lowell MA
  10. Object SystemsPresident, CEO and Founder1991 — 1997Lincoln, MA
  11. MIT LLResearch Engineer1986 — 1991Lincoln and Cambridge MA
  12. Hughes Aircraft CompanyGroup Leader1979 — 1986

Skills & more

SaaS18Enterprise Software16Software as a Service (SaaS)3Business Development52Product Development9Team Building3Market DevelopmentFinance3Cloud Computing34Start-ups26Network Security14Security41
+12 moreInformation SecurityProduct ManagementManaged ServicesInformation Security ManagementNew Business DevelopmentProfessional ServicesStrategic PlanningDirect SalesLead GenerationIPSLeadershipOutsourcing

From Cary's professional profile.

Colleagues at Gingerbread Capital

Frequently asked questions

Who is Cary Conrad?
Cary Conrad is an engineer and entrepreneur who has served since 2015 as President and CEO of a stealth-mode predictive analytics venture built on MIT's D4M technology, applying AI to large-scale data problems and handling business development, venture investments, and investor relations. Earlier in his career he worked as a systems engineer at Hughes Aircraft Company and as a research engineer on national security systems at MIT's Lincoln Laboratory, then founded a security-focused startup for financial services firms that was later acquired, after which he led a turnaround of a managed security services provider. He holds a B.S. in Electrical and Electronics Engineering from Valparaiso University and writes about cybersecurity for executives.
Where does Cary Conrad work?
Cary Conrad is Executive in Residence at Gingerbread Capital and Chief Executive Officer at SilverSky.
What does Cary Conrad invest in?
Cary Conrad invests in AI & Machine Learning, Cybersecurity, Data & Infrastructure.
Where did Cary Conrad go to school?
Cary Conrad studied at Valparaiso University (BSEE, Electrical and Electronics Engineering).

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