Cary Conrad
InvestorExecutive 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
Intro paths
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Experience
- SilverSkyChief Executive Officercurrent2025 — presentBoston, Massachusetts, United States
- SilverSkyPresident2020 — 2026Boston, Massachusetts, United States
- SilverSkyChief Development Officer (CDO)2020 — 2023Raleigh, North Carolina, United States
- GingerBread CapitalExecutive In Residencecurrent2017 — presentSan Francisco Bay Area
- Member.buzzBoard Member2017 — 2023NYC
- Stealth-Mode Predictive Analytics VentureCEO2015 — 2023Greater Boston
- NTT Com SecurityGlobal Business Development2013 — 2017Greater Boston
- NTT Com SecurityGM Americas2007 — 2014
- Message Secure CorporationPresident, CEO and Founder1998 — 2007Lowell MA
- Object SystemsPresident, CEO and Founder1991 — 1997Lincoln, MA
- MIT LLResearch Engineer1986 — 1991Lincoln and Cambridge MA
- Hughes Aircraft CompanyGroup Leader1979 — 1986
Skills & more
+12 more
Information SecurityProduct ManagementManaged ServicesInformation Security ManagementNew Business DevelopmentProfessional ServicesStrategic PlanningDirect SalesLead GenerationIPSLeadershipOutsourcingFrom 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).
Founder mafias
Valparaiso University mafia7
Also came through, then founded or led a company.
SilverSky mafia3
Also came through, then founded or led a company.
Same school
Also attended Valparaiso University14
+ 8 more
Shared employers
Also worked at SilverSky6
Also worked at Member.buzz1
Also worked at NTT Com Security27
+ 21 more
Also worked at MIT LL885
+ 879 more






































