Caleb Sima

Co-Founder

San Francisco, California, United States28 yrs 8 mos experience
AI Enabled

Key Highlights

  • Over 25 years in cybersecurity leadership.
  • Co-founded two successful security startups.
  • Scaled Robinhood's security from $5.6B to $40B IPO.
Stackforce AI infers this person is a cybersecurity expert with extensive experience in Fintech and startup environments.

Contact

Skills

Core Skills

SecurityAi SecuritySecurity StrategyIt ManagementManagementEntrepreneurshipVulnerability Assessment

Other Skills

Cloud SecurityReverse EngineeringPenetration TestingApplication SecuritySaaSWeb Application SecurityCloud ComputingInformation SecurityComputer SecurityMobile SecurityMobile Device ManagementPCI DSSNetwork SecurityEnterprise SoftwareInformation Security Management

About

With over 25 years of experience in cybersecurity, I am passionate about building and investing in innovative solutions that protect enterprises. I have co-founded and led two security startups, Bluebox and SPI Dynamics, that were acquired by Lookout and HP respectively, and served as an EIR at Andreessen Horowitz, one of the most prestigious venture capital firms in Silicon Valley. Most recently, I was the Chief Security Officer at Robinhood, the leading online brokerage platform that democratizes finance for all. There, I oversaw the security strategy, operations, and IT for the company, ensuring the highest standards. I also helped Robinhood scale its security capabilities and culture as it grew from a $5.6 billion valuation to a $40 billion IPO. Additionally, I was a board member at Cobalt.io, a cloud-based security platform that connects organizations with ethical hackers, and an advisor and investor to several security startups and nonprofits. My mission is to make the web a safer and more secure place for everyone.

Experience

Whiterabbit

Builder

Jan 2024Present · 2 yrs 3 mos · San Francisco, California, United States · On-site

Cloud security alliance

Founder & Chair of CSA AI Security Alliance

Apr 2023Present · 3 yrs · Remote

  • Helping build practical guidelines on AI for security teams
SecurityAI Security

Robinhood

Chief Security Officer

Feb 2021Mar 2023 · 2 yrs 1 mo · San Francisco Bay Area

Security StrategyIT Management

Databricks

VP - Security

Jan 2019Feb 2021 · 2 yrs 1 mo · San Francisco Bay Area

SecurityManagement

Capital one

Managing Vice President, Cyber Security

Jul 2016Nov 2017 · 1 yr 4 mos · San Francisco, California

SecurityManagement

Cobalt.io

Board Member

Jan 2016Jan 2021 · 5 yrs · San Francisco, California

SecurityManagement

Bluebox security (acquired by lookout)

CEO & Co-Founder

May 2012Mar 2016 · 3 yrs 10 mos · San Francisco

SecurityEntrepreneurship

Andreessen horowitz

EIR

Oct 2011Jul 2012 · 9 mos

SecurityEntrepreneurship

Armorize technologies, inc. (acquired by proofpoint)

CEO

Jan 2010Aug 2011 · 1 yr 7 mos

SecurityEntrepreneurship

Hewlett packard

Chief Technologist - Application Security Center

Jan 2007Mar 2010 · 3 yrs 2 mos

SecurityManagement

Spi dynamics (acquired by hp)

CTO & Founder

Mar 2000Aug 2007 · 7 yrs 5 mos

SecurityManagement

Internet security systems

Senior Security Consultant and X-Force Researcher

Feb 1997Mar 2000 · 3 yrs 1 mo

  • Reverse engineer focused on identifying exploits in software and writing code to both identify the issues in ISS Scanner and detect the issues being exploited in RealSecure. From the researcher role I moved on to build the pen-test team.
SecurityManagement

S1

Security Manager

Aug 1996Feb 1997 · 6 mos

Reverse EngineeringPenetration TestingSecurityVulnerability Assessment

Education

Harvard Business School Executive Education

Executive MBA

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