Jesse Olson
Security EngineerAI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
AI is analyzing your overall score…
Identifying your key strengths…
Evaluating your skill match against the job requirements…
Assessing your cultural and operational fit
CTO at Base Operations | PhD in AI
AI-native technology executive with 20+ years building agentic and intelligent systems. I specialize in pioneering high impact AI strategies in high-growth industries, building AI products from zero to scaled production, driving category creation and SeriesA/B scaling, and transforming enterprise & product strategies to fuel growth and innovation -- delivering measurable business outcomes across regulated industries and high-growth technology environments. Currently CTO at a category-creating B2B SaaS startup, leading multi-agent AI pipelines, services, and intelligence product experience that drive revenue growth and Fortune 100 adoption. Previously led enterprise-wide data, analytics, and AI strategy at USAA, achieving 95%+ AI productionalization success rate and scaling AI capabilities across all lines of business. Proven ability to align C-suite priorities with technical execution: built and scaled high performing teams from scratch, shipped hundreds of AI services to production, led strategic enterprise technology transformations, and led product strategies through successful acquisition -- maintaining clear visibility on strategic, operational, and product performance. Hands-on. Driven by value creation. Passionate about working with smart people on impactful things.
Carnegie Mellon University
Doctor of Philosophy (PhD), Engineering
January 1, 2003 – January 1, 2006
Carnegie Mellon University
Master of Science (MS), Engineering
January 1, 2001 – January 1, 2003
Brigham Young University
Bachelor of Science (BS), Mechanical Engineering
January 1, 2000 – Present
Base Operations
CTO
June 1, 2022 – May 1, 2026
Veros Systems / Baker Hughes
VP Engineering
May 1, 2019 – June 1, 2022
Austin, Texas
USAA
Chief, Data & Analytics Architect + AI Center of Excellence
August 1, 2016 – May 1, 2019
Northrop Grumman Corporation
Chief Architect / Principal Investigator / Program Manager
August 1, 2006 – August 1, 2016
Jet Propulsion Laboratory
Technology Strategy Consultant
July 1, 2003 – July 1, 2006
Cultural Fit Analysis
The candidate has a diverse background spanning startups, large corporations, and government/research institutions (Base Operations, Veros Systems/Baker Hughes, USAA, Northrop Grumman, JPL). This breadth of experience suggests adaptability to different organizational cultures. The focus on AI/ML across these roles indicates a consistent interest in cutting-edge technology. While the target role is 'Security Engineer', the candidate's experience is heavily skewed towards AI/ML and data architecture, with security aspects mentioned primarily in the context of 'security-sensitive information systems' at Northrop Grumman and 'global threat intelligence' at Base Operations. This indicates a potential gap in direct, hands-on security engineering experience, which might affect cultural fit for a purely security-focused team.
Soft Skills & Operational Fit
The candidate's extensive experience in CTO and VP Engineering roles, coupled with descriptions of strategic leadership, suggests strong soft skills in leadership, strategic thinking, and potentially team collaboration. The descriptions of creating categories and driving adoption imply strong problem-solving and innovation capabilities. However, without specific psychometric test results, a detailed assessment of work attitude, stress handling, and direct team collaboration is limited.