Juan David Trujillo

Technology Executive | Founder, CIOFintech | Multidisciplinary Strategist

Miami / Medellin david.trujillo@ciofintech.com +1 305 799 0882 English / Spanish

Technology executive and multidisciplinary strategist with 15+ years of CTO-level leadership across investment management, infrastructure operations, cloud-transition planning, and fintech product development. Founder of CIOFintech and architect of CIOFintech OPE, a proprietary options optimization engine launched in October 2024 with a reported 99.95% success rate within its intended operating framework and support for Bitcoin ETF options strategies. Brings a practical advisory lens shaped by traditional finance, digital asset market structure, product thinking, and cross-functional execution for high-net-worth clients, family offices, and innovation-led ventures.

Headshot of Juan David Trujillo

Core strengths

CTO-level technology leadership Fintech product development Digital asset market structure Bitcoin ETF options strategy deployment Cloud transition planning Infrastructure & business continuity Vendor and budget oversight Risk-aware systems thinking Family office / HNWI advisory AI tools awareness & workflow adoption

Professional experience

Founder & Principal Strategist

CIOFintech

Nov 2023 – Present
  • Founded CIOFintech to develop applied fintech solutions at the intersection of market structure, automation, and disciplined execution for family offices, high-net-worth clients, and innovation-led financial initiatives.
  • Built and deployed CIOFintech OPE, a proprietary options optimization engine launched in October 2024; supports Bitcoin ETF options strategies and has achieved a reported 99.95% success rate within designed operating parameters.
  • Advises on risk-aware options workflows, cash overlay implementation, and capital-efficient operating processes, translating complex financial concepts into practical decision frameworks.
  • Brings a multidisciplinary perspective that combines market knowledge, technology strategy, product architecture, and commercialization awareness.

Strategic Advisor, On-Prem to Cloud Transition

Fairholme Capital Management

Nov 2023 – Jul 2024
  • Provided continuity and strategic guidance during a post-CTO infrastructure modernization effort focused on cloud-transition planning and operational resilience.
  • Supported decision-making around vendor coordination, transition priorities, and business continuity considerations for a sensitive investment-management environment.

Chief Technology Officer

Fairholme Capital Management

Sep 8 2009 – Nov 13 2023
  • Led long-term technology strategy and day-to-day IT operations for an investment management firm, aligning infrastructure, cybersecurity, support, and enterprise tooling with business requirements.
  • Managed an annual IT budget of approximately $1.2 million while overseeing vendor relationships, infrastructure planning, operational controls, and continuity-oriented technology decisions.
  • Served as a senior bridge between investment professionals and technical providers, translating business needs into scalable, reliable systems and support models.
  • Guided modernization efforts across infrastructure resilience, cloud readiness, security posture, disaster recovery, and platform support in a high-trust financial setting.

Managed Services Director

ADX Technologies

2005 – Sep 2009
  • Directed managed services delivery for client technology environments with a focus on uptime, issue resolution, infrastructure support, and service quality.
  • Built a reputation for practical problem solving across complex technical environments and multi-stakeholder operating needs.

Earlier foundation in financial markets

Hencorp Becstone L.C. Financial Services / Hencorp Coffee Group

2003 – 2005
  • Developed early exposure to commodities brokerage, coffee and currency markets, futures account support, and online trading platform operations.