Rodrigo Loureiro
Inventor, builder, investor, cyclist | Steward of a Christmas tree farm in Unison, Virginia | Founder CEO and Former Global CIO & CISO
ABOUT ME
Inventor, builder, investor, cyclist
AI and software | Gravel roads | A Christmas tree farm in Unison, Virginia
I spend my time on the things I would do for free. AI comes first. My academic training is quantitative: a BSc and an MSc in Statistics and Operations Research from the University of Lisbon, where I first studied neural networks in the early 1990s as part of my graduate work. Three decades later I am back at it, working through how large language models function from first principles and applying it to AI security.
I build software with AI. Caravel is a private personal-finance dashboard that tracks net worth, holdings and spending, with an AI review of the portfolio from on-device or cloud models. SpinIQ is a cycling training analysis app that pulls rides from Strava and Intervals.icu, computes fitness and training-load metrics, and uses language models to turn them into coaching feedback. Outlast is a retirement simulator that asks whether the money will outlast you: Monte Carlo runs on historical asset class data, with taxes, spending models and AI commentary on the results.
I also invest my own capital, ride the gravel roads of western Loudoun, lead the nonprofit Cycling Unbound, and am the steward of a Christmas tree farm in Unison, Virginia.
I started as a programmer in 1988 and spent more than three decades building and running technology and security for large organizations. I was Chief Technology and Information Security Officer for CGI’s Financial Solutions Group, then joined Laureate Education, a university network operating in 29 countries, as its first CISO and became its Global CIO, managing a technology budget in the hundreds of millions. At its IPO Laureate had $4.2B in revenue, more than a million students and nearly 68,000 employees, and I was part of the executive team that took it public.
After Laureate I became a founder. I started CyberVerse Advisors to advise CEOs, boards and investors on technology and security, and out of that work I built the software I always wanted as a CISO: one score that tells an executive how exposed the company is. I spun it out as Cyber Connective Corporation, patented it (US 12,437,077), joined Microsoft for Startups and won seven-figure backing from a strategic partner. Today I am taking that technology into AI security.
I hold two US patents and co-authored two leadership books, the USA Today bestseller ‘Game On – Leaders Who Last’ and ‘Mission Matters’.
I am open to board and advisory roles and to research collaboration.
University of Lisbon, Portugal: BSc and MSc in Statistics and Operations Research (with Honors), 1988 to 1994
Fluent in Portuguese, English, French and Spanish
What I work on
AI and large language models | AI security | Software development | Investing and personal finance tools | Statistics and operations research | Cycling training science | Land stewardship | Board and advisory work
I build software with AI: a cycling coach that reads my training data, tools that track and model my finances, and a simulator that asks whether the money will outlast me.
CURRENTLY
Working through how large language models function from first principles: building one from scratch, reading the training and interpretability research, and applying it to AI security. Building on a patented method for scoring an organization’s cyber risk. And building with AI: a cycling coach, personal finance tools and a retirement simulator.
I invest my own capital in public markets and in private cybersecurity and AI companies, and I build my own tools to do it.
At home I am the steward of a Christmas tree farm in Unison, Virginia, and I work on preserving the village and the land around it.
Cycling Unbound is a Virginia 501(c)(3) nonprofit. We ride the historic gravel roads of western Loudoun and Fauquier, document their history, and work to keep them unpaved, open to everyone and safe to share.
Weekly open rides and a library of mapped routes at cyclingunbound.org.
PREVIOUS PROFESSIONAL EXPERIENCE
Laureate Education, Inc., Laureate International Universities •
Baltimore, MD (Global) Worldwide leader in higher education, with $3.3B in revenue from 27 accredited campus-based and online universities offering undergraduate and graduate degree programs to 875,000 students in 7 countries.
Joined Laureate Inc, as its first CISO, built, grew, and fostered growth within the IT/CISO team from 1 to 200 staff. Developed corporate information security strategy, facing a critical problem with lack of cybersecurity that had resulted in coverage termination by the cybersecurity insurance carrier. Within 24 months, improved the corporate IT/CISO posture, for example enabling purchase of a $50M policy for cyber risks for operations with the same insurance carrier that had previously deemed Laureate too risky on a cyber perspective, contributing to a successful IPO in 2017.
Multiple successes in driving all aspects of program lifecycle, from initial concept and requirements through design, development, sales, and implementation.
Previous
CGI, Inc. • Montreal, Quebec, Canada (Global) CGI is a global IT consulting, systems integration, outsourcing, and solutions company. Services provided include application services, business consulting, business process services, IT infrastructure services, IT outsourcing services, and systems integration services. CGI has customers in a wide array of industries and markets, with many in financial services.
CHIEF TECHNOLOGY & INFORMATION SECURITY OFFICER, FINANCIAL SOLUTIONS GROUP 2005 to 2015
Created and managed technology and INFOSEC strategy for CGI’s Financial Solutions Group, providing technical and security direction for all financial solutions, which included Trade, Originations, Servicing, Collections, and Gateway solutions. Led a team of 25 Senior Technical Architects via 4 direct reports.
Led business unit focused on building and deploying software for clients as CGI transformed from client single sales to selling software as a service hosted in CGI’s datacenter, selling 10-year contracts of reoccurring revenue. Security was the greatest challenge; software that was deployed in the client’s datacenter was now in CGI’s datacenter. Built and trained the team to make the environment in CGI’s datacenter secure. Developed programs that withstood audits by Bank of America (BOA), Citibank, Barclays, JP Morgan, and Chase.
Expert at building a technical information security program and also “selling” it to the client, to convince them to trust CGI. Performed complete architectural design and performance tuning for large-scale platform and web-facing infrastructure, which included J2EE and Oracle with BPEL, BPM, and EAI components. Information Security Governance: Rolled out an enterprise security program and technology roadmap for security solutions and security technology to address marketplace security requirements such as PCI-DSS and ISO27000.
Developed cloud security technology policy and standards to ensure safe deployment and offering of large information technology solutions in secure datacenters complying with the latest regulations and best practices Provided account management for the largest telecom operator in Brazil, including cultivating client relationships, identifying sales opportunities, and worked with the largest banking institutions, including JP Morgan Chase, Wells Fargo, Moody’s, and BOA.
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