Sam Castillo is a Massachusetts entrepreneur. He studied mathematics and actuarial science at UMass Amherst and climbed the corporate ladder until owning his own small business.
7+ years
Actuarial and data science experience at Fortune 500 companies.
Founder
Entrepreneur with startup accelerator experience.
Innovation
Persistence towards solving meaningful business problems.
Fitness, outdoors & motivation
Tech and training are not opposites. Sam builds Predictive Insights AI and keeps an active fitness practice —
summer 2026 ValleyBike / Drop e-bike commuting around the Pioneer Valley
(~97 completed rides), plus hiking when the schedule allows.
The point is motivation you can measure: consistency on the bike and trail mirrors consistency in
actuarial models, LLM engineering, and shipping product. Dual identity — serious AI work and outdoor fitness.
Professional presence is a dynamic blend of poise, self-confidence, control, and style that empowers us to be able to command respect in any situation. Once acquired, it permits us to project a confidence that others can quickly perceive the first time they meet us.
Trusted Expertise
✅ Sam Castillo has successfully completed the AI Fundamentals course by Google via Coursera.
Whether you are building a predictive model or deploying LLMs, our methodologies align with industry-leading standards to guarantee accuracy, trust, and high performance.
Testimonials
People who hired Sam, worked beside him, or met him at a local indie-hacker meetup.
Leave with a result you can stand behind, in less time than building it yourself.
Freelance funnel builder, landing pages and AI automation
Working directly with Sam has been a pleasure, especially on more technical projects. Technical projects can often have many unknowns, but Sam always knew and expressed what the overarching end goal was. By focusing on the end goal, this created flexibility and made it a lot easier (and enjoyable) to achieve wins along the way. The coordination he did between the different members and making sure everyone had the things they needed was the reason everything moved along.
Video editor, motion graphics and 2D animation
Sam and I have worked together for 8 months on a freelance platform. Sam has been running a teaching business for 18 months and teaches data science. Besides being easy to work with, he has been extremely consistent with project management. We have had many tight deadlines and last-minute changes, but he always provided me with clear instructions and asked me what my workload was like before sending project proposals so that I never felt overworked. No need to say more. His talent, demeanor, professionalism, and attitude speak volumes!
Founder, AI-powered data visualization
Had the pleasure of meeting Sam in a local indie-hacker meetup. He immediately stood out as someone who values hands-on experience over theorizing. Whether it was copywriting or engaging an audience on social media, Sam's practical advice raised the bar of our group. His invaluable insights on promoting my own project definitely elevated my thinking. Sam's real-world experience on how to promote a business would make him an asset to any team!
More from a veteran entrepreneur, a senior software engineer, a healthcare analytics product manager, a technical business strategist, and a product and education mentor — read all eight.
Project Alpha: The Post-Quantum Intranet
Test drive our raw, uncensored AI framework: Dolphin Mistral, running fully autonomously on an isolated server node based in Alaska.
As we approach a new era of computational scaling, traditional HTTPS and SSL-based web encryption will inevitably become obsolete against quantum decryption methods. To prepare, we are actively developing the foundational layers of a true "digital moat." At its core, this architecture operates as a machine-to-machine blockchain intranet—a decentralized, structural anti-virus network that securely handshakes autonomous LLMs and critical systems without relying on legacy, vulnerable internet channels.
Sam Castillo is a Massachusetts entrepreneur. He studied mathematics and actuarial science at UMass Amherst and climbed the corporate ladder until owning his own small business.
Summary: I helped field teams plan and install security systems by turning complex work into clear steps and practical checklists.
Trained LLMs to act as virtual tech guides, automating the step-by-step install process for surveillance cameras and security systems.
Worked with on-site security camera installers to document build requirements and workflows.
Pass My Exam, LLC
Product Developer
2024 (3 months) | United States
Summary: I helped a small team launch and grow a learning product and its online presence.
Recipient of AWS Activate Startups program.
Built YouTube channel from zero to 50,000+ lifetime views through strategic content development and audience engagement.
Expedia Group
Data Analyst
2022 - 2023 (1 year 1 month) | United States
Summary: I helped the company make sense of travel patterns and act on them faster.
Architected predictive analytics models processing global travel datasets, encompassing flight bookings, hotel reservations, and vacation rentals.
Accelerated data workflows from 3 days to hours using AI-tuned Python scripts.
Photos
Public speaking highlights from conferences, workshops, and live demos, alongside a few recent portraits.
Speaking portrait before a live session.
On stage during a keynote presentation.
Masterclasses & Live Instruction
Watch a few of my recent public lectures and machine learning tutorials.
Live Webinar: Exam PA Secrets
Teaching predictive analytics and machine learning strategies.
Titanic Survival Prediction
A step-by-step machine learning tutorial using the classic dataset.
Actuarial Exams & Certifications
I have successfully passed the following Society of Actuaries (SOA) / Casualty Actuarial Society (CAS) exams — each one of the most rigorous professional credentialing programs in the world (graduate-level difficulty).
Exam P — Probability Theory Passed
Exam PA — Predictive Analytics Passed
Exam MFE / 3F — Models for Financial Economics Passed
