About – Samuel Castillo

“Mathematics is the language in which God has written the universe.” — Galileo Galilei

Resume

Sam Castillo is a Massachusetts entrepreneur. He studied mathematics and actuarial science at UMass Amherst, climbed through corporate analytics, and now owns Predictive Insights AI and LEARN AI. The public catalog of that work is SamWiki.

What I Do

Data Science & Analytics

Predictive modeling, machine learning, large-scale data processing
AI / LLM Engineering

Training LLMs, building AI agents, N8N automation

Professional Experience

Integrated Security Consultants, Inc

AI Solutions Developer

March 2025 - June 2025 (4 months) · Massachusetts, United States
- Trained LLMs to act as virtual tech guides, automating the step-by-step install process for surveillance cameras and security systems.
Pass My Exam, LLC

Product Developer

June 2024 - August 2024 (3 months) · Northampton, Massachusetts, United States
- Recipient of AWS Activate Startups program (Tier 1)
- Built UI/UX materials for AI and Machine Learning
- Developed web applications using AWS
- Built YouTube channel from zero to 50,000+ lifetime views through strategic content development and audience engagement
- Analyzed viewer metrics and engagement data to optimize content performance and channel growth strategies
Expedia Group

Data Analyst

November 2022 - November 2023 (1 year 1 month) · Austin, Texas, United States
- Analyzed large-scale travel data related to flight bookings, vacation rentals, hotels, and car rentals, handling data at scale.
- 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. This enabled real-time data access.
- Explored datasets from 100+ countries with machine learning. Turned raw numbers into strategic insights that shaped where the company invested next.
- Developed AI agents with Python and R, which successfully performed tasks assigned to them, and addressed complex forecasting challenges, utilizing API get requests and scheduled scripts in PowerShell.
- Safeguarded sensitive customer data following international privacy regulations, ensuring strict compliance.
Pass My Exam LLC

Founder, CEO

November 2019 - May 2022 (2 years 7 months) · Austin, Texas, United States
- Started a business which secured early-stage support with Capital Factory, a leading startup accelerator in downtown Austin Texas that supports hundreds of small businesses and provides top-level business mentoring and resources in Capital Factory University sessions—founder-led masterclasses that translate entrepreneurial theory into real-world tactics.
- Completed a selective 12-week accelerator featuring daily workshops on AI, customer discovery, product-market fit, fundraising, and go-to-market strategy.
- Engineered and maintained a cloud-based data platform hosting predictive analytics models.
- Developed Python-based ETL pipelines for data ingestion and transformation.
- Deployed AWS services including S3, Lambda, and EC2 for cost-efficient computing.
- Mentored junior data engineers and led a team of freelancers.
Boehringer Ingelheim

Data Scientist Contractor

June 2021 - October 2021 (5 months) · Austin, Texas, United States
- Brought on by an agency Data Science Talent Limited, for a contractor with the Animal Health Data team with Boehringer Ingelheim.
- Constructed convolutional neural network (CNN) models in TensorFlow for high-throughput biological data classification in pharmaceutical research applications that accelerated the pharmaceutical discovery timelines by 30%.
- Tested Neural Networks on genomic datasets for COVID-19 antibody vaccine research, demonstrating expertise in healthcare data applications.
- Developed comprehensive animal health databases enabling empirical analysis for veterinary medicine applications.
- Orchestrated SQL and Python/R for data pipeline engineering, creating clean, structured datasets optimized for machine learning model training.
- Managed large streaming datasets from search analytics, TV metrics, retail sales, and promotions. Supported strategic sales initiatives by identifying key trends in the healthcare sector.
Keywell.ai

Reporting Analyst Contractor

May 2021- July 2021 · Austin, Texas
- Prepared data for AI/ML Initiatives using Python, improving data quality for advanced analytics.
- Helped a medical team track eating disorder treatment by building a data reporting pipeline using AWS Athena, RDS, Glue, and S3 that turns EHR data into a self-service reporting dashboard.
- Improved database design by refactoring a 600 line SQL script into 50 lines of code using inner joins, subqueries, case when statements, and lookup tables.
Milliman IntelliScript

Data Scientist

January 2019 - April 2020 (1 year 4 months) · Greater Chicago Area
- Trained AI and ML models on large scale data.
- Utilized distributed computing to efficiently handle large-scale data processing, optimizing system performance and enabling seamless integration.
- Engineered data pipelines for healthcare datasets containing 10+ million individual records, achieving 13% improvement in predictive model performance through advanced feature engineering.
- Integrated medical datasets using standardized healthcare coding systems (ICD, CPT, DRG), creating AI models for Fortune 500 health care companies.
- Leveraged distributed computing frameworks for processing 200TB healthcare workloads, achieving 50% cost reduction while maintaining data integrity.
- Ensured strict compliance with healthcare data security regulations including HIPAA and GDPR, implementing zero-trust infrastructure protocols.
- Developed privacy-preserving AI algorithms generating anonymized group-level insights while protecting individual patient data confidentiality.
Willis Towers Watson

Actuarial Analyst

February 2018 - January 2019 (1 year) · Greater Boston Area
- Used Rescue, Radar, and Emblem to conduct reserving studies.
- Assisted account managers for international airlines & hotels.
- Optimized big data framework and reduced costs by 50%.
- Subject matter expert on predictive analytics tools.
- Designed predictive models for customer behavior analysis serving major healthcare and travel clients, providing financial projections and strategic insights.
- Optimized big data architecture processing on 200TB scale, reducing operational costs by 50% through distributed computing implementation.
- Coordinated international AI/ML initiatives across multiple countries, delivering pre-trained models requiring client-specific fine-tuning and customization.
Milliman

Actuarial Intern

October 2017 - January 2018 (4 months) · Greater Boston Area
- Updated reserving analysis for property and casualty insurance companies.
- Performed rate-filing reviews for New England carriers.
- Captive insurance feasibility studies for firms located in Bermuda.
Blue Cross Blue Shield of Massachusetts

Data Science Intern

June 2017 - August 2017 (3 months) · Boston
- Participated in research on health insurance plan design using analytics and machine learning.
- Presented at end-of-internship event about how people with low back pain can reduce the need for surgery.
- Attended cross-disciplinary mentoring sessions with actuaries and data scientists.

Milestones in Quantitative Exploration

Samuel Castillo collaborating with Expedia Group team during a bowling outing — Team collaboration and a bowling outing with the Expedia Group, Texas, 2023.

Samuel Castillo illustrating integral calculus concepts at Capital Factory — Collaborating with community at a fundraiser

Samuel Castillo engaged in team project work at University of Massachusetts Amherst — Classmates at UMass Amherst. Patrick on my right double-majored in Computer Science and Mathematics! .

Samuel Castillo presenting at the DataFest conference — Judging the student presentations at DataFest with our amazing crew.

Samuel Castillo at Unity Game Studios, exploring computational applications — Exploring quantitative modeling at Unity Game Studios with these amazing people!

Education

University of Massachusetts, Amherst

Bachelor's Degree, Mathematics

2015 - May 2017

Major in Mathematics

Academic Tutor · September 2016 - May 2017 (9 months) · Amherst, MA

Part-time peer tutoring (flexible schedule)
Led group discussions (1-4 people) using whiteboards and laptops
Classes Tutored: Algebra, Calculus, Linear Algebra, Finance, Differential Equations, Astronomy

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 (top-tier machine-learning exam) Passed
Exam MFE / 3F — Models for Financial Economics Passed
Exam STAM — Short-Term Actuarial Mathematics Passed
Exam FM / 2 — Financial Mathematics Passed

Recommendations

Galen Walters

Chairman at Relationshop, Mercatus & Stor.ai / Owner, GoThinkConsulting.com / interim CEO at Hill & Lock / President - COO Previon Health

I was party to one of the worst technological fiascos as Samuel attempted to present his product to a group of potential investors. The spitter on the monitors from the laptop was faulty obviously, and his pitch deck was flashing from the left to right and back left over and over and over. Samuel was wonderful fodder for the participants as he humored the situation with grace. This kid has the skin of a rhino :-) My hats off to him! Well done.

Gabriel Cavazos

Veteran Entrepreneur

I gave Sam very vague requirements about what I was looking for in a data analysis project. He was able to work with me to define the scope and iterated on my needs to ensure a useful and insightful product. He accomplished all of this under budget. He discovered patterns I never expected, pairing his expertise with my industry knowledge perfectly. I'd strongly recommend Sam for any data task you may have.

Gavin Wiener

Freelance Funnel Builder | Landing Page Design | AI Automation

Working directly with Sam has been a pleasure, especially on more technical projects. Technical projects often have many unknowns, but Sam always knew and expressed what the overarching end goal was. By focusing on that end goal, he created flexibility and made it easier and more enjoyable to achieve wins along the way. His coordination ensured everyone had what they needed for the project to move along smoothly.

Faizan Qadeer

Video Editor | Motion Graphic Artist | 2D Animator

Sam and I have worked together for 8 months on Upwork. Sam has been running a teaching business for 18 months and teaches data science. He’s easy to work with and extremely consistent with project management. Despite tight deadlines and last-minute changes, he always gave clear instructions and checked my workload before assigning new tasks. His talent, professionalism, and positive attitude speak volumes!

Matt Jensen

Fullstack Web Engineer

I met Sam in the Austin Indie Hackers meetup. He stood out as someone who values hands-on experience over theorizing. Whether it was copywriting or audience engagement, Sam’s practical advice raised the bar. His insights on promoting my own project elevated my thinking. Sam’s real-world experience with business promotion makes him an asset to any team!

Cornelius Toole

Senior Software Engineer at Zenoss

I met Sam in an entrepreneurship Meetup group. As co-host, he’s been vital in keeping that community alive during the pandemic. Sam listens carefully, offers thoughtful advice, and connects people with the right skills and knowledge to solve problems. He’s growth-oriented and unafraid to step outside his comfort zone.

Kelsie Gosser

Senior Product Manager at Milliman MedInsight

Sam and I worked on improving data visualization design at our firm. He created a survey to understand how others used visualization tools and co-developed an R library called mr_workflow for internal users. Sam goes out of his way to improve the work experience for others and takes initiative when it’s needed most.

C. Grayson (Gray) Schlichting

Technical Business Strategist – Advanced Networking, IoT, Security, and 5G

I’ve known Sam for over six months through Austin-Indiehackers.com meetings, where he’s a co-organizer. Sam constantly expands his skills, driven by curiosity and problem solving. He’s helped many use their technical skills independently by facilitating meaningful networking and connections. His ability to listen, reflect, and facilitate makes him a genuine asset—and a pleasure to work with.

Rab Beverly

Mentor | Experiment, Improve, Create, Share

Sam is making predictive analytics approachable to new talent in the actuarial field—no small feat. He constantly looks for ways to improve his students’ experience and the quality of his content. Sam is hardworking, humble, and smart—the kind of person everyone wants to work with.

Undergraduate Honors Student — University of Massachusetts Amherst
Graduated with honors in Mathematics while completing the majority of the actuarial exam track.

What I Do

Data Science & Analytics

AI / LLM Engineering

Professional Experience

Integrated Security Consultants, Inc

Pass My Exam, LLC

Expedia Group

Pass My Exam LLC

Boehringer Ingelheim

Keywell.ai

Milliman IntelliScript

Willis Towers Watson

Milliman

Blue Cross Blue Shield of Massachusetts