Product Executive · Builder · Technologist

Glenn
Fernandes

I build enterprise products that move at scale — and AI tools that actually solve problems. Twenty years of shipping things that matter, from $100B contract platforms to Toastmasters dashboards.

20+ Years building enterprise products
$2.7M Annual savings from a single integration
$20M Program delivered on time & under budget
2 days
→ 2 min
Contract generation, automated
3,000+ Scientists served on Alexa's ML platform
10 AI tools built & deployed

Engineer turned PM turned builder

I started as a software engineer at Fidelity Investments, crossed into financial services at Morgan Stanley, and eventually found product management — the place where technical depth, business strategy, and human insight converge. It turned out to be the sweet spot I'd been circling my whole career.

What's always driven me is something simpler than the résumé suggests: taking processes that are slow, manual, and fragmented, and turning them into streamlined, intelligent systems that move at the speed businesses need. For twelve years at Agero I did that for connected vehicle and roadside assistance platforms serving 115 million consumers. At Amazon and AWS, the problems got bigger — GenAI products, $100B+ contract lifecycle systems, agentic intake workflows, and investment platforms managing billions in annual programmatic funding. Five years later, I'm looking for the next challenge at the VP or Director level.

What I do outside of work tells the other half of the story. I build AI-powered tools — dashboards, automation agents, analytics platforms, clinical prototypes — because I can't help it. The best way to understand where AI is headed is to build with it. Currently exploring ideas at the intersection of geolocation and AI for a project I'll share when it's ready.

Currently

Building AI tools for real-world workflows
Exploring Agentic product design patterns
Training Bringing practical AI skills to teams, clubs & communities
Reading Everything on LLM evaluation and AI product quality
  • MBA & MS Finance, Boston College
  • MS Computer Science, WPI
  • MS International Relations & Global Studies, Northeastern University
  • BS Electronics Engineering, University of Bombay
  • PMP & PMI-ACP Certified
  • Certified Scrum Product Owner (CSPO)
  • Claude 101, Anthropic Academy · 2026
  • Pragmatic Marketing, Levels I–III
  • Series 7, 66 & 31 Licenses

Community Leadership

Toastmasters · District

  • Administration Manager, District 31  ·  2025–26
  • Finance Manager, District 31  ·  2021–22
  • Area Director, District 31  ·  2020–21
  • Area Director, District 31  ·  2019–20

Toastmasters · Network Voice Club

  • VP of Education  ·  2026–27
  • VP of Public Relations  ·  2024–25
  • VP of Public Relations  ·  2023–24
  • President  ·  2021–22
  • VP of Education  ·  2020–21
  • Treasurer  ·  2019–20

Community & Professional

  • Co-Director of Programming, Boston Product Management Association  ·  Current
  • Treasurer, Executive Committee, Boston Mensa  ·  2017–20 (2 terms)

Side projects that aren't
really side projects

01

D31 Club Health Monitor Agent

An autonomous agent that fetches live DCP data for all 138 Toastmasters clubs across District 31, classifies each club's health using time-aware business logic (on-track, watch, at-risk, critical), drafts personalized outreach emails to Area Directors, and produces a District Director briefing report — all in a single run. Includes a three-pattern eval framework: deterministic test cases, rule-based structural checks, and an LLM-as-judge layer that scores every email draft for specificity, tone, and actionability before it goes anywhere near a real officer.

Why I built this

"District leadership was manually tracking 138 clubs across spreadsheets and Slack messages, then writing individual outreach by hand. I designed a system that does in one run what used to take days — and built the eval framework because I wanted to know, not just hope, that the outputs were trustworthy."

Agentic AI LLM-as-Judge Eval Framework Claude API Python Google Sheets MCP
02

Meeting Operations Agent

An agentic prototype for wealth management advisory practices that transforms raw meeting transcripts into fully orchestrated post-meeting workflows. A two-tier trust architecture governs every action: Tier 1 (internal, non-client-facing) executes autonomously with a full audit trail; Tier 2 (client-facing or regulated) batches into a single advisor review point. Regulated items — custodian forms, contribution instructions — always require individual confirmation regardless of trust phase. Every action is sourced back to the exact transcript moment that generated it.

Why I built this

"I wanted to think rigorously about where AI should and shouldn't act autonomously in a regulated environment. The architecture isn't just 'approve or reject' — it's about what trust earns: less friction inside a safe zone. It never earns a bigger safe zone."

Agentic AI Compliance-Aware Design Trust Architecture React Claude API Lovable
View Live
03

Care Context Brief

A pre-visit clinical briefing agent for primary care, built around a care graph and RAG retrieval layer working together — the graph handles relational data (which labs came from which referral), RAG handles unstructured visit notes. Includes a companion evaluation layer that scores every generated briefing for faithfulness, relevance, and completeness before it ever reaches a clinician, plus dedicated tools for HCC coding review and patient risk stratification. Four deployed AI prototypes, all backed by real Anthropic API calls against a synthetic patient population.

Why I built this

"I wanted to understand, hands-on, what it actually takes to make AI trustworthy enough for a clinical setting — not in theory, but by building the evaluation layer myself and watching it catch a real hallucination during testing. That one catch taught me more about AI trust than any article on the subject."

Agentic AI RAG + Graph Retrieval LLM Evaluation Anthropic API React / Node.js Railway / Vercel
View Live

More Projects

04

Job Search Automation Pipeline

A fully agentic job search workflow built on Claude Cowork. Drop a JD into a folder — it scores across five weighted dimensions, generates a tailored ATS-optimized résumé if the score clears 75, and archives low-fit roles automatically. Daily schedule, zero manual intervention.

Agentic AI Claude Cowork Node.js
05

US Presidential Performance Dashboard

18 verified economic and social metrics for every president from FDR through Trump II. Primary sources only — BEA, BLS, Census, OMB. Outcomes, not verdicts.

Data Viz Vanilla JS GitHub Pages
View Live
06

Tennis GOAT Analytics Platform

Statistical comparison of Federer, Nadal, and Djokovic across 12+ dimensions — Elo ratings, surface simulations, serve/return metrics, head-to-head. ATP Tour data, primary sources throughout.

Sports Analytics Vanilla JS GitHub Pages
View Live
07

D31 Facebook Marketing Agent

Five-step Facebook post workflow fully automated — Google Sheets → QR code → Pillow flyer compositing → Facebook Graph API. Browser-based, zero technical knowledge required for end users.

Automation Python / FastAPI Vercel
08

D31 Performance Dashboard

Eight-tab dashboard tracking all 138 District 31 clubs — auto-CSV ingestion, year-over-year comparison, snapshot trend charts, drill-down modals. Used by district leadership weekly.

Product Design HTML/JS/CSS GitHub Pages
View Live
09

D31 District Bucks Dashboard

Quarterly incentive tracker for 138 clubs — Up Your Game streak logic, Membership Building, and Pathways Level Up rankings from Education Achievements data. Club drill-down modals throughout.

Incentive Design HTML/JS XLSX Integration
View Live
10

NVT Role Tracker

Fully automated role and attendance tracker for Network Voice Toastmasters. Meeting agenda PDFs in Google Drive trigger a GitHub Actions workflow that parses roles, matches members, and updates a live dashboard — zero manual data entry.

Automation Python GitHub Actions Google Drive API

A career built on
shipping things that matter

Amazon / AWS June 2021 – May 2026

L6 Technical Product Manager — AWS Investments & Alexa

Built mission-critical financial systems at AWS scale — a contract lifecycle management platform automating Private Pricing Agreements, GenAI intake and routing for the Generative AI Innovation Center, funding and deal-shaping tools for AWS Growth Initiatives, and a two-way sales program matching console used by the entire AWS field sales organization. Also spent time in the Alexa org building the ML data preparation platform used by 3,000+ scientists.

Contract Lifecycle Management GenAI Products Sales Enablement Agentic Automation Salesforce / CPQ
TrueMotion / CMT 2020 – 2021

Principal Engagement Manager II

Managed delivery for two tier-1 P&C insurance clients on a smartphone-based driving data platform, covering distracted driving detection, usage-based insurance, crash and claims, and mobile sensor data processing.

Zipcar 2019 – 2020

Product & Program Management Consultant

Took over a troubled $20M program to migrate Zipcar's reservation platform across North America and the UK. Directed 40 developers, 7 product managers, and 3 UX designers. Delivered the final London market migration on time and under budget. Also led the company-wide transition to Agile, moving 150 product and engineering employees to Scrum within 6 weeks.

$20M Program React / Node.js / GraphQL Agile Transformation Multi-market Launch
Agero, Inc. 2007 – 2019

Senior Director, Product & Program Management

Twelve years building enterprise products for one of the largest connected vehicle and roadside assistance platforms in the US — serving 115 million consumers in partnership with auto manufacturers and insurance carriers. Delivered a direct access insurance integration that saved $2.7M annually and lifted client satisfaction from 91% to 95%. Identified and resolved a critical billing flaw recovering $10M–$12M annually in previously lost revenue. Spearheaded 10+ connected vehicle integrations with global automotive OEMs and pioneered a first-of-its-kind Visual IVR platform.

Connected Vehicle Insurance Integration Visual IVR $5M PMO Budget CRM Platforms
Earlier Career 2001 – 2007

Software Engineer · Fidelity Investments (2001–2005)  ·  Financial Advisor · Morgan Stanley (2005–2006)  ·  Financial Consultant · New England Financial (2006–2007)

Started as a software engineer at Fidelity, helping build a $30M B2B platform for registered investment advisors that saved $32M in annual costs. Then crossed into financial services — first at Morgan Stanley, then New England Financial — managing a $3M book of brokerage and retirement assets across investments, retirement planning, estate planning, and insurance. This combination of engineering depth and financial fluency has shaped every product decision since.

What I bring
to the table

Product

Product strategy & roadmap ownership
PRD & requirements authorship
Agile / Scrum / Kanban leadership
GenAI product design & LLM evaluation
Contract lifecycle management
GTM & sales enablement platforms
Executive & stakeholder communication
Agentic workflow design

Technical

Python (FastAPI, Pillow, data pipelines)
JavaScript / HTML / CSS
React / Node.js / GraphQL
AWS (EC2, Lambda, Bedrock, QuickSight)
Salesforce / CPQ / CRM platforms
REST APIs & JSON integration
Claude API & prompt engineering
GitHub / Vercel / GitHub Pages

Domain

Financial systems & investment platforms
Insurance & P&C industry
Connected vehicle & telematics
Enterprise SaaS & B2B platforms
Contact center & CX technology
ML data platforms & AI infrastructure
Mobility & car-sharing
Regulatory & compliance systems

Taking AI from
the stage to the room

Panel Discussion June 2024

Generative AI Panel
Amazon Internal Conference

Spoke on a GenAI panel at an Amazon-wide conference for engineers, TPMs, PMs, and leaders across the company — sharing perspectives on practical AI product development, agentic workflows, and where enterprise AI is heading.

GenAI Enterprise AI Amazon-wide
Hands-On Workshop May 13, 2026

AI Made Easy
Traditions of Dedham

A one-hour approachable introduction to AI for senior residents at an assisted living facility — no jargon, no fear. Covered letter writing, understanding medical terms, recipe help, and live Claude demos. Designed from the ground up for a non-technical audience.

On making AI accessible

"If you can type a question, you can use AI."

AI Literacy Non-Technical Claude AI
Hands-On Workshop May 11, 2026

AI Hands-On Workshop
Toastmasters District 119

A 60-minute virtual workshop for NYC metro Toastmasters club officers — turning AI tools into real content leverage. Covered magnetic marketing content, NotebookLM podcast generation, video creation, bio polishing, and LinkedIn presence. Every attendee left with a working prompt toolkit.

The session's opening line

"AI doesn't replace your voice. It amplifies it."

Content & Marketing Personal Branding Claude · NotebookLM · Loom
Training Series Feb 9 & 19, 2026

AI Tools Training
Toastmasters District 31

Two training sessions for club officers across Massachusetts and Rhode Island — practical, hands-on guidance on using AI tools like NotebookLM, Claude, and others to reduce workload, create better content, and run more effective clubs.

AI Tools Club Leadership NotebookLM · Claude

Let's Talk

Have something interesting?
I'd love to hear it.

Whether it's a role worth exploring, a product problem worth solving, or just a conversation about where AI is headed — my inbox is open.