Matt Merrill.

TECHNICAL PRODUCT LEADER · UTAH

Product-minded.
Engineer at heart.

I turn complex technology into products people can use.

Product leadership at Pluralsight and Stack Overflow.
Currently building production AI at GetLatest.

Explore my work ↓View résumé ↗(PDF, opens a new tab)

Open to full-time opportunities

Illustrated mountain valley with pine forests and a warm sunMountains
keep me curious.Better technology
for a brighter
tomorrow.

Selected work

From customer insight to production

PRODUCT STRATEGY · ENGINEERING · PRODUCTION AI

Snappy

From an AI conversation
to a dependable service.

Ideas
to impact.
Conceptual illustration: a request flows through human approval to action.

PRODUCT LEADERSHIP · CLOUD INFRASTRUCTURE

Stack Overflow

Moving Teams Enterprise to the cloud.

Azure + Kubernetes · On time and within budget

A stronger
foundation.

PRODUCT STRATEGY · LEARNING EXPERIENCE

Pluralsight

Helping learners find their next step.

Learning Paths became the platform’s most-used area

ENGINEERING FOUNDATION · TECHNICAL LEADERSHIP

H&R Block

Hands-on engineering.
Systems built to hold.

Lead Software Engineer · TaxWorks · 2007–2013

A LITTLE ABOUT ME

Built with curiosity.
Led with judgment.

I’m Matt—a product leader with an engineering foundation and a habit of getting close to the work.

Over 10 years in product and 20+ years across technology, I’ve connected customer discovery with architecture, implementation, and delivery. I like making complex systems understandable—and making sure they work for the people who depend on them.

Today, I’m Co-Founder & Head of Product at GetLatest, building Snappy. Before that, I led technical product work at Stack Overflow and learner experiences at Pluralsight. Home is South Weber, Utah; the outdoors is where I recharge.

Engineering rootsTaxWorks · H&R Block · CSCProduct leadershipPluralsight · Stack OverflowProduction AIGetLatest / Snappy

ALSO BUILDING

SwolTracker ↗Rotation ↗Cincy All Sports League ↗

GOOD PRODUCTS START WITH A CONVERSATION

Let’s build
something useful.

I’m exploring full-time technical product roles in AI platforms,
developer tools, and complex B2B products.

Email Matt ↗

South Weber, Utah · US remote or Salt Lake City hybrid

Looking for help with a scoped project?

I also consider selective production-AI and fractional product engagements through 21Stax. Scope and timing depend on fit and availability. Discuss a project ↗

GETLATEST · JUL 2025–PRESENT

Beyond the conversation.

Taking Snappy from concept to a production AI-agent service.

The product problem

A useful conversation is only the beginning. An agent service also needs a usable path through onboarding, permissions, billing, and ongoing operation.

My role

As Co-Founder & Head of Product, I lead product strategy and systems architecture while remaining hands-on in implementation and operations: the customer portal, provisioning, runtime integration, and release automation.

A decision that matters

Make control and recovery part of the product. Snappy combines persistent memory and dedicated customer infrastructure with approval-gated workflows. Releases go to a canary first, pass health checks, and expand in stages.

What shipped

A production, multi-tenant AI-agent service with self-service onboarding, subscription billing, automated backups, and repeatable fleet operations. One contractor customer credited its document-management, summarization, and document-creation workflows with tripling the number of contracts he could manage per month.

Explore Snappy ↗

STACK OVERFLOW · JUL 2023–APR 2025

A stronger foundation.

Modernizing Stack Overflow for Teams Enterprise.

The challenge

Move Teams Enterprise from traditional data centers and per-customer virtual servers to Azure and Kubernetes, while improving the way customer environments were updated.

My role

I led cross-functional delivery across multiple engineering and SRE teams, with daily coordination, weekly reporting, and direct CTO reviews. The data-center leases were expiring, giving us a fixed deadline.

The result

We completed the migration before the data-center leases expired, on time and within budget. Containerized deployment on Azure and Kubernetes reduced enterprise-client update cycles from as long as two to three weeks to two days.

Connecting AI with private knowledge

I partnered with design and engineering to shape AI Answers within familiar Stack Overflow workflows. I also helped define the internal Slack integration experience and used pilot findings to refine the product before customer rollout.

PLURALSIGHT · SEP 2015–JUN 2023

A clearer next step.

Building Learning Paths and the learner experience.

My scope

I took Learning Paths from an initial concept to production on a platform serving 1.5M+ learners worldwide. It addressed two recurring questions: where do I start, and what should I learn next? We turned a vast course library into guided, role-based sequences across dozens of technology topics. I also owned the customer homepage, dashboard, and Author experience.

How I worked

I interviewed hundreds of customers and worked daily with design and engineering to prototype, user-test, and refine the experience. Involving the team throughout discovery aligned us around validated customer needs and enabled rapid iteration. Later, I owned the learner-facing experience for assessment-driven personalization, partnering with data engineers to turn skill gaps into tailored course recommendations and learning paths.

The result

Learning Paths became the platform’s most-used area. Usage showed learners going directly to their selected paths and spending most of their time there, prompting a prominent “Continue your learning path” entry point on the dashboard.

Growing the team

I mentored product managers and interns in discovery, planning, stakeholder communication, and delivery.

H&R BLOCK · APR 2007–OCT 2013

Built from the ground up.

The engineering foundation behind my product work.

Leading from the code

As Lead Software Engineer / Senior Software Engineer, I led six engineers building the web portal for TaxWorks, a professional tax platform used by tens of thousands of tax professionals and processing more than one million returns each tax season.

Systems people could depend on

I built client-account management, e-file status tracking, and desktop-to-web data sync. Every year, I took the TaxWorks e-filing system through IRS certification and testing. Reliability mattered: tax professionals depended on these systems during their busiest season.

Proving a path to the cloud

I took My Tax Auction from concept to a live Azure pilot used by 100 tax professionals in its launch year, filing a few hundred real returns. The pilot proved H&R Block’s tax software could run on Azure and led to Azure adoption across the software division.

The roots go deeper

Before H&R Block, I led the rebuild of TaxEngine at Basic Computer Services, owning the front end, server, database, and load balancing for peak tax-season traffic. Afterward, I managed five engineers at CSC, moving the team toward smaller, more frequent releases and mentoring junior engineers to own production features.

What I carry into product

Hands-on experience building, certifying, and operating software shapes how I lead today: understand the constraints, work closely with engineering, and follow the work all the way to production.