Three Stages of AI Product Development: Real-World Case Studies

While we see lots of information about how to use AI as a PM, there is a lot less clarity on what it takes to actually ship AI products. Join us to hear from three product leaders on the real work at each stage of building AI products, from idea to launch.

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Our Speakers
Jenna Stavros
VP of Product @ Dig Insights
Sagar Giri
AI Product Consultant
Matthew Tobiasz
General Partner & Co-Founder @ Sightglass
Event Date: 
Tuesday, February 24, 2026
Start Time: 
5:30 pm
Event Location: 
BrainStation - 482 Front St W 2nd floor, Toronto, ON

About the Event

There is a lot of discussion happening right now around how PMs should be using AI in their day-to-day jobs, but very little specifics around what we need to be thinking about when it comes to actually BUILDING AI products and features.  What do Product Managers need to keep in mind as they evaluate opportunities, prioritize, start building and then test towards a release?   This evening is going to give folks real insight into what actually happens on the pathway to releasing an AI feature.  Three product leaders. Three keynotes. Three stages of building AI features—from strategy to shipped product.

This isn't a panel discussion. These are actionable presentations with real-world examples, live demos, and soup-to-nuts breakdowns of how AI gets built and shipped.

What You'll Learn

Stage 1: Strategy & Prioritization
Jenna Stavros, VP of Product at Dig Insights

How do you identify AI opportunities that actually matter? Jenna walks through the process of assessing AI use cases, aligning them to organizational strategy, and prioritizing based on real value. You'll learn how to select the right AI opportunity to drive forward—and avoid the noise.

Stage 2: Implementation
Sagar Giri, Product - Managed Services at Synacor

What does it take to go from use case idea to implemented concept? Sagar breaks down the fundamental architecture and infrastructure decisions that make or break AI delivery. This includes a live demo showing how AI features get built in practice. Sagar has shipped AI products to 220M+ users, built an AI clinical assistant for NHS, and processes 80M+ posts daily through content moderation infrastructure.

Stage 3: Testing & Validation
Matthew Tobiasz, General Partner & Co-Founder at Sightglass

How do you know your AI feature actually works? Matthew shares real examples of testing AI implementations soup-to-nuts to ensure they perform as required before reaching users. Learn the validation approaches that catch issues early and build confidence in your AI features.

Each speaker will define key terms, explain specific elements, and clarify what the product manager's role is in their stage of the process.

Meet Your Speakers

Jenna Stavros – VP of Product, Dig Insights
A customer-oriented product leader who thrives in problem-driven environments, Jenna brings empathy and curiosity to every challenge. She's passionate about supporting aspiring PMs and helping teams navigate complex product decisions.

Sagar Giri – Product, Managed Services, Synacor
With 15+ years of experience and 8 years focused specifically on Data and AI, Sagar builds AI products that ship and scale. He's hands-on with GenAI, RAG architectures, and ML infrastructure. His track record includes shipping an AI clinical assistant for NHS, building content moderation infrastructure processing 80M+ posts daily, and scaling conversational AI to 220M users.

Matthew Tobiasz – General Partner & Co-Founder, Sightglass
Matthew thrives at the intersection of technology, strategy, and product design. With a technical background as a software developer rooted in human-computer interaction, he spent his early career at ThoughtWorks leading delivery teams across industries—from financial services to biotech, from startups to Fortune 500s. He helps teams reimagine product capabilities into customer-focused experiences.

Who Should Attend

  • Product managers exploring AI implementation
  • Product leaders building AI roadmaps
  • Founders and entrepreneurs integrating AI into their platforms
  • Anyone moving from AI experimentation to production

Event Tickets

‍This event is open to everyone, but a free TPMA membership is required to attend.

Tickets cost $15 for regular TPMA Members and $11.50 for Community-Builder level members. Update your membership here.

Your ticket includes a drink and a selection of light snacks.

Event Agenda

5:30 – 6:00 PM — Networking (in-person only)
6:00 – 7:15PM — 3 x 20-minute keynote presentations with real world examples and demos + Q&A
7:15 – 8:00 PM — Networking with Toronto's product community

Location

In-person @ BrainStation - 482 Front St W 2nd floor, Toronto, ON & Online via Zoom.

Accessibility

For any accessibility concerns, please reach out to us at info@tpma.ca.

Speaker Bios
Jenna Stavros
VP of Product @ Dig Insights

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Sagar Giri
AI Product Consultant

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Matthew Tobiasz
General Partner & Co-Founder @ Sightglass

Read Speaker Bio

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