Matt Ryan · Speaking

The health score is already too late. AI isn't.

I speak on AI-native customer success, predictive retention, and forward deployed engineering. Every talk is backed by a system I built and ran.

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Matt Ryan speaking on stage at G2
01Through the years

Twenty years of standing in front of a room.

IBM Global Business Services. Early technical delivery, first time in front of a room.
IBM Global Business Services. Early technical delivery, first time in front of a room.
Workshop facilitation on the road, the years spent building delivery teams across three continents.
Workshop facilitation on the road, the years spent building delivery teams across three continents.
Customer Success Summit, Chicago. Customer Success Collective.
Customer Success Summit, Chicago. Customer Success Collective.
G2 Mid-Year Meetup.
G2 Mid-Year Meetup.
G2, on the main stage.
G2, on the main stage.
02Speaking topics

Subjects backed by direct operating experience.

01
AI-Native Post-Sales Operating Systems

Architecting the AI-First Customer Lifecycle

Agent-delivered, human-led systems from onboarding to renewal.

60% support cost cut, activation up from 8.6% to 39.1%, 46% renewal lift.
02
Predictive Retention and Customer Outcome Science

Churn Is a Product Problem

Leading indicators that surface risk long before the renewal window.

0 to 8 health model, 90 to 180 days of warning, about 80% churn recall versus 60%.
03
MCP and AI Agents in B2B SaaS

Preparing Your Enterprise Data for AI Agents

How MCP lets agents act on customer data safely, and the governance that keeps it coherent.

Co-launched G2's commercial MCP strategy.
04
Forward Deployed Engineering

Forward Deployed Engineering

Put technical people next to customers, then productize what recurs.

Built Slack's team of 65+ forward deployed architects and grew it from $100K to $11M.
05
Building Services From Zero

Building Services From Zero

What I learned building services at Slack and G2, and scaling one at Alight: pricing, packaging, and coverage without linear headcount.

Review Managed Services from zero to $4M with a 95% renewal rate.
06
Running a Services P&L Under Private Equity

The Board Does Not Care About Effort

Running a services P&L under private equity.

Scaled toward a business approaching $200M through an Aon spin-off and Blackstone ownership.
03Speaking history

Sessions delivered.

ZERO-IN (ChurnZero) · Nashville · [Month Year]Breakout with Q&A

Your Health Score Is Already Too Late. AI Isn't.

Selected competitively from open submissions

Why traditional health scores are lagging indicators, and how to build an AI-native retention system instead. Covers why activation in the first 90 days is the foundation any predictive model depends on.

Pavilion GTM · New York · [Month Year]Spotlight Stage

How to Turn Real-Time Buyer Signals Into Revenue

GTM teams do not have a data problem, they have an orchestration problem. This session walks a live buyer signal from detection through to action, via MCP into Slack and Salesforce.

“Where in your GTM motion is valuable buyer intent sitting unused today?”
Chief Customer Officer Summit · Chicago · [Month Year]Confirmed speaker

The AI GTM Operating System

Next-generation CCO strategy: balancing AI-driven efficiency against enterprise retention. What changes when post-sales runs as an operating system rather than disconnected motions.

Matt Ryan speaking at Customer Success Summit (Customer Success Collective)
Customer Success Summit (Customer Success Collective) · Chicago · [Month Year]Keynote, also served as Day Chair

Preventing Churn Before It Starts: Predictive Analytics for Proactive Risk Management

The watermelon effect as the silent killer of retention, green on the outside and red on the inside. The leaky boat theory: why investing in implementation and success planning in the first 90 days is the highest-leverage move available.

“Healthy dashboard. Churning customer. Let's fix that.”
Dreamforce · [Month Year]Session

Forward Deployed Engineering: Building Slack Accelerator Apps

How Slack put technical consultants directly alongside enterprise customers and turned repeated custom-app requests into a productized catalog. The through-line to MCP and agent work is direct.

slack.com ↗
Workday Rising · [Month Year]Session

M&A Strategy and the Legacy ERP Problem

What happens to HCM and ERP architecture when companies merge, divest, or get carved out. How delivery standards determine whether a post-deal consolidation lands on schedule or bleeds margin for years.

04Formats and audiences
Formats available
  • Solo keynote
  • Conference breakout with Q&A
  • Short-form spotlight or main-stage talk
  • Day chair or emcee
  • Moderated fireside chat or executive Q&A
  • Panel participation
Audiences

Customer success and post-sales leadership, RevOps, CCO and CRO audiences, professional services and TSIA-adjacent groups, GTM and revenue operations, support and CX leadership, enterprise HCM and ERP, private equity portfolio operations.

Bring this to your stage

Let's talk about AI in the enterprise.

I speak and write about what it actually takes to get AI adopted inside complex organizations.

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