Your 4-Day Playbook for Subscription Growth

Subscription Insider's Subscription Show

WEDNESDAY, October 8

From Vision to Playbook—This Is Where Growth Gets Real.
Wednesday is about rolling up your sleeves and getting specific. Hear from executives and operators who are driving measurable results at scale. Sessions will zero in on the tactics behind subscriber retention, customer experience, revenue recovery, and compliance-ready subscriber flows—giving you the detail you need to execute with confidence.


This day also brings some of the most valuable networking moments of the show: 1:1 meetings, and small-group roundtable discussions where ideas turn into real opportunities. You’ll walk away with concrete strategies and the right connections to put them into practice.


8:00 AM

Breakfast & Networking

Grab a coffee, bagel and mingle with fellow attendees!

9:15 AM

[KEYNOTE]
Launching a Global Subscription Business: Lessons from Reuters

Laurie Truitt, Head of Subscription at Reuters, shares what it took to launch and scale a global subscription business within one of the world’s most trusted news organizations. In this candid fireside chat with Subscription Insider CEO Kathy Greenler Sexton, Laurie reflects on the cultural and operational shifts required to build a recurring revenue model inside a legacy brand.


From aligning teams around a new business model to localizing pricing, payments, and compliance, Laurie offers a behind-the-scenes look at how Reuters turned brand trust into subscriber growth—and what it took to get there.

Whether you’re launching a subscription initiative or expanding globally, this session delivers practical insights you can apply immediately.

10:00 AM

[KEYNOTE]
Tech Nightmares & Subscription Success: Strategic Lessons from the Trenches

Technology is the foundation of every successful subscription business—but it’s also one of the biggest sources of failure. A misstep in platform selection, implementation, or integration can quietly drain revenue, break the customer experience, and stall growth for years.


In this candid and high-impact keynote, subscription strategist Robbie Kellman Baxter joins Kathy Greenler Sexton to share stories from the front lines—real-world subscription tech misfires, what caused them, and what leaders should have done instead. Drawing from decades of experience advising brands across industries, they’ll unpack the hidden traps and strategic blind spots that derail even the most promising subscription businesses.


What You’ll Learn:

  • The most costly tech mistakes subscription leaders make—and how to avoid them
  • How to align your tech roadmap with retention, LTV, and monetization goals
  • What forward-looking companies are doing now to future-proof their infrastructure
  • How to lead through complexity when the tech stakes are high

If you're making platform decisions, scaling infrastructure, or trying to fix what's already broken—this keynote is your playbook.

10:45 AM

[EXHIBIT HALL & NETWORKING]
1:1 Meetings

Take a break from panels and presentations—and talk to the people who really get what you’re working on.


Our 1:1 Meetings are designed for quick, focused, 15-minute conversations with fellow attendees, speakers, and sponsors. Whether you’re comparing notes on tech, digging into a retention challenge, or scouting new ideas, this is your space to connect, learn, and share.


Here’s how it works:

  • Head to the 1:1 meeting zone—tables will be clearly marked
  • Join a pre-scheduled conversation or jump in on the fly
  • Use our conversation prompts or dive into your own goals
  • Each meeting lasts 15 minutes—just enough time to get to the good stuff

Some of the best takeaways at Subscription Show come from conversations that happen off-stage. This is your chance to make them happen—on purpose.

11:45 AM

[KEYNOTE]
Data, Decisions, and the Future of Subscriptions: Lessons from The New York Times

As one of the world’s most successful digital subscription businesses, The New York Times has built a model for scale—across news, games, cooking, and more—by harnessing data science and machine learning to drive growth, retention, engagement, and revenue. Scaling subscriptions takes more than just algorithms—it requires cross-functional alignment and a culture of data-driven decision making.

In this keynote, Anne Bauer, Executive Director of Data Science at The New York Times, will share how her team partners with product, marketing, and editorial leaders to build subscription strategies that stick. Attendees will learn how data science shapes content recommendations, informs pricing and packaging, and uncovers insights that guide strategic decisions.


The session will highlight not just the technology, but the leadership and collaboration behind it—offering a rare inside look at how The New York Times powers smarter subscriptions at scale.

12:30 PM

[NETWORKING]
Lunch

Take a break, grab a seat, and join the conversation. Over lunch, you’ll have the chance to meet new colleagues, trade insights from the program, and build connections that last well beyond Subscription Show. It’s networking made simple—and enjoyable.

1:30 PM

[STRATEGY & GROWTH]

Engagement That Pays: Turning Subscriber Needs into Profit

Subscriber engagement is one of the most reliable—yet underleveraged—drivers of retention, lifetime value, and recurring revenue growth. In fact, highly engaged subscribers can deliver up to 3x more lifetime value than their passive counterparts (Zuora). But true engagement doesn’t start with tactics. It starts with understanding what your subscribers actually need from day one—and aligning your teams to act on it.


In this hands-on session, Matt Cronin of House of Kaizen will guide you through a case-based framework for building a high-impact subscriber engagement strategy.

You’ll learn how to:

  • Pinpoint where engagement drives the most value across the subscriber journey
  • Translate subscriber needs into concrete improvements in onboarding, messaging, and product experience
  • Build internal alignment so every team—from marketing to product to support—thinks like the subscriber
  • Measure and track the engagement metrics that actually correlate with renewal and growth

With research showing that improved engagement can reduce churn by up to 25% (McKinsey) and increase first-90-day retention by 20% (Recurly), this session delivers a clear, actionable path to unlock engagement-driven growth.

Whether you're refining your current strategy or building one from scratch, you’ll leave with a practical blueprint to activate true subscriber-centricity—and drive meaningful results.

1:30 PM

[REVENUE & OPERATIONS]

Predict to Protect: Detecting Churn Risk Before It’s Too Late

Why do some subscribers leave without warning—while others can be saved with the right nudge?


In this data-driven session, Albert Drouart, CPTO at Pagos, shares how predictive analytics is reshaping churn strategy for high-volume subscription businesses. You'll learn how usage patterns, billing behaviors, and payment signals can be combined to flag at-risk customers before they hit the cancel button—and how to build systems that act in real time.


Albert will walk through practical use cases and frameworks for identifying early churn risk, designing scalable retention interventions, and aligning teams around shared data signals.


What You’ll Learn:

  • How to spot early warning signs of churn in usage and transaction data
  • Techniques for modeling churn risk using first-party behavioral signals
  • Real-world retention workflows triggered by predictive models

2:15 PM

[STRATEGY & GROWTH]
Navigating the Next Era of Subscriber Lifecycle Strategy

Subscription execs across verticals are realizing retention isn’t just about churn—it’s about lifecycle orchestration.

In this high-level strategy session, Eunice Chi, Executive Director of Global Consumer Revenue at Condé Nast, will unpack how one of the world’s most iconic media companies is evolving its retention playbook—from acquisition touchpoints to winback flows. With shifting consumer expectations, platform fragmentation, and the rising cost of attention, retention is no longer a silo—it’s the connective tissue across every stage of the subscriber journey.

Drawing from a portfolio that spans The New Yorker to GQ, Eunice will share how Condé Nast is tackling lifecycle transformation, re-aligning internal teams, testing new value frameworks, and

redefining what “loyalty” looks like in 2025.


What You’ll Learn:

  • Why traditional retention metrics aren’t enough—and what KPIs Condé Nast is watching now
  • How global teams are coordinating lifecycle strategy across product, marketing, and editorial
  • What Condé Nast is learning from its experimentation with pause, downgrade, and winback paths
  • The systems and signals used to evolve lifecycle messaging and segmentation over time
  • Emerging insights about consumer intent, value perception, and engagement fatigue

If you’re rethinking your retention strategy—or trying to align internal silos around the subscriber journey—this session delivers a rare look inside how a global brand is making the shift.

2:15 PM

[REVENUE & OPERATIONS]
Balancing Compliance and Conversion: Aligning Legal, Product, and Growth

As the subscription economy matures, navigating compliance is no longer just a legal function—it’s a strategic imperative that directly impacts conversion, retention, and customer trust.


From “Click-to-Cancel” state (and maybe federal) requirements and dark pattern enforcement to evolving global privacy laws, subscription businesses face increasing pressure to design flows that are both legally sound and frictionless for the consumer. But striking the right balance isn’t easy.


Do compliance guardrails slow down growth—or can they enhance it? How can legal, product, and marketing teams work together to build transparent, high-performing user experiences?


Paavana Kumar, Partner at Davis+Gilbert LLP, and Nina Evison, Corporate Counsel, Babbel share how their organizations are turning potential friction points into opportunities for long-term trust and growth.

You’ll learn:

  • How high-growth subscription businesses are aligning compliance and conversion goals
  • Real-world missteps and how to avoid them
  • Where upcoming regulatory shifts are likely to collide with growth tactics—and what to do about it
  • Walk away with actionable strategies for building a subscriber journey that performs—and protects.

3:00 PM

[EXHIBIT HALL & NETWORKING]
Break

Take time to recharge and reconnect. Head to the Exhibit Hall for refreshments, casual conversations, and the chance to engage with sponsors and exhibitors. This dedicated networking break is an easy way to catch up with colleagues and explore new ideas, but remember—the hall is buzzing with opportunities all conference long.

3:30 PM

[NETWORKING]
Round Table Discussions
(Small-Group Conversations with Industry Experts)

Roundtable Discussions offer a chance to roll up your sleeves and connect directly with fellow subscription leaders and industry experts in a small-group setting.


Each table will focus on a critical topic from the conference—from payments and retention to compliance, monetization, and AI. You’ll hear practical perspectives from a discussion leader and share your own experiences, questions, and challenges. These sessions are informal, off-the-record, and designed to go beyond the mainstage—offering a deeper dive into the real-world issues shaping your business today.


Whether you want to validate your roadmap, pressure test an idea, or learn how others are solving the same problems, there’s a table (and conversation) for you.

Here are the amazing experts you will be able to join in discussion with:

5:00-7:00 PM

Networking Reception

Our deep-dive roundtables may wrap up the day, but the networking doesn’t stop there. Gather with fellow attendees for an informal reception to debrief, share key takeaways, and recharge before the final day of Subscription Show. It’s a chance to turn insights into action—and strengthen the connections that will carry forward long after the event.