Your 4-Day Playbook for Subscription Growth

Subscription Insider's Subscription Show

MONDAY, October 6

Deep Dives. Big Connections. Your Subscription Strategy Starts Here.
Monday kicks off with half-day pre-conference workshops designed to get you hands-on with the toughest challenges facing subscription leaders today. Compliance. Product launches. Growth plateaus. Payment optimization. Each workshop is led by an expert who’s been in the trenches, giving you frameworks and playbooks you can put into action the moment you’re back at the office.


Then it’s time to shift gears from learning to connecting. Our Opening Night Reception brings everyone together—attendees, speakers, and sponsors—for a high-energy evening of conversation, introductions, and relationship-building that sets the tone for the entire week.


PRE-CONFERENCE

PRE-CONFERENCE WORKSHOPS

Get ready to level up your subscription strategy with expert-led, small group, interactive workshops designed to tackle the toughest challenges in the industry. These intensive, three-hour deep dives give you the practical insights and tools you need to drive growth, retention, and compliance—before the main event even begins!

Choose from three high-impact sessions led by subscription insiders who have helped top brands refine their models, scale efficiently, and stay ahead of regulatory shifts.


Please note: These workshops require a VIP ticket or add-on ticket to participate.

1:00-4:00 PM

Legal Insights for Subscription Models

The legal landscape for subscription businesses is rapidly evolving, and non-compliance can mean hefty fines, lawsuits, and brand damage.

This expert-led workshop will provide a comprehensive update on the latest regulatory shifts affecting subscription models—including negative option laws, auto-renewal compliance, and consumer protection trends.


Attendees will walk away with:

  • A clear understanding of the latest compliance requirements and enforcement trends
  • Proactive strategies to minimize legal risk and ensure business continuity
  • Best practices to enhance consumer trust while maintaining a profitable subscription model

Whether you're a legal expert, compliance officer, or business leader, this session will equip you with the insights needed to stay compliant and competitive in a shifting regulatory landscape.

1:00-4:00 PM

Breaking Through Growth Plateaus:
Targeting Retention-Prone Subscribers for Higher LTV and Scalable Growth

Even the most successful subscription businesses hit growth plateaus—but the key to unlocking the next level isn’t always acquisition. Instead, it's about attracting the right subscribers who will stick around, engage, and drive long-term revenue.

In this session, subscription growth strategist Robert Skrob will show you how to:

  • Identify and target retention-prone subscribers to build a sustainable revenue base
  • Fine-tune your pricing and offer strategy to attract high-LTV customers
  • Fix hidden churn risks that could be silently capping your growth

This workshop is a must-attend for subscription marketers, growth leaders, and executives looking to break through stagnation and create a scalable, high-retention growth engine.

1:00-4:00 PM

Mastering Subscription Product Launches:
A High-Retention, High-Revenue Playbook

Launching a new subscription product is more than a one-time event—it’s a long-term strategy that determines your success months and years down the line.

In this highly interactive workshop, subscription expert Diane Pierson will take you through a proven playbook for launching products that maximize retention and drive predictable, recurring revenue.

Key takeaways include:

  • How to design an offer that attracts and retains your ideal subscribers
  • The right way to price, position, and package your subscription for long-term success
  • Avoiding the biggest launch pitfalls that can lead to early churn

Perfect for product leaders, marketers, and strategists looking to launch strong and scale fast—this session will give you the tools and frameworks to get it right from day one.

CONFERENCE OFFICIAL START

5:00-7:00 PM

Welcome Networking Reception

Start your Subscription Show experience with stunning waterfront views and great company.

Join us at Hudson & Co. for a relaxed evening of introductions, conversation, and connection. It’s the perfect setting to meet fellow executives, reconnect with colleagues, and kick off three days of learning and collaboration.

7:00 PM

Dutch Treat Dinners: Small Tables, Big Insights

The most valuable conversations often happen over dinner. We’ll handle the reservations—you just bring your questions and curiosity. These small-group dinners are your chance to build real relationships, swap strategies, and turn peers into partners.