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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode of The CEOAFTERDARK, I sit down with Matthew Holman – the founder of Subscription Prescription, to unpack what it really takes to build, scale, and retain a profitable subscription business.
We dive deep into:
-How to choose the right subscription tech stack (without bias)
-Why acquisition is the real driver of retention – and how to fix yours
-Proven onboarding flows that cut churn in half
-The art of testing subscription offers for maximum LTV
-Building engaged communities that power your brand long-term
Whether you’re running E-Commerce, SaaS, or subscription boxes, this conversation is loaded with actionable strategies you can implement today.
Timestamps:
00:00 Introduction to Subscription Wizardry
03:02 Navigating Subscription Technologies
05:58 The Importance of Acquisition in Subscriptions
09:00 Retention Strategies and Subscriber Engagement
11:59 Auditing Subscription Businesses
15:08 Testing Offers and Optimizing Retention
18:01 Building a Community Around Subscriptions
26:46 Future Aspirations in Subscription Consulting
41 episodes
