Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

Looking to sell on repeat? You’ve come to the right place. Welcome to the Subscription Prescription Podcast where you’ll learn everything there is to know about ecommerce. From establishing your brand identity online to winning the loyalty of your customers and limiting churn, nothing is off the table in these fun and informative conversations. In a world where online selling is the new way to shop, it’s important to stand out from the competition. Tune in each week to learn from industry expert, Matthew Holman, and jumpstart your ecommerce journey today!

Episodes

June 25, 2026 55 mins
AI agents are becoming the place your next subscriber starts their search. So how do you get found, and recommended, when a shopper asks ChatGPT instead of Google? What's helpful for subscription brands and retention leaders right now?

In David Bradley's first episode as host, he sits down with three people who live this every day: Al (retention lead at Puro Air and one of our SubRx docs), Hamish Gunasekara (co-founder and C...
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Your subscription program isn't shrinking, but it isn't growing either. You're acquiring exactly as many subscribers as you're losing each month. That's the growth ceiling, and it's one of the most dangerous places a subscription brand can be.

In this episode, I break down why subscription programs hit this equilibrium point and which lever to pull first to break through it (hint: it's probably not churn).

What we cov...
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Black Friday is months away - and that's exactly why you should be working on your subscription strategy right now. In this episode, I walk through the three things subscription brands should be doing this summer to set themselves up for their biggest sales period of the year.

What we cover:
  • Why blanket discounts box you into a corner during BFCM
  • How to mine your subscription data for high-LTV product combos
  • Using custo...
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Most subscription brands avoid SMS because they're afraid it'll remind people to cancel. That fear is costing them long-term LTV. In this episode, I break down why SMS is one of the most underused tools in the subscriber journey, and how to use it the right way. What we cover:
  • Why fear of SMS is really just loss aversion in disguise
  • How SMS drives product adoption in the critical first month
  • Using text to give subscribers cont...
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Most subscription brands are setting a ROAS target and calling it a strategy. Trevor Crump, co-founder of Bestie Media, breaks down why that's leaving serious growth on the table - and what to do instead. What we cover:
  • Why ROAS constraints strangle your Meta spend before you ever hit your ceiling
  • How to calculate what a subscriber is actually worth - and use that to make buying decisions
  • Lead vs. lag metrics: what ad buyers t...
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Grüns just got acquired by Unilever - and there are real lessons here for every subscription brand paying attention. In this episode, I break down the three things Grüns did exceptionally well that set them up for an exit like this. What we cover:
  • How Grüns used a 3:1 LTV to CAC ratio to grow profitably at every stage
  • Why product obsession is still the most underrated retention strategy
  • How retail expansion and multi-channel b...
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Josh Tay has spent years in retention at Common Thread Co., No Limit Email, and now as VP of Strategy at Chronos Agency — and his take on email might surprise you. What we cover:
  • Why email is a secondary channel, not the starting point for subscription growth
  • The three real levers that move the needle: front-end offers, retention, and upsells
  • How to think about causation vs. correlation when brands see churn spikes from ...
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AI is changing how customers find products — and most subscription brands aren't ready for it. In this episode, I break down how AI search actually works and what simple steps you can take right now to make sure your brand shows up. What we cover:
  • Why AI search is different from traditional personalization (and why that matters)
  • How AI uses context to surface products — and what that means for your website
  • Why conf...
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Most subscription brands are losing revenue to failed payments - not because customers don't want to pay, but because they're being sent to the wrong place to fix it. In this episode, I break down how payment processing actually works, what your processor health score means, and how to build a dunning strategy that actually recovers payments.

What we cover:
  • How tokenization and payment processing work in subscription ...
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Amazon has real advantages - trust, convenience, price, and discoverability. But that doesn't mean your Shopify store can't win. In this episode, I break down exactly why Amazon pulls subscribers away from DTC brands and what you can do to fight back. What we cover:
  • The 4 reasons customers choose Amazon over your site
  • Why discounting alone won't beat them
  • How to build an offer that's impossible to replicate on Amazon
  • Tools that...
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AI is changing how people discover products online. And if your subscription offer isn't structured correctly, AI agents will skip right past it.

In this episode, I sit down with my business partner David Bradley (and the founder of QPilot, Autoship Cloud, and Nextime) to break down how agentic commerce actually works, why subscription products need to be optimized differently than one-time purchases, and what brands can do ...
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    Most subscription brands invest heavily in getting the first order. Then they go silent. That gap between purchase and second shipment is where you lose subscribers, and most brands don't even realize it's happening. In this episode, I break down why post-purchase communication is the most overlooked lever in subscription retention and what to do about it.

    What we cover:
    • Why the window between order 1 and order 2 is the...
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    SpaceGoods does 80% of their business on subscription and their #1 churn reason is cost. So they tested making the subscription 25% cheaper. It didn't move the needle at all.

    In this episode, I sit down with Bea Le Coultre, Retention & CRM Manager at SpaceGoods, to talk about what actually drives subscription retention. We cover how they coach customers through their first two weeks, why matching the right product to the...
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    Most email agencies spread out your subscriber onboarding emails to avoid "over-sending." I think that's backwards. In this episode, I break down the email and SMS strategy that actually drives retention for subscription brands.

    What we cover:
    • Why you should send more emails in the first few days, not fewer
    • The onboarding window most brands completely waste
    • How to turn your billing reminder into a retention to...
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    Jade Moffett from Dirtea joins the show to break down how they use education-first onboarding, segmented winback flows, and direct mail to retain and re-engage subscribers. We dig into why they wait to cross-sell, how their CX team shapes retention messaging, and the 200% lift they saw from Paper Run.

    What we cover:

    • Why education-first onboarding drives long-term retention
    • Segmenting winback flows by cancellati...
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    In this episode, I break down the three psychological triggers that keep subscribers from hitting the cancel button, and how you can use them to reduce churn.

    What we cover:

    • How reducing friction and anxiety prevents cancellation impulses
    • Why identity reinforcement makes subscribers feel like they belong
    • The role of habit formation in building long-term commitment
    • Practical ways to apply these trigger...
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    Free trials are everywhere in DTC, but most brands struggle with what matters most: turning trials into full-price buyers and subscribers. In this episode of Subscription Prescription, I’m joined by Jose Vigo, founder of Healthy Metal, a magnesium sleep brand built around sachets and a “try it first” acquisition strategy.

    We unpack how a shipping-only trial can work, what drives conversion after the sample ...
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    If I only had a couple of days to improve a subscription program, this is exactly where I would start.

    In this episode of Subscription Prescription, I walk through a mini subscription workshop focused on fast, high-impact fixes. These are practical changes you can make quickly to increase subscription opt-in, reduce churn, and improve retention without rebuilding your entire stack. We cover:
    • Why defaulting to subscrib...
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    Claims are one of the fastest ways subscription brands grow and one of the fastest ways they get into trouble.

    In this episode of Subscription Prescription, Natascia Taken walks us through the do's and don'ts of claims.

    We talk about the legal reality behind the claims brands make across product pages, ads, emails, testimonials, and influencer content. This is an area most founders and operators think about too late, ...
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    In this episode of Subscription Prescription, I break down a question that comes up constantly when auditing subscription brands. Most teams instinctively focus on retention, trying to squeeze incremental gains out of month-to-month renewal rates. But what if the biggest lever is actually before the first order ever happens?

    Using a simple, real-world math example, I walk through:
    • Why cutting churn in half is often ha...
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