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

September 15, 2026 19 mins
Most established subscription brands run growth and retention as two separate teams chasing two different scoreboards. That misalignment is where profit quietly leaks out of your program.

In this episode, I break down where brands past 10,000 subscribers should focus next, and why a time-bound LTV metric is the KPI that finally gets both teams rowing in the same direction.

What we cover:

• Why subscriptions ...
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Fast customer acquisition can look like success while masking a subscriber base that never sticks. In this episode, Chad Williams (Head of Strategy at Life Seasons) breaks down how he evaluates supplement brands for acquisition and why weak LTV is the risk hiding behind rapid growth.

Chad has bought and sold businesses, run a boutique investment firm, and now leads acquisition strategy for a fast-growing portfolio of supple...
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A 10% discount is not a subscription strategy. If you are new to subscriptions, that small incentive rarely moves the people who actually stick around and drive real LTV.

In this episode, I break down where new subscription brands should spend their limited time and resources. The answer is simpler than most people think: acquire subscribers with a compelling offer, then build a feedback loop that tells you who your ideal b...
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Everyone has been predicting live shopping for a decade. Battlebox actually made it work, turning Whatnot into a $5M channel and their second biggest in just over a year.

In this episode, John Roman, CEO and founder of Battlebox, joins me to explain why Whatnot succeeds where Tik Tok Shop falls short, and how a live selling platform quietly became a top of funnel engine for their subscription membership.

What we cover...
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New tools launch every week, Stripe just entered the Shopify subscription space, and AI-powered analytics are everywhere. So how do you decide what actually deserves a place in your subscription tech stack?

In this episode, I step back to look at the state of the subscription industry and share the four things I evaluate in every subscription tech stack before recommending a single change or, worse, a full replatform.
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Most brands turn on subscriptions and stop there. In this episode, Matthew Holman talks with Arthur Falcone (Tandem Growth, Arlo) about how they took one wellness brand from 10% subscription revenue to north of 40% in about three months.

What we cover:

- Why activating subscriptions is only step one, and how underused features quietly cap your revenue
- Mapping SKUs by cadence, so daily-use products push subscri...
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The show went quiet for the summer. It's back, and the next few months are already booked.

I spent the break traveling, running the event business, working with clients, and building new tools for the subscription community. In this episode I catch you up on where I've been, what I built, and who's coming on the show next.

What we cover:
- Why I stepped back for the summer and what I was building
- The new t...
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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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