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
January 20, 2026 • 46 mins
In this episode of Subscription Prescription, I’m joined by Hattie Gilpin, Director of Operations at Wellbel (a hair, skin, and nail supplement brand that’s ~87% subscription) and a founder of HAM, a new analytics platform built for subscription operators.
We dig into the real problems subscription brands face when their data is split across tools (or disappears after platform migrations), and how operators can get clarity without s...
We dig into the real problems subscription brands face when their data is split across tools (or disappears after platform migrations), and how operators can get clarity without s...
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January 13, 2026 • 16 mins
In this solo episode of Subscription Prescription, I dig into one of the biggest headaches in DTC subscriptions: offer strategy. Should you run a discount, add a gift, or push a limited-time promotion? I break down the good, bad, and overlooked strategies behind each of these tools—and how they impact your conversion, margin, and long-term retention. We’ll cover:
- When discounts work—and when they actually hurt your LTV
- How to use...
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January 6, 2026 • 35 mins
Most brands think CRO = button colors and checkout tweaks. It’s not.
In this episode of Subscription Prescription, I’m joined by Anthony Morgan (CEO & Founder of Enavi) to break down what real conversion rate optimization looks like for ecommerce subscription brands and where the biggest wins actually hide (hint: it’s usually not checkout).
We cover how growing brands diagnose funnel bottlenecks, why product discovery is breaking...
In this episode of Subscription Prescription, I’m joined by Anthony Morgan (CEO & Founder of Enavi) to break down what real conversion rate optimization looks like for ecommerce subscription brands and where the biggest wins actually hide (hint: it’s usually not checkout).
We cover how growing brands diagnose funnel bottlenecks, why product discovery is breaking...
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December 9, 2025 • 2 mins
Wishing you and your team the best end to 2025 you can have. We're off until January. See you soon!
For more info, visit https://thesubscriptiondoc.com
For more info, visit https://thesubscriptiondoc.com
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December 2, 2025 • 89 mins
In this special roundtable edition of Subscription Prescription, I sat down with three of the sharpest minds in the DTC subscription space:
👉 Bryan Starck – Founder of 100 Degree Celsius
👉 Jordan Narducci – Founder of DTCPG
👉 Andriy Rudnyk – Founder of Good Subscription Agency
Together, we unpacked what’s really broken in subscription software and strategy - and what is changing in 2026. 💥
Topics we cover:
👉 Bryan Starck – Founder of 100 Degree Celsius
👉 Jordan Narducci – Founder of DTCPG
👉 Andriy Rudnyk – Founder of Good Subscription Agency
Together, we unpacked what’s really broken in subscription software and strategy - and what is changing in 2026. 💥
Topics we cover:
- Why your subscription o...
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November 25, 2025 • 16 mins
Most brands think they have a subscription business. The truth is, most of them just have a product with a subscribe button. In this episode of Subscription Prescription, I break down the real reason subscriptions succeed or fail and what you should be evaluating before you decide to push a subscription-first model. We cover:
- Why subscriptions are only one way to drive repeat revenue
- How customer buying behavior determines whethe...
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November 18, 2025 • 31 mins
In this episode of Subscription Prescription, I sat down with Alyssa Wallace, a retention expert who knows how to turn plain text emails and founder videos into real subscription revenue.
We talk about what actually moves the needle for subscription brands, including:
Why most welcome flows fail (and how to fix them)
The power of plain text emails and real founder messaging
What “on brand” is costing you if you’re under $100M
How simple...
We talk about what actually moves the needle for subscription brands, including:
Why most welcome flows fail (and how to fix them)
The power of plain text emails and real founder messaging
What “on brand” is costing you if you’re under $100M
How simple...
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November 11, 2025 • 32 mins
In this episode of Subscription Prescription, I sit down with Eric Roush, founder of New Standard Co. — one of the most data-driven retention agencies in ecommerce. We dig into why retention doesn’t start after the purchase, how acquisition and retention teams should be working together, and what most brands get wrong about onboarding, testing, and customer experience. You’ll learn:
- Why your rebuild and churn rates are really a ...
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November 4, 2025 • 15 mins
In this episode of Subscription Prescription, I break down what the fastest-growing subscription brands are actually doing to scale — and it’s not what you might expect. We’ll cover:
- Why first-order profitability matters more than LTV in the early stages
- The hidden churn risk of bulk orders and frequency misalignment
- Tactics like free shipping, post-purchase upsells, and offer testing that are driving serious growth
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October 28, 2025 • 18 mins
This week, our guest host, Riley, dives into 5 overlooked post-purchase touchpoints that can make or break your subscription retention. From education to personalization to transactional SMS, she lays out the simple but powerful strategies brands often miss — and how to turn them into moments that build loyalty, trust, and long-term growth.
You’ll learn:
✔️ How to turn onboarding into a habit-building engine
✔️ Where personalization a...
You’ll learn:
✔️ How to turn onboarding into a habit-building engine
✔️ Where personalization a...
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October 21, 2025 • 6 mins
In this episode of Subscription Prescription, I break down my top 3 mistakes I see across DTC subscription brands—mistakes that are quietly hurting your growth and retention.
Here’s what we cover:
• Why treating subscriptions as a retention play is backwards
• How most billing reminders are killing your LTV
• The cancel flow tweak that can instantly double your save rate
Whether you're just starting out or running a high-volume subscrip...
Here’s what we cover:
• Why treating subscriptions as a retention play is backwards
• How most billing reminders are killing your LTV
• The cancel flow tweak that can instantly double your save rate
Whether you're just starting out or running a high-volume subscrip...
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October 14, 2025 • 25 mins
Most DTC brands treat retention like it’s just about sending emails or building flows. But if you’re not approaching retention with a real strategy, you’re leaving serious money on the table.
In this episode of Subscription Prescription, we hear directly from one of the best retention pros in the game: Sonja Grasser from Wellbel. She shares how to connect your data, improve your segmentation, and build habits that lead to long-term ...
In this episode of Subscription Prescription, we hear directly from one of the best retention pros in the game: Sonja Grasser from Wellbel. She shares how to connect your data, improve your segmentation, and build habits that lead to long-term ...
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October 7, 2025 • 11 mins
Black Friday Cyber Monday can be a goldmine for subscription brands - or a churn nightmare.
In this episode of Subscription Prescription, we walk through exactly how to structure your BFCM strategy so you don’t sacrifice margin or long-term LTV. Most brands treat this like a cash grab. I’ll show you how to approach it more strategically.
Here’s what we cover:
How to prevent subscribers from canceling to chase your BFCM offer
What to in...
In this episode of Subscription Prescription, we walk through exactly how to structure your BFCM strategy so you don’t sacrifice margin or long-term LTV. Most brands treat this like a cash grab. I’ll show you how to approach it more strategically.
Here’s what we cover:
How to prevent subscribers from canceling to chase your BFCM offer
What to in...
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September 30, 2025 • 36 mins
Most subscription brands are solving the wrong problem. They build marketing around surface-level reasons, but never dig deep enough to uncover what actually drives purchase and repeat behavior.
In this episode, we hear directly from the master of behavioral marketing with Sarah Levinger. She breaks down three marketing lessons that have changed how you should think about acquisition and retention strategy:
In this episode, we hear directly from the master of behavioral marketing with Sarah Levinger. She breaks down three marketing lessons that have changed how you should think about acquisition and retention strategy:
- Why you should stop te...
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September 23, 2025 • 37 mins
Most brands are trying to solve churn by tweaking their cancellation flows. But the truth is, if your customer doesn’t know what they need - or how often - they’re going to cancel no matter what you offer on the way out.
In this episode of Subscription Prescription, we sit down with Cherene Aubert to unpack three universal truths of subscriptions:
In this episode of Subscription Prescription, we sit down with Cherene Aubert to unpack three universal truths of subscriptions:
- Why churn is often a symptom of a buyer education problem
- How helpful beats clever w...
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September 16, 2025 • 22 mins
In this episode of Subscription Prescription, I sit down with the founder of BakIt Box to explore how rethinking subscription cadence, product strategy, and communication channels led to deeper customer engagement and better retention.
We talk about why they abandoned the monthly model in favor of quarterly shipments, how they turn subscription kits into high-converting one-time products, and what it looks like to actually serve cus...
We talk about why they abandoned the monthly model in favor of quarterly shipments, how they turn subscription kits into high-converting one-time products, and what it looks like to actually serve cus...
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September 9, 2025 • 15 mins
In this episode of Subscription Prescription, I break down how the top subscription platforms, specifically, Recharge, Stay AI, SKIO, and Loop, approach cancellation flows, and how you can optimize each one to reduce churn and increase retention.
Whether you're just getting started or managing thousands of subscribers, understanding your platform's cancellation flow is one of the highest-leverage things you can do. From splash scree...
Whether you're just getting started or managing thousands of subscribers, understanding your platform's cancellation flow is one of the highest-leverage things you can do. From splash scree...
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September 2, 2025 • 37 mins
In this episode of Subscription Prescription, I sat down with the founder of Blind Barrels to unpack how they built a whiskey subscription that people can’t stop talking about and don’t want to cancel.
We explore how intentional curation, premium unboxing, and smart pricing can turn an average subscription into a meaningful experience. You'll hear real strategies for lowering churn, building community, and designing packaging that c...
We explore how intentional curation, premium unboxing, and smart pricing can turn an average subscription into a meaningful experience. You'll hear real strategies for lowering churn, building community, and designing packaging that c...
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August 26, 2025 • 17 mins
Most subscription brands don’t fail because of ads or acquisition; they fail because of retention. In this episode of Subscription Prescription, I walk through the audit framework my team uses to diagnose subscription programs. You’ll learn:
✅ The three patterns we see in subscription brands (and what each one needs to fix first)
✅ Why weak onboarding, billing reminders, and cancellation flows quietly kill retention
✅ How bulk options...
✅ The three patterns we see in subscription brands (and what each one needs to fix first)
✅ Why weak onboarding, billing reminders, and cancellation flows quietly kill retention
✅ How bulk options...
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August 19, 2025 • 30 mins
Most subscription brands think growth is all about the product. But the real wins come from building community, personalizing experiences, and creating new layers of value beyond the box. In this episode, I break down what every subscription operator can learn from niche sports boxes and how you can apply the same strategies to drive retention and loyalty in your own business.
👉 In this video, you’ll learn:
👉 In this video, you’ll learn:
- Why community feedbac...
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