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
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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August 12, 2025 • 20 mins
Most brands only use email and SMS to send billing notices or shipping confirmations to subscribers. That’s a huge missed opportunity. In this episode, I share how to:
- Use campaigns to deepen subscriber loyalty and reduce churn
- Turn transactional emails into sales and brand-building tools
- Leverage SMS for subscription management and higher LTV
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August 5, 2025 • 25 mins
In this episode of Subscription Prescription, I sit down with Jenny Frink, founder of Love Me Gluten-Free, to talk about how she transformed her personal health journey into a thriving subscription box business.
Jenny shares how she built a community of gluten-free eaters through her blog, Good For You Gluten-Free, and how a frustrating affiliate partnership became the catalyst for launching her own product discovery box. We discuss...
Jenny shares how she built a community of gluten-free eaters through her blog, Good For You Gluten-Free, and how a frustrating affiliate partnership became the catalyst for launching her own product discovery box. We discuss...
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July 29, 2025 • 32 mins
In this episode of Subscription Prescription, we dive into the tactics that actually move the needle on subscription retention. I’m joined by Thomas Lalas, a DTC retention expert who’s worked with brands like Everyday Dose, Obvi, and Livingood Daily.
We break down:
Why most brands lose customers in the first week (and how to stop it)
How to turn your billing reminders into a retention engine
The data-backed importance of early engageme...
We break down:
Why most brands lose customers in the first week (and how to stop it)
How to turn your billing reminders into a retention engine
The data-backed importance of early engageme...
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July 22, 2025 • 17 mins
Most subscription brands don’t fail because of bad luck — they fail because of three common, fixable mistakes. In this episode, I break down the core reasons subscription businesses hit a wall or collapse altogether.
We’ll talk about:
✔ Why product-market fit still isn’t enough
✔ How your offer and creative are dragging down conversions
✔ What most founders get wrong about cash flow and LTV
Whether you’re just starting out or scaling pa...
We’ll talk about:
✔ Why product-market fit still isn’t enough
✔ How your offer and creative are dragging down conversions
✔ What most founders get wrong about cash flow and LTV
Whether you’re just starting out or scaling pa...
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July 15, 2025 • 18 mins
In this episode of Subscription Prescription, I sit down live at SubSummit with Lina Tonk, CMO of Recurly, to unpack what’s changing in the subscription economy and why retention is taking center stage.
We explore how top brands are shifting their focus from acquisition to delivering real value that keeps subscribers around. We talk about the evolution of cancellation strategies (spoiler: it’s not the end of the road), what personal...
We explore how top brands are shifting their focus from acquisition to delivering real value that keeps subscribers around. We talk about the evolution of cancellation strategies (spoiler: it’s not the end of the road), what personal...
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July 8, 2025 • 17 mins
Most brands overlook frequency. That’s a huge mistake.
In this episode of Subscription Prescription, I’m breaking down the unsexy—but massively important—topic of subscription frequency. We cover how to align deliveries with consumption, how to handle products with variable usage (like protein or pet food), and why sometimes a subscription isn’t even the best model at all.
You’ll learn:
How to choose the right frequency based on produ...
In this episode of Subscription Prescription, I’m breaking down the unsexy—but massively important—topic of subscription frequency. We cover how to align deliveries with consumption, how to handle products with variable usage (like protein or pet food), and why sometimes a subscription isn’t even the best model at all.
You’ll learn:
How to choose the right frequency based on produ...
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July 1, 2025 • 32 mins
Most brands treat subscriptions like a checkout option. The ones that win treat it like a lifestyle.
In this episode, I sit down with Cameron Gawley—fractional CMO, venture studio founder, and DTC veteran—to talk about the strategy behind building truly sticky subscriptions. We break down why most churn is caused by bad acquisition, how trial-size offers unlock long-term customers, and why retention really comes down to belonging. I...
In this episode, I sit down with Cameron Gawley—fractional CMO, venture studio founder, and DTC veteran—to talk about the strategy behind building truly sticky subscriptions. We break down why most churn is caused by bad acquisition, how trial-size offers unlock long-term customers, and why retention really comes down to belonging. I...
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June 24, 2025 • 17 mins
I hit the floor at SubSummit to ask the smartest operators in the subscription space one question:
What tactic is underleveraged—or completely overlooked—by brands today?
In this episode, you’ll hear rapid-fire answers from founders, retention pros, and tech leaders who are deep in the day-to-day of subscription.
We cover everything from:
What tactic is underleveraged—or completely overlooked—by brands today?
In this episode, you’ll hear rapid-fire answers from founders, retention pros, and tech leaders who are deep in the day-to-day of subscription.
We cover everything from:
- Fixing failed payments and churn spikes
- Boosting retention with loyalty and billing reminders
- Th...
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June 17, 2025 • 25 mins
Subscriber retention has a soft side… and a sharp edge.
In this episode, I talk with Lydia Farmer from DIME Beauty about how they’ve built a retention machine that balances emotional loyalty with operational precision.
We cover:
– The retention levers DIME actually uses (and skips)
– Why retention isn’t just CX—it’s brand, ops, marketing, and more
– How DIME turns one-time beauty buyers into long-term subscribers
– Lessons learned scali...
In this episode, I talk with Lydia Farmer from DIME Beauty about how they’ve built a retention machine that balances emotional loyalty with operational precision.
We cover:
– The retention levers DIME actually uses (and skips)
– Why retention isn’t just CX—it’s brand, ops, marketing, and more
– How DIME turns one-time beauty buyers into long-term subscribers
– Lessons learned scali...
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June 10, 2025 • 19 mins
In this episode of Subscription Prescription, we're breaking down the tech stack we actually recommend for DTC subscription brands—no fluff, no affiliate links.
From Shopify vs. WooCommerce to subscription platforms like Recharge, Skio, Stay, and Loop, we're sharing what tools we use with clients, what features actually matter, and how to avoid the most common mistakes brands make when choosing tech.
Whether you’re re-evaluating your...
From Shopify vs. WooCommerce to subscription platforms like Recharge, Skio, Stay, and Loop, we're sharing what tools we use with clients, what features actually matter, and how to avoid the most common mistakes brands make when choosing tech.
Whether you’re re-evaluating your...
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June 3, 2025 • 30 mins
Joe Siegel has done retention for some of the biggest names in CPG—including MrBeast’s Feastables—and this week, he’s on the pod.
We brought him on to talk about what’s changing in retention, what still works, and what most brands get totally wrong.
Joe’s not just a pro—he’s building tools, advising brands, and helping shape the future of how subscription and ecom teams keep customers around.
You’ll want to take notes.
Learn more at ht...
We brought him on to talk about what’s changing in retention, what still works, and what most brands get totally wrong.
Joe’s not just a pro—he’s building tools, advising brands, and helping shape the future of how subscription and ecom teams keep customers around.
You’ll want to take notes.
Learn more at ht...
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May 27, 2025 • 20 mins
Understanding the financial metrics behind your subscription business is crucial for sustainable growth. In this episode of Subscription Prescription, we delve into the core numbers that drive profitability: Customer Acquisition Cost (CAC) and Customer Lifetime Value (LTV).
We'll explore:
How to accurately calculate CAC and LTV
The significance of the LTV:CAC ratio and what it reveals about your business health
Common pitfalls in inter...
We'll explore:
How to accurately calculate CAC and LTV
The significance of the LTV:CAC ratio and what it reveals about your business health
Common pitfalls in inter...
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May 20, 2025 • 20 mins
Popups are a staple in e-commerce, but are they truly effective?
In this episode of Subscription Prescription, I sit down with Shaan Arora, founder of Alia, to discuss how his innovative approach is redefining the traditional popup. Discover how Alia's focus on customer education and zero-party data is helping brands like Nike Strength, Hostage Tape, and Obvi achieve higher engagement and conversion rates.
We delve into:
The origin st...
In this episode of Subscription Prescription, I sit down with Shaan Arora, founder of Alia, to discuss how his innovative approach is redefining the traditional popup. Discover how Alia's focus on customer education and zero-party data is helping brands like Nike Strength, Hostage Tape, and Obvi achieve higher engagement and conversion rates.
We delve into:
The origin st...
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May 13, 2025 • 14 mins
The best subscription programs don’t feel like add-ons—they’re part of the product itself.
In this episode of Subscription Prescription, I break down how brands like XEndurance, Battlbox, and Everyday Dose have baked subscription directly into their product experience. From positioning to product strategy, they’ve made recurring revenue feel natural—while boosting retention and long-term LTV.
If you’ve ever struggled to make subscrip...
In this episode of Subscription Prescription, I break down how brands like XEndurance, Battlbox, and Everyday Dose have baked subscription directly into their product experience. From positioning to product strategy, they’ve made recurring revenue feel natural—while boosting retention and long-term LTV.
If you’ve ever struggled to make subscrip...
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May 8, 2025 • 9 mins
Chris George is the CEO and co-founder of SubSummit, the biggest conference in the world for subscription-focused brands. Join us in Dallas from May 28th - 30th!
If you're looking for a free way to attend, you can use the hosted buyer program.
Grab that ticket or any other here: https://subsummit25-registration.personatech.com/
If you're looking for a free way to attend, you can use the hosted buyer program.
Grab that ticket or any other here: https://subsummit25-registration.personatech.com/
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May 6, 2025 • 29 mins
In this episode of Subscription Prescription, I sit down with George Kapernaros—an email marketing specialist with deep experience in the health & wellness space.
We talk about what’s working in email today, where most brands go wrong, and how to turn email into a true profit center for your subscription business.
Whether you’re just getting started or looking to take your email performance to the next level, George brings sharp,...
We talk about what’s working in email today, where most brands go wrong, and how to turn email into a true profit center for your subscription business.
Whether you’re just getting started or looking to take your email performance to the next level, George brings sharp,...
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April 29, 2025 • 20 mins
This week's dose is all about stopping churn. The three most impactful and effective tactics come down to how people buy your product, their first experience with your product, and making sure they have the right purchase frequency for their needs.
If you're trying to start a new product subscription or wondering how to improve what you're already doing, then this dose is the one for you!
📩 Subscribe to the newsletter for weekly ins...
If you're trying to start a new product subscription or wondering how to improve what you're already doing, then this dose is the one for you!
📩 Subscribe to the newsletter for weekly ins...
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April 22, 2025 • 57 mins
At ChargeX this year, our host Matthew Holman was lucky to team up with three other incredible subscription experts to talk tactics, trends, and what's overrated in subscriptions.
Be sure to hear each experts' top tip that's working on subscriptions right now:
Andriy Rudnik from Good Subscription Agency - defaulting to the subscription option
Bryan Starck from 100 Celsius - lowering the recurring discount you offer subscribers
Jordan N...
Be sure to hear each experts' top tip that's working on subscriptions right now:
Andriy Rudnik from Good Subscription Agency - defaulting to the subscription option
Bryan Starck from 100 Celsius - lowering the recurring discount you offer subscribers
Jordan N...
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