Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

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 cost...

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 rebui...

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 dri...

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-buil...

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 starti...

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...

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 cancel...

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...

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: Why churn is often a symptom of a buyer education...

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...

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...

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 commu...

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 q...

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, yo...

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 When you treat email and SMS as strategic retention ch...

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 o...

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 d...

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 Whethe...

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...

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 cho...

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 retenti...

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: Fixing failed payments and churn spikes Boosting retention...

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...

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 te...

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’...