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 video responses can double your cancellation save rates
Why most post-cancel flows are missing the mark — and what to do instead
How to work with (not against) acquisition teams when it comes to offers and retention

This conversation is full of real talk and tactical advice. Whether you're running email flows, managing churn, or just trying to keep subscribers happy, this one will give you plenty to think about.

💌 Get weekly retention insights: https://newsletter.thesubscriptiondoc.com
Connect with Alyssa on LinkedIn or Twitter: https://www.linkedin.com/in/xalyssajeanx/ https://x.com/xalyssajeanx

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 reflection of your acquisition messaging
• How to simplify onboarding to reinforce product expectations and build trust
• What “testing for incrementality” actually means and how to do it right
• Why integrated marketing teams outperform siloed ones
• The future of retention strategy in an AI-driven world

If you care about lifetime value, churn, or building a brand that actually retains customers — this is a must-watch conversation.

🎧 Listen on the podcast: Subscription Prescription
💡 Learn more about Eric’s work: https://www.newstandardco.com/
💊 Get weekly insights on subscription growth: https://newsletter.thesubscriptiondoc.com/

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

Whether you're doing $5K or $500K a month, this episode is a must-listen if you're trying to grow smarter and faster.

👉 Want more actionable insights?

Subscribe to the newsletter: https://newsletter.thesubscriptiondoc.com

New episodes drop every Tuesday.

Hit that bell and stay tuned.

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 actually moves the needle
✔️ Why replenishment reminders and SMS are your hidden retention tools
✔️ How great inserts and unboxing experiences can drive advocacy

If you're ready to strengthen your subscription experience beyond the buy button, this one’s for you.

📬 Subscribe for new episodes every Tuesday
🔗 Learn more at https://thesubscriptiondoc.com
#subscriptions #ecommerce #retention #d2c #customerexperience #subscriptionbox

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 subscription program, these fixes are simple, fast, and worth your attention.

📩 Want more insights like this in your inbox? Subscribe to the newsletter: https://newsletter.thesubscriptiondoc.com

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 retention.

You’ll learn:

✅ Why most brands hire operators when what they really need is strategy
✅ How to fix generic messaging by segmenting into 3 key groups
✅ Why relying on one big subscription discount upfront can hurt your cohorts
✅ What metrics to actually track (like time-to-second purchase)
✅ How to use post-purchase and cancel flows to inform future strategy
✅ When and how to use email, blog content, and even SMS for subscription experience

This episode will help you think more holistically about retention and subscription performance beyond just your next campaign.

📩 Subscribe to the Subscription Prescription newsletter: https://newsletter.thesubscriptiondoc.com

#subscriptions #ecommerce #dtc #retentionmarketing #emailmarketing #dtcstrategy

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 include in your onboarding and billing reminder emails

Why discounted subscribers churn - and what to do about it

If you run a subscription brand and want to make Q4 your strongest quarter yet, this episode is for you.

📬 Subscribe to the newsletter for actionable strategies every week:
👉 https://newsletter.thesubscriptiondoc.com

#subscriptions #ecommerce #BFCM #retention #dtc #blackfriday #cybermonday

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:

1. Why you should stop testing “angles” and start testing behaviors
2. How customer observation reveals the truth behind usage and churn
3. And why retention depends more on prompts than products

If you're trying to lower CAC or improve LTV, this is the episode that will help you flip the script.

📬 Subscribe to my weekly newsletter for retention strategy and actionable insights:

👉 https://newsletter.thesubscriptiondoc.com

👉 Follow Sarah Levinger and learn more about Tether: https://tetherinsights.io/ https://www.linkedin.com/in/sarahlevinger/
#subscriptions #ecommerce #retention #dtc #customerbehavior #lifecyclemarketing

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 problem
• How helpful beats clever when it comes to building trust
• And why your loyalty program should revolve around your most committed customers—your subscribers

If you’re stuck trying to optimize retention, this conversation will help you zoom out and rethink what’s driving your subscription in the first place.

📬 Subscribe to the newsletter for insights like this every Tuesday: https://newsletter.thesubscriptiondoc.com

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 customers through SMS content instead of sales pushes.

If you're building or optimizing a DTC subscription, this conversation is packed with actionable insights on:

• When and why to shift from monthly to quarterly fulfillment
• How to design one-time products that lead back to the subscription
• Using SMS to improve retention (without discount spam)
• What homeschool audiences really value in a subscription
• Building loyalty through exceptional customer service

📬 For more insights like this every Tuesday, subscribe to the newsletter:
https://newsletter.thesubscriptiondoc.com

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 screens and A/B tests to smart segmentation and save actions, I walk through exactly what to focus on—platform by platform.

You’ll learn:

What Recharge’s AI cancellation insights can (and can’t) tell you

How Stay AI dynamically tests save offers behind the scenes

Why SKIO’s “pause before cancel” feature can double your saves

How Loop’s analytics show you which saves lead to repeat orders

📬 Want more insights like this in your inbox every Tuesday? Subscribe to the newsletter: https://newsletter.thesubscriptiondoc.com

#subscriptions #ecommerce #recharge #stayai #skio #loopsubscriptions #churn #dtc #retentionmarketing #subscriptionprescription

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 customers literally don’t want to throw away.

Whether you're running a box of supplements, wine, skincare, or digital goods, there’s a lot to learn from a brand that’s turning whiskey drinkers into lifelong members.

🔑 Topics we cover:

Turning curation into community
Why premium packaging is worth the cost
Handling churn with empathy (and precision)
Customer service lessons that create superfans
Growth without ad overspend

📦 Learn more about building and scaling your own subscription program: https://thesubscriptiondoc.com

🎧 Subscribe for more episodes like this every week. #subscriptions #ecommerce #retention #dtc #subscriptionbox #founderstory

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, frequency controls, and upsells can transform your cash flow and churn rates

If you’ve been wondering whether your subscription program is healthy or if you’re just masking churn with acquisition spend, this episode is for you.

📩 Want more practical strategies for scaling your subscription business? Subscribe to my newsletter here: https://newsletter.thesubscriptiondoc.com

Grab all the free content and guides promised in this week's dose:

Preview of the Audit Deliverable: https://youtu.be/nFfX1vk0cCQ

Free Subscription Audit Checklist: https://subscriptionprescription.notion.site/Subscription-Audit-Template-beecf0c39c7c47aa8f8250fb6a3d7174

Free Splash Screen Video Template: https://drive.google.com/uc?export=download&id=1ig5x8llW67XGy2spaeHNi_6tefW1xkRG

Schedule your audit discovery call here: https://calendly.com/subscription-prescription/consult-discovery-call-subscription-prescripti-clone

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:

• Why community feedback loops are essential for growth
• How personalization builds long-term loyalty
• Ways to add value beyond the product itself

If you’re serious about scaling your subscription program, this is an episode you won’t want to miss.

Subscribe to our weekly newsletter for more tips: https://newsletter.thesubscriptiondoc.com

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 channels, you can increase revenue, strengthen relationships, and keep customers subscribed longer.

📩 Want more subscription growth strategies?

Subscribe to my free weekly newsletter: https://newsletter.thesubscriptiondoc.com

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 the challenges of sourcing products, scaling fulfillment, and why community-building is the key to subscription success.

If you're thinking about starting a subscription box or are in the trenches of growing one, this episode is packed with insights on solving real customer problems, staying true to your niche, and building relationships that drive growth.

🔗 Check out Love Me Gluten-Free: https://www.lovemeglutenfree.com

Subscribe for more weekly episodes where we talk strategies to grow and retain your subscription brand. https://newsletter.thesubscriptiondoc.com
#SubscriptionBox #Ecommerce #RetentionMarketing #LoveMeGlutenFree #SubscriptionBusiness

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 engagement and product education

Whether you’re running a CPG subscription brand or trying to improve retention for your digital offering, this episode gives you practical, proven insights to build a subscription people want to stick with.

🔔 Subscribe for more actionable strategies every week.

📩 Get the newsletter: https://newsletter.thesubscriptiondoc.com

📊 Want an audit of your subscription program? Visit https://thesubscriptiondoc.com

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 past 10,000 subscribers, these are the foundations you need to get right.

Subscribe to my newsletter for weekly insights on building, scaling, and retaining in the subscription economy: https://newsletter.thesubscriptiondoc.com

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 personalization actually means today, and how AI and better data are reshaping customer experience.

Whether you're a DTC brand, membership model, or scaling SaaS subscription, this episode dives into the strategies brands of any size can use to create loyal subscribers and sustainable growth.

🧠 Topics we cover:

• Why subscriber acquisition is slowing—and what to do about it
• How to turn cancellation into a retention opportunity
• What personalization really looks like in 2025
• The role of AI and predictive offers in retention
• Why your tech stack needs to match your retention goals

👉 Subscribe to my newsletter for weekly insights on scaling and retaining subscribers: https://newsletter.thesubscriptiondoc.com

New episodes drop every Tuesday. Hit that subscribe button and stay tuned.

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 product type
When to let customers control their cadence
Why flexibility beats automation for long-term retention

This isn’t just about getting more revenue. It’s about keeping the customers you already worked hard to earn.

📩 Want weekly insights like this in your inbox? Subscribe to the newsletter: https://newsletter.thesubscriptiondoc.com

🔔 And don’t forget to subscribe here for more weekly episodes.