Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

Subscription Doc
  • 4.8 (16)
  • TECHNOLOGY
  • UPDATED WEEKLY

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!

  1. 5D AGO

    Education, Winbacks, and Direct Mail: Dirtea's Retention Strategy

    Jade Moffett from Dirtea joins the show to break down how they use education-first onboarding, segmented winback flows, and direct mail to retain and re-engage subscribers. We dig into why they wait to cross-sell, how their CX team shapes retention messaging, and the 200% lift they saw from Paper Run. What we cover: • Why education-first onboarding drives long-term retention • Segmenting winback flows by cancellation reason and product • Using direct mail (Paper Run) to re-engage churned and opted-out customers • Cross-sell timing: why waiting until after the first subscription cycle matters • How feedback loops at every touchpoint improve the customer experience • Balancing short-term revenue with long-term customer value • Letting your CX team sense-check retention messaging Guest: Jade Moffett Her LinkedIn: https://www.linkedin.com/in/jade-moffatt-42ba35199/ Website: https://www.dirtea.com Subscribe to our newsletter for weekly doses just like this one: https://newsletter.thesubscriptiondoc.com

    36 min

  2. FEB 24

    Three Psychological Triggers That Keep Subscribers From Cancelling

    In this episode, I break down the three psychological triggers that keep subscribers from hitting the cancel button, and how you can use them to reduce churn. What we cover: • How reducing friction and anxiety prevents cancellation impulses • Why identity reinforcement makes subscribers feel like they belong • The role of habit formation in building long-term commitment • Practical ways to apply these triggers in your subscription business Subscribe to our newsletter for weekly doses just like this one: https://newsletter.thesubscriptiondoc.com

    15 min

  3. FEB 16

    From Trial to Subscription: What Works (And What Doesn't) - A Conversation with Jose Vigo

    Free trials are everywhere in DTC, but most brands struggle with what matters most: turning trials into full-price buyers and subscribers. In this episode of Subscription Prescription, I’m joined by Jose Vigo, founder of Healthy Metal, a magnesium sleep brand built around sachets and a “try it first” acquisition strategy. We unpack how a shipping-only trial can work, what drives conversion after the sample arrives, and the practical systems that bring customers back. We cover: How Healthy Metal uses a shipping-only trial to acquire new customersWhat actually influences trial-to-full conversion (product experience, price, and expectations)The post-trial follow-up stack: inserts, email flows, retargeting, and flash offersTesting direct mail with Paperrun, including a “personal letter” vs discount mailer experimentOffer page experimentation in Replo, choice reduction, and AOV tradeoffs with multi-box subscriptionsWhy sometimes breaking “best practices” is exactly what makes a model workConnect with Jose here: https://www.linkedin.com/in/josevigocasais/ Subscribe to our weekly newsletter and never miss a dose: https://newsletter.thesubscriptiondoc.com

    29 min

  4. FEB 10

    The First Subscription Fixes I’d Make If I Only Had a Few Days

    If I only had a couple of days to improve a subscription program, this is exactly where I would start. In this episode of Subscription Prescription, I walk through a mini subscription workshop focused on fast, high-impact fixes. These are practical changes you can make quickly to increase subscription opt-in, reduce churn, and improve retention without rebuilding your entire stack. We cover: Why defaulting to subscribe and save matters and how small design changes drive uptakeHow to upsell subscriptions in the cart when customers choose one-time purchaseTurning billing reminder emails into value reminders instead of charge noticesWhat to fix first inside your cancellation flow to improve save ratesWhen aggressive discounts actually make sense for retentionHow a simple splash screen or founder video can reduce cancellationsBuilding an onboarding sequence that reinforces value and sets expectationsLonger-term offer tests like bulk subscriptions, starter kits, and giftsThis episode is built for operators who want results quickly and need a clear order of operations for improving subscriptions. New episodes of Subscription Prescription drop every Tuesday. Subscribe to stay notified. Get our weekly newsletter in your inbox: https://newsletter.thesubscriptiondoc.com

    11 min

  5. FEB 3

    Subscription Claims, Compliance, and Where Brands Get Burned - An Interview with Natascia Taken

    Claims are one of the fastest ways subscription brands grow and one of the fastest ways they get into trouble. In this episode of Subscription Prescription, Natascia Taken walks us through the do's and don'ts of claims. We talk about the legal reality behind the claims brands make across product pages, ads, emails, testimonials, and influencer content. This is an area most founders and operators think about too late, usually after copy has already converted and risk has already piled up. We cover: Why copying competitor claims is one of the biggest legal mistakes brands makeThe difference between supporting a benefit and claiming an outcomeHow testimonials and influencer quotes are treated as brand claimsWhere the FDA and FTC draw the line on supplements, food, beauty, and consumer productsWhy subscription practices around cancellation and pricing are getting increased scrutinyHow to think about defensible claims without killing conversionConnect with Natascia directly on LinkedIn: https://www.linkedin.com/in/natascia-taken-b17b1b79/ If you run subscriptions in supplements, beauty, wellness, food, or consumer products, this episode will help you understand how to market confidently without creating unnecessary legal exposure. New episodes of Subscription Prescription drop every Tuesday. Subscribe to stay notified. Get our weekly newsletter in your inbox: https://newsletter.thesubscriptiondoc.com

    32 min

  6. JAN 27

    The Fastest Way to Grow Subscriptions Isn’t Retention (Here’s Why)

    In this episode of Subscription Prescription, I break down a question that comes up constantly when auditing subscription brands. Most teams instinctively focus on retention, trying to squeeze incremental gains out of month-to-month renewal rates. But what if the biggest lever is actually before the first order ever happens? Using a simple, real-world math example, I walk through: Why cutting churn in half is often harder than it soundsHow small improvements to conversion rate and subscription opt-in can drive the same growth as major retention overhaulsThe tradeoffs between retention optimization and offer testingWhy acquisition and retention cannot be treated as separate strategies in subscriptionsHow things like default subscribe-and-save, bulk subscriptions, and offer positioning can make retention easier downstreamIf you’re trying to grow subscription LTV, improve renewal rates, or decide where to invest your time this year, this episode will help you think about subscriptions more holistically. For visuals and the full math breakdown, check out the newsletter or watch the episode on YouTube. New episodes drop every Tuesday. Subscribe to stay notified. Subscribe to our weekly newsletter: https://thesubscriptiondoc.com

    9 min

  7. JAN 20

    How Wellbell Got to 87% Subscription (Offer, Education, and Retention Playbook)

    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 staring at 50 reports. Hattie also shares what’s helped Wellbel build a subscription-heavy business: education-first onboarding, community-driven insights, and an intentional retention strategy that actually matches how customers consume the product. What we cover: Why subscription brands lose critical history during migrations — and how to prevent itHow Wellbell drives subscription adoption without forcing subscription-onlyThe onboarding + education playbook to reduce “it’s not working” cancellationsUsing post-purchase + support data to find holes in the customer journeyHow to think about cohort performance: offers, billing cycles, variants, and seasonalityA simple “crash course” on subscription analytics (what to look at first)For more insights like these, subscribe to our weekly newsletter: https://newsletter.thesubscriptiondoc.com Connect with Hattie on LinkedIn: https://www.linkedin.com/in/harriet-gilpin/ Learn more about HAM: https://goham.io

    46 min

  8. JAN 13

    How to Use Discounts, Gifts, and Promotions Without Killing Your LTV

    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 LTVHow to use gifts to drive value without overspendingSmarter ways to run promotions that don't trigger churnWhether you're planning your Q1 campaign or trying to optimize an evergreen flow, this episode gives you tactical ideas to use right away. Learn more at https://thesubscriptiondoc.com Connect with me on LinkedIn: https://www.linkedin.com/in/matthewholman

    16 min
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4.8
out of 5
16 Ratings

About

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!

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