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Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

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Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue
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  • Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

    Is Your Subscription Churn Good or Bad? Here's My Benchmark

    27/10/2026 | 9 mins.
    "Is my churn good or bad?" is the question I get on almost every call with a subscription brand. The honest answer is that industry benchmark reports can mislead you, because churn only means something in the context of your growth rate, your vertical, and your offer.

    In this episode, I break down the churn benchmark I actually use with clients, why single digits should be your baseline, and how to set retention goals you can realistically hit.

    What we cover:
    • Why platform benchmark reports fall apart without context on size, vertical, and growth
    • The baseline I give every brand: single-digit monthly churn, and why 15% makes it hard to scale
    • How aggressive growth pulls in non-ideal subscribers and pushes churn higher (and why hyperscalers can tolerate it for a while)
    • Calculating average monthly churn, plus why skincare, supplements, and meal plans perform so differently
    • Looking at churn by cohort: month one versus month nine, and what first-week cancellations tell you about your offer
    • What high first-month churn says about offers that are too good to be true or ship too much product
    • Setting realistic churn goals: 15% to 12%, 10% to 7%, not a straight jump to 5%
    • When to focus on retention levers (onboarding, billing reminders, cancel flows, dunning, winbacks) versus restructuring the offer with bulk subscriptions and starter kits

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    Check out our partners at Omnisend and get 30% off your first 3 months when you use code SUBDOC30: https://your.omnisend.com/mattholman
  • Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

    The 3:1 LTV to CAC Ratio Is a Myth: What to Measure Instead

    20/10/2026 | 37 mins.
    Everyone chasing a 3:1 LTV to CAC ratio is chasing a number that came out of the pandemic ecom boom, and most brands could not survive it if LTV is measured in revenue dollars over 12 months. Until you define the margin and the time window, that ratio tells you almost nothing about the health of your business.

    In this episode, John Blair, founder of Free to Grow CFO, joins me to break down how to actually measure cohort profitability, when you can afford to stretch your payback period, and how to scale ad spend without running out of cash.

    What we cover:
    • Why most "LTV" numbers are really lifetime revenue, and how to convert them to margin dollars before comparing to CAC
    • CAC payback period as the first metric to understand, and why 3 to 6 months is the target for most consumables brands
    • How strong year two and year three retention lets some brands stretch payback to 9 months (the layered cake effect)
    • The seesaw model of LTV velocity: balancing new customer losses against margin coming back from returning cohorts
    • Segmenting LTV to CAC by subscribers versus non-subscribers, and why a deeper subscription discount can increase profitability
    • Acquisition SKUs versus retention SKUs, including a brand whose hero product on Amazon was different from Shopify
    • Running sensitivity analyses on rising CAC and falling LTV before you push ad spend
    • Why running out of subscription inventory is a death sentence, and why subscription brands can afford to order a little long

    Guest: Jon Blair
    LinkedIn: https://www.linkedin.com/in/jonathon-albert-blair
    Website: https://freetogrowcfo.com

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  • Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

    Why Discounting Harder at Cancellation Is Usually the Right Call

    13/10/2026 | 11 mins.
    I hate aggressive discounting when you are trying to get someone in the door. But when a subscriber clicks cancel, increasing the discount is usually the right call, and the math is simple: most of those people are gone next month anyway, so one more profitable order is a win.

    In this episode, I walk through how I approach cancel flows with the brands I work with, from founder videos to reason-specific treatments to segmented offers, and why the cancel flow is one of the fastest places to find short-term revenue in your program.

    What we cover:
    • Why the cancel flow is your last line of defense, and why small changes can still lift save rates by 5, 10, or 20 percent
    • How often to review cancel flow performance (monthly for smaller brands, every one to two weeks for larger ones)
    • Using a one-minute founder video or educational content to connect with subscribers before they leave
    • Tying treatments to specific reasons: swaps for flavor complaints, frequency changes for too much product, support links for shipping issues
    • Why a bigger immediate discount beats a discount spread over multiple orders, and what that means for second and third renewals
    • Segmenting cancel offers by order number, cart value, and lifetime spend once you pass a few thousand subscribers
    • When dollars off outperforms a percentage, and when gifting makes more sense for long-tenured customers
    • Feeding cancel reasons back into onboarding and offer messaging so you stop churn before it starts

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  • Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

    How Quarterly Upsells Convert 20-30% After Checkout (AfterSell)

    06/10/2026 | 25 mins.
    Most brands leave the post-purchase page empty, or they fill it with random add-ons nobody asked for. Meanwhile, merchants offering a monthly-to-quarterly subscription upgrade on that same screen are converting 20 to 30% of buyers in a single click.

    Varun Kundra, co-founder of AfterSell by Rokt, joins me to break down how upsells actually work after checkout and why the quarterly upgrade is one of the most efficient LTV plays available to subscription brands right now.

    What we cover:
    • Why the post-purchase page converts so well: one offer, one click, right after the dopamine hit of buying
    • How quarterly upgrades hit 20 to 30% conversion with native Skio, Loop, and Recharge integrations
    • The "get a refund on your next order" framing that makes a bigger commitment feel like a no-brainer
    • Why the micro-commitment of a first purchase makes buyers more open to a three-month supply
    • Upsell angles by category: "more of the same" for supplements, "complete the set" for beauty and apparel
    • How Rokt Thanks lets brands get paid to use AfterSell instead of paying for it
    • Image-based templates and VSLs that make post-purchase pages look like real direct response offers
    • Stopping the scroll so shoppers actually read your offer before clicking no

    Guest: Varun Kundra
    Twitter:  https://x.com/varunkundra
    Website: https://www.aftersell.com

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  • Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

    How I Layer BFCM Offers So Subscribers Don't Cancel for the Sale

    29/09/2026 | 14 mins.
    Your subscribers are your most profitable customers. Run a 50% off sitewide sale for Black Friday and a lot of them will cancel just to grab it. That is the BFCM trap I see every year, and the fix is not to skip the sale. It is to layer your offers so subscribing stays the best deal on the site.

    In this episode, I walk through how I structure Black Friday and Cyber Monday offers for subscription brands, from segment-first rollouts to the bundle offer I think you should be testing this year.

    What we cover:
    • Why big sitewide discounts cannibalize subscriptions and turn your best customers into one-time buyers
    • Leading your BFCM rollout with subscriber-only offers before the public sale goes live
    • Adding a "sale match" reason to your cancel flow as a defensive move during the sale window
    • Structuring tiered discounts (sitewide, subscription, bundle) so the subscription offer is always the most compelling one you run
    • Using bundles, starter kits, and bulk buys to give your deepest discount while raising order value
    • Why BFCM should be treated as a land grab for subscribers, not just a revenue spike
    • Planning the second order now with onboarding content, renewal discounts, and gifts that keep new subscribers around

    If you are wrestling with offer complexity this season, drop a comment or reach out at thesubscriptiondoc.com.

    Thanks to Omnisend for sponsoring this episode. Get 30% off your first three months with code SUBDOC30: https://your.omnisend.com/matt...

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About 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!
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