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Subscription Prescription | Weekly Doses to Boost Ecommerce Revenue

Subscription Doc

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,

technology marketing

All Episodes

25:37

How Quarterly Upsells Convert 20-30% After Checkout...

Subscription Prescription | Weekly Doses to Boost... ·

2026/10/06

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

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14:05

How I Layer BFCM Offers So Subscribers Don't Cancel...

Subscription Prescription | Weekly Doses to Boost... ·

2026/09/29

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

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37:02

If Your Ads Die in Two Weeks, You Have a Positioning...

Subscription Prescription | Weekly Doses to Boost... ·

2026/09/22

If you have to launch a hundred new ad creatives every week just to keep spend flowing, the problem is not your ads. It is your positioning.Alex Greifeld, founder of No Best Practices, joins me to break down how the way you pitch a product determines the quality and lifetime value of the customers you bring in, and why that matters more than any subscription tactic.What we cover:• Why scaling a hero product can quietly tank LTV as your promises grow bigger than what you deliver• The three rings of

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19:21

The 90-Day LTV KPI I Use to Align Growth and...

Subscription Prescription | Weekly Doses to Boost... ·

2026/09/15

Most established subscription brands run growth and retention as two separate teams chasing two different scoreboards. That misalignment is where profit quietly leaks out of your program. In this episode, I break down where brands past 10,000 subscribers should focus next, and why a time-bound LTV metric is the KPI that finally gets both teams rowing in the same direction. What we cover: • Why subscriptions should sit across growth and retention, not siloed under retention alone • Prioritizing

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39:06

Fast Acquisition Hides Churn: Spotting Weak LTV in Deals

Subscription Prescription | Weekly Doses to Boost... ·

2026/09/08

Fast customer acquisition can look like success while masking a subscriber base that never sticks. In this episode, Chad Williams (Head of Strategy at Life Seasons) breaks down how he evaluates supplement brands for acquisition and why weak LTV is the risk hiding behind rapid growth. Chad has bought and sold businesses, run a boutique investment firm, and now leads acquisition strategy for a fast-growing portfolio of supplement brands. We get into what he looks for behind the financials and what

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20:20

Why 10% Off Won't Grow Your New Subscription Brand

Subscription Prescription | Weekly Doses to Boost... ·

2026/09/01

A 10% discount is not a subscription strategy. If you are new to subscriptions, that small incentive rarely moves the people who actually stick around and drive real LTV. In this episode, I break down where new subscription brands should spend their limited time and resources. The answer is simpler than most people think: acquire subscribers with a compelling offer, then build a feedback loop that tells you who your ideal buyer really is. What we cover: • Why 10% off falls flat for shoppers new to

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40:45

How Whatnot Became Our Second Biggest Channel at $5m

Subscription Prescription | Weekly Doses to Boost... ·

2026/08/25

Everyone has been predicting live shopping for a decade. Battlebox actually made it work, turning Whatnot into a $5M channel and their second biggest in just over a year.In this episode, John Roman, CEO and founder of Battlebox, joins me to explain why Whatnot succeeds where Tik Tok Shop falls short, and how a live selling platform quietly became a top of funnel engine for their subscription membership.What we cover:• How Whatnot became Battlebox's second biggest channel, bigger than Amazon• Why

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13:19

The 4 Things to Evaluate in Every Subscription Tech...

Subscription Prescription | Weekly Doses to Boost... ·

2026/08/18

New tools launch every week, Stripe just entered the Shopify subscription space, and AI-powered analytics are everywhere. So how do you decide what actually deserves a place in your subscription tech stack?In this episode, I step back to look at the state of the subscription industry and share the four things I evaluate in every subscription tech stack before recommending a single change or, worse, a full replatform.What we cover:• Why Stripe's move into Shopify subscriptions signals a bigger play

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29:41

How We Grew Subscription Revenue From 10% to 40% in 3...

Subscription Prescription | Weekly Doses to Boost... ·

2026/08/11

Most brands turn on subscriptions and stop there. In this episode, Matthew Holman talks with Arthur Falcone (Tandem Growth, Arlo) about how they took one wellness brand from 10% subscription revenue to north of 40% in about three months. What we cover: - Why activating subscriptions is only step one, and how underused features quietly cap your revenue - Mapping SKUs by cadence, so daily-use products push subscription while topical products get flexible skip options - How adding a skip and suppress

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4:25

Back From Break: New Guests, New Tools, Same...

Subscription Prescription | Weekly Doses to Boost... ·

2026/08/04

The show went quiet for the summer. It's back, and the next few months are already booked. I spent the break traveling, running the event business, working with clients, and building new tools for the subscription community. In this episode I catch you up on where I've been, what I built, and who's coming on the show next. What we cover: - Why I stepped back for the summer and what I was building - The new tools at thecancelpage.com: an AI chatbot, an offer library, an email library, and a

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12:14

The Hidden Ceiling Killing Your Subscription Growth

Subscription Prescription | Weekly Doses to Boost... ·

2026/06/09

Your subscription program isn't shrinking, but it isn't growing either. You're acquiring exactly as many subscribers as you're losing each month. That's the growth ceiling, and it's one of the most dangerous places a subscription brand can be.In this episode, I break down why subscription programs hit this equilibrium point and which lever to pull first to break through it (hint: it's probably not churn).What we cover:- The three pillars of every subscription program: subscriber count, AOV, and

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14:03

Your BFCM Subscription Playbook Starts in the Summer...

Subscription Prescription | Weekly Doses to Boost... ·

2026/06/02

Black Friday is months away - and that's exactly why you should be working on your subscription strategy right now. In this episode, I walk through the three things subscription brands should be doing this summer to set themselves up for their biggest sales period of the year.What we cover:Why blanket discounts box you into a corner during BFCMHow to mine your subscription data for high-LTV product combosUsing customer conversations to uncover what's working (and what isn't)How to build an offer

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11:48

Why Most Subscription Brands Are Afraid of SMS (And...

Subscription Prescription | Weekly Doses to Boost... ·

2026/05/26

Most subscription brands avoid SMS because they're afraid it'll remind people to cancel. That fear is costing them long-term LTV. In this episode, I break down why SMS is one of the most underused tools in the subscriber journey, and how to use it the right way. What we cover:Why fear of SMS is really just loss aversion in disguiseHow SMS drives product adoption in the critical first monthUsing text to give subscribers control: skip, swap, pauseWhy SMS recipients show higher LTV even with an initial

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44:29

The Ad Buying Math Most Subscription Brands Get Wrong

Subscription Prescription | Weekly Doses to Boost... ·

2026/05/19

Most subscription brands are setting a ROAS target and calling it a strategy. Trevor Crump, co-founder of Bestie Media, breaks down why that's leaving serious growth on the table - and what to do instead. What we cover:Why ROAS constraints strangle your Meta spend before you ever hit your ceilingHow to calculate what a subscriber is actually worth - and use that to make buying decisionsLead vs. lag metrics: what ad buyers track vs. what actually moves the businessThe cash flow math founders miss

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10:54

How Grüns Built an Exit: LTV, Product, and Retail...

Subscription Prescription | Weekly Doses to Boost... ·

2026/05/12

Grüns just got acquired by Unilever - and there are real lessons here for every subscription brand paying attention. In this episode, I break down the three things Grüns did exceptionally well that set them up for an exit like this. What we cover:How Grüns used a 3:1 LTV to CAC ratio to grow profitably at every stageWhy product obsession is still the most underrated retention strategyHow retail expansion and multi-channel brand building created the opportunity Unilever actually boughtSubscribe to

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33:22

Stop Obsessing Over Email: The Real Levers for...

Subscription Prescription | Weekly Doses to Boost... ·

2026/05/05

Josh Tay has spent years in retention at Common Thread Co., No Limit Email, and now as VP of Strategy at Chronos Agency — and his take on email might surprise you. What we cover:Why email is a secondary channel, not the starting point for subscription growthThe three real levers that move the needle: front-end offers, retention, and upsellsHow to think about causation vs. correlation when brands see churn spikes from emailWhy LTV is really about acquisition capacity, not profit for profit's sakeHow

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18:10

How AI Search Actually Works, and What Subscription...

Subscription Prescription | Weekly Doses to Boost... ·

2026/04/21

AI is changing how customers find products — and most subscription brands aren't ready for it. In this episode, I break down how AI search actually works and what simple steps you can take right now to make sure your brand shows up. What we cover:Why AI search is different from traditional personalization (and why that matters)How AI uses context to surface products — and what that means for your websiteWhy conflicting information across your site can cost you the saleThe subscribe and save

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17:13

Why Your Dunning Strategy Is Sending Customers to the...

Subscription Prescription | Weekly Doses to Boost... ·

2026/04/14

Most subscription brands are losing revenue to failed payments - not because customers don't want to pay, but because they're being sent to the wrong place to fix it. In this episode, I break down how payment processing actually works, what your processor health score means, and how to build a dunning strategy that actually recovers payments.What we cover:How tokenization and payment processing work in subscription commerceWhy your processor health score matters (and what hurts it)The math on why a

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11:19

Amazon vs. Your Shopify Store: How to Win the...

Subscription Prescription | Weekly Doses to Boost... ·

2026/04/07

Amazon has real advantages - trust, convenience, price, and discoverability. But that doesn't mean your Shopify store can't win. In this episode, I break down exactly why Amazon pulls subscribers away from DTC brands and what you can do to fight back. What we cover:The 4 reasons customers choose Amazon over your siteWhy discounting alone won't beat themHow to build an offer that's impossible to replicate on AmazonTools that bring Amazon-level delivery transparency to your subscription experienceWhy

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38:56

Agentic Commerce: How AI Will Discover (Or Miss) Your...

Subscription Prescription | Weekly Doses to Boost... ·

2026/03/31

AI is changing how people discover products online. And if your subscription offer isn't structured correctly, AI agents will skip right past it.In this episode, I sit down with my business partner David Bradley (and the founder of QPilot, Autoship Cloud, and Nextime) to break down how agentic commerce actually works, why subscription products need to be optimized differently than one-time purchases, and what brands can do right now to make sure AI recommends their subscription offer.What we

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