Topic
Retention
Loyalty, winback, post-purchase, and lifetime value.
Acquisition gets the credit. Retention pays the bills. Loyalty, winback, post-purchase, subscription saves: customer retention is where email and SMS stop being channels and start being your margin.
These are our retention marketing playbooks and teardowns: winback campaigns that actually win people back, post-purchase flows that turn one-time buyers into repeat customers, and the lifetime value math behind all of it.
Retention posts
August 5, 2026
The DTC inbox stopped selling urgency and started building trust
(it's not budget cuts) What replaced it and what it means for you
August 3, 2026
This Beltology email has the hook. Now it needs the proof.
There’s a reason brands love leading with a best seller: it gives the product instant credibility.
July 31, 2026
Back-to-school emails are landing. Here's what brands are...
Back-to-school is is an easy season to ignore if you don't sell school supplies.
July 30, 2026
What your welcome discount has to do besides convert
During a Retention Roadshow session, we heard that 85% of first purchases happen the day someone opts in. By day one, that drops below 3%. And by day seven,...
July 24, 2026
Sends we couldn’t stop thinking about last week
Last week, it was three very different sends doing the same thing well: making the product feel obvious.
July 23, 2026
Back in Stock isn’t the same hook it used to be (here's what is)
If that’s the whole message, you’re missing the better opportunity: giving shoppers a reason to want the product again.
July 22, 2026
Commerce Roundtable’s Retention Roadshow
(it's not budget cuts) What replaced it and what it means for you
July 20, 2026
This Act+Acre email has a smart idea buried in too much copy
You need enough information to build trust, but not so much that people check out halfway through. The brands that do it well don’t just explain more, they...
July 17, 2026
The Anatomy of a Sale: 6 Offer ideas you should steal
Everyone loves to say “just run a sale” like it’s the easiest thing in the world.
July 16, 2026
CAKES body: The hidden risk of mixing post-purchase and...
Nobody's paying closer attention to your brand than the person who just bought from it.
July 10, 2026
Why every retention team needs an AI...
Meet Outcraft: the missing channel recovering the 88% your flow misses.→ Hear it for yourself📞
July 1, 2026
We audited our June inbox. These 4 trends...
The brands winning retention in 2026 aren’t guessing. They’re reacting to behavior in real time.
June 18, 2026
SABO Post-Purchase Flow
Need a campaign idea by noon? Start with 50 proven campaigns, 75+ winning emails, and 130+ opt-ins instead of a blank page.→ Access the vault
June 3, 2026
How to win Prime Day without giving...
The brands winning retention in 2026 aren’t guessing. They’re reacting to behavior in real time.
May 27, 2026
Your product rec emails are...
The brands winning retention in 2026 aren’t guessing. They’re reacting to behavior in real time.
May 22, 2026
What the best marketers are doing...
Inside: 6 summer campaigns worth stealing, AI-powered repeat revenue, smarter segmentation, and more
May 20, 2026
The coupon emails quietly printing...
The brands winning retention in 2026 aren’t guessing. They’re reacting to behavior in real time.
May 14, 2026
When Two Competing Flows Create Subscriber Confusion
Lone retention marketer no more. Meet Chase, Jimmy, & 75+ operators at the Retention Roadshow this June.[Get tickets - 20% off with ROADSHOW20]
May 13, 2026
The biggest retention gap quietly costing brands millions
The brands winning retention in 2026 aren’t guessing. They’re reacting to behavior in real time.
May 11, 2026
Good Molecules' duo send
Lone retention marketer no more. Meet Chase, Jimmy, & 75+ operators at the Retention Roadshow this June.[Get tickets - 20% off with ROADSHOW20]
May 8, 2026
Amplify email and SMS marketing with AI
Breaking down how to integrate AI into your retention workflow without losing what makes your emails worth reading.
May 4, 2026
Cymbiotika's "Your skin needs more than SPF this summer" email
Trade one day for a year's worth of retention strategy. The Retention Roadshow hits 4 cities this June.[Get tickets - 20% off with ROADSHOW20]
May 1, 2026
Psychological Principles That Actually Drive Retention (And...
Retention marketing isn't about send schedules, segmentation rules, or picking the right ESP.
April 30, 2026
Brightland x Hill House
Want to talk shop with Chase and Jimmy IRL? The Retention Roadshow hits 4 cities this June.[Get tickets - 20% off with ROADSHOW20]
April 23, 2026
Gorjana Post-Purchase Flow
Brick-and-mortar and DTC usually operate like separate businesses – different teams, different systems, different customer experiences.
April 22, 2026
How to Build Customer Loyalty Without Discounting Your Brand...
You've probably noticed it: revenue dips, so you run a sale. The sale works, revenue comes back. Then it dips again a few weeks later, so you discount again.
April 17, 2026
Retention habits that turn one-time buyers into repeat customers
If you don't know the answer off the top of your head, that's a problem. Because that number matters more than your email open rates, your click-through...
April 16, 2026
Olive & Piper Thank You Sale
Loyalty programs are built on making members feel special – early access, exclusive perks, personalized experiences.
March 27, 2026
Why your upsell emails aren't working (And how to fix them)
Upsell emails should be one of your strongest revenue drivers. You're selling to people who already trust you, know your products, and have given you their...
March 20, 2026
How to use SMS to turn your best customers into brand champions
SMS has a 98% open rate and most messages get read within 3 minutes.
March 19, 2026
VRG GRL’s post-purchase flow
VRG GRL's post-purchase flow isn't built around urgency or aggressive upsells.
March 13, 2026
How to turn customer reviews into your highest-performing...
You spent all that effort collecting customer reviews, and now they're just... sitting there.
March 6, 2026
How to actually get customer reviews (and use them to drive...
We see this all the time: brands with great products and zero reviews on their site.
February 26, 2026
Bums & Roses’ Drop-Driven Retention
Daily emails can either keep your brand top of mind or train people to ignore you.
February 25, 2026
Engineering the first 45 days for long-term retention
Brands send five emails in the first week. Four are discount reminders. The fifth is... another discount reminder with slightly different wording.
February 20, 2026
The data that actually powers retention (and what to ignore)
The biggest mistake we see brands make with data? Collecting everything and using nothing.
February 19, 2026
BYLT’s Upgrade Narrative
Their entire email strategy is built around one core idea: convince people that "basics" don't have to be basic. That spending more gets you something...
February 13, 2026
A 60-minute retention diagnostic to find what’s actually...
Every brand says retention matters. Fewer actually sit down and look at what’s helping, what’s hurting, and what’s quietly getting ignored.
February 12, 2026
Oak and Luna’s post-purchase flow
A good post-purchase flow doesn't just confirm orders and track packages. It reduces anxiety, builds trust, and quietly sets up repeat purchases – all...
January 15, 2026
Huha’s Rose Print Launch: A Soft Drop With Strong Retention Bones
Huha launched their Rose Collection with calm and intention. No manufactured urgency. No discount crutch. Just good pacing, strong visuals, and letting...
January 14, 2026
The line you shouldn’t cross: Smarter retention marketing in 2026
Retention marketing in 2026 isn’t about doing more. It’s about knowing where the line is and not crossing it, especially now that customers are smarter,...
January 7, 2026
Smart SMS Strategies to Drive Retention and ROI in 2026
SMS still works in 2026, but not for the same reasons it used to. Higher costs, lower tolerance, and smarter customers mean the brands winning with SMS are...
January 5, 2026
K18’s Damage Shield Email
Most customers don’t stop buying because they don’t like the product. They stop because they’re not sure they’re using it right.
January 2, 2026
The re-engagement framework
Referrals are one of the few growth levers that actually get cheaper as you scale... But only if your program is built and promoted the right way.
December 26, 2025
How to build an effective referral and rewards program
Merry day-after Christmas and happy Q5. We type this as we’re currently surrounded by heaps of wrapping paper, new Barbies and scooters zipping around the...
December 22, 2025
DRMTLGY’s Layering 101 Email
DRMTLGY showed us yes. Their layering guide is the kind of education that builds trust and still drives sales.
December 12, 2025
Retention wins that work even when your budget doesn’t
The brands that win in 2026 aren’t the ones spending the most. They’re the ones paying attention to the small touches that make customers feel seen, valued,...
November 12, 2025
Lead Nurturing Strategies to Keep Customers Coming Back After...
The post-holiday window is your best shot at turning one-time gifters into repeat buyers.
November 7, 2025
Year Round Retention: How to Drive Engagement Beyond Peak Seasons
Your customers don’t disappear after December (they just stop hearing from you).
November 5, 2025
UGC in Action: 5 Ways to Enhance Your Email & SMS Campaigns
UGC isn’t just social proof... it’s your most powerful retention tool. The trick is knowing how to collect it consistently and weave it into the right...
October 29, 2025
Beyond the Inbox: 5 Alternative Retention Channels That...
They’re checking their phones, calendars, and mailboxes... moving through moments you could be part of (if you’re paying attention).
October 24, 2025
How to 2X Your Customer Repurchase Rate (Proven Tips)
Getting someone to buy once is easy... getting them to come back is the real skill.
October 16, 2025
Olive & Piper Post-Purchase Flow: Jewelry With a Personal Touch
Some brands think the job is done after checkout. Olive & Piper shows that’s when the real work starts.
October 9, 2025
Seed's Post-Purchase Flow
Seed doesn’t just sell probiotics. They build a whole ecosystem around science, sustainability, and education.
October 6, 2025
Poo~Pourri’s Fall Email: Pumpkin Spice (Bathroom’s Version)
Poo~Pourri’s fall email is loud, cheeky, and unapologetically on brand. From loyalty points at the top to a seasonal scent showdown in the body, it’s packed...
September 12, 2025
Building a Tribe: How to Turn Subscribers into a Loyal Brand...
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
September 10, 2025
Print to Profit: 6 Direct Mail Tactics to Boost Sales and...
Your customers are drowning in digital noise, which means your best campaigns can get buried before they even have a chance.
August 15, 2025
Customer Lifetime Value (CLV)
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
August 8, 2025
The Perfect Duo: How to Combine Email and SMS for More Sales
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
August 7, 2025
Good American’s Feedback Frenzy
Plus, an AI prompt you’ll want to steal and tips to scale smarter
August 4, 2025
Dusen Dusen’s Post-Purchase Email
Plus, free segmentation webinar, latest industry intel, and 7 new retention marketing jobs.
July 17, 2025
CALPAK’s VIT Series: A Masterclass in Loyalty Marketing for...
Plus, an AI prompt you’ll want to steal and tips to scale smarter
July 10, 2025
NOBULL’s Retention Series
Plus, an AI prompt you’ll want to steal and tips to scale smarter
July 4, 2025
From Cold to Clicks: Strategies to Reactivate Your Email List
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
June 25, 2025
Celebrating 100 Editions
If you’ve been here since the beginning last October, thank you for showing up every week. If you’re new, welcome aboard. Either way, our goal’s always been...
June 19, 2025
Glow Goals: How KraveBeauty Used Email & SMS to Power Their...
Plus, an AI prompt you’ll want to steal and tips to scale smarter
June 12, 2025
Nespresso's Post-Purchase Experience
Plus, an AI prompt you’ll want to steal and tips to scale smarter
June 2, 2025
Heyday’s "Sick Day" Product Recommendation
Plus: Reactivation emails that work, YouTube’s AI ad update, and TikTok’s newest AI tool
May 30, 2025
First Click to Repeat Purchase: Your Email Customer Journey Guide
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
May 15, 2025
Inside Lively Root’s Customer Journey
Plus, an AI prompt you’ll want to steal and tips to scale smarter
May 9, 2025
Product Recommendation Email Examples + Tips to Convert More...
Plus, 5 tips to increase conversions, AOV boosters, and a DTC brand win.
April 17, 2025
A Breakdown of Owala’s Birthday Bash Email Flow
Plus, an AI prompt that will fast track your A/B subject line testing.
April 3, 2025
Battlbox’s Non-Member Post-Purchase Flow
Plus, free access to The Agency Drill Book webinar and an AI prompt that will instantly help voice match your copywriting
April 2, 2025
Why Customer Reviews Matter (and How to Get More of Them)
Plus, the rise of TikTok shop, Shopify's newest acquisition and how Klarna dethroned Affirm.
March 28, 2025
The Secret to Higher AOV
Your playbook for increasing sales without increasing budget
March 27, 2025
DadGang’s Post-Purchase Email Flow: The Wins, The Woes
Is their post-purchase flow enough to nurture customers to the next level? We're breaking it all down.
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March 14, 2025
How to Win Back Customers with Email Retargeting
Plus, Jimmy's tips for turning chaotic sales into a cohesive promotion strategy
March 13, 2025
BrüMate's Opt-In & Upsell Flow
From casual browsers to impulse buyers—BrüMate’s opt-in flow is a masterclass. Plus, don’t miss Retention Reimagined 2025 happening now!
March 6, 2025
Kizik’s Post-Purchase Email Flow
This week, we're diving into Kizik’s post-purchase email flow. They’ve nailed brand consistency and customer engagement, but there are a few missed...
March 5, 2025
How Omnichannel eCommerce Drives Customer Loyalty and...
Stop for a second and think about how we shop these days.
February 26, 2025
This is why ethics matter in retention marketing + best practices
Plus, Temu vs. Amazon: the battle for your wallet and trust
February 19, 2025
Mastering Customer Retention
In eCommerce, the first sale isn’t the finish line—it’s just the starting point. Winning brands know that true success comes from turning first-time buyers...
February 7, 2025
Clever SMS Marketing Strategies to Drive Retention and ROI
A few smart tweaks can make your SMS strategy way more efficient (and profitable)
February 5, 2025
Re-Engagement Email Strategies to Win Back Customers (+...
Re-engagement campaigns are your second chance to remind customers why they loved you in the first place. Whether it’s a well-timed discount, a playful “We...
January 29, 2025
The Smart Marketers Guide to SMS Marketing
This week, we’re diving into the magic of pairing SMS with email to create unstoppable retention campaigns. From 98% open rates (yep, you read that right)...
January 22, 2025
Email Metrics Every eCommerce Retention Marketer Needs to Master
From subject lines that actually get clicks to making sure your emails look fabulous on mobile (because thumbs don’t lie), we’ve got the tips to level up...
January 10, 2025
Unlock Revenue Opportunities with Upsell Emails
The holidays may be over, but the opportunities are just beginning. A new year brings fresh momentum—a chance to reflect on last year’s wins, adjust your...
December 26, 2024
Chase and Jimmy’s 10 Retention Marketing Predictions for 2025
As we eased into the big holiday week, Chase and I reflected on this past year and our wheels started turning.
November 20, 2024
Lead Nurturing Strategies to Keep Customers Coming Back...
The holiday rush is a great time for business, with more shoppers hitting the “buy” button than ever. But once the season winds down, the real challenge...
October 30, 2024
Here’s our 6 most effective automations to drive engagement &...
Double, double, toil and trouble; ROI burn and retention bubble…