Teacher Seller School

The Retention System Skill

Keep The Members You Already Have, Automatically

A card fails. A member goes quiet. Another one cancels, and you only find out when the money stops. You're too busy making lessons to chase any of them.

It builds my retention system on your Kajabi site: two pages in your brand that ask a member to stay, and ten automations that send the right email at the right moment. Built as drafts, live on your yes.

GET THE RETENTION SYSTEM SKILL FOR $147

One payment of $147. Use it on every membership you have.

Before: a member clicks Cancel subscription on Kajabi's billing page and nothing is in the way. After: a page in the membership's own brand asks whether they are sure they want to go, and the welcome-back email on a phone. Ten automations, every word approved by you first.
Before: a member clicks Cancel subscription on Kajabi's billing page and nothing is in the way. After: a page in the membership's own brand asks whether they are sure they want to go, and the welcome-back email on a phone. Ten automations, every word approved by you first.

The cancel button is the most expensive button on your site. 😩

You paid to get every member: the ads, the freebie, the sales page, the emails. Then one Tuesday a teacher’s grade changes, or a card expires, or summer comes, and they click Cancel subscription. Kajabi’s screen asks nothing, offers nothing, and sends nothing afterwards. A member who might have paused for a month is gone for good, and you find out when the month’s number is lower.

Doing nothing

One click, and a member is gone.

  • No page in the way, so a pause is never offered and a changed grade becomes a cancel
  • A failed card quietly ends a membership that nobody chose to end
  • A member who stopped logging in is already on the way out, and nobody notices
  • Former members never hear from you again, so the ones who were only taking a break never come back

With the skill 👉

Two pages, ten automations, every word yours.

  • Two pages in your brand ask them to stay, with reasons that are true for your membership
  • Kajabi’s own pause, save offer and reasons, with every word written for you
  • Ten automations send the right email at the right moment, from the day they cancel to the day they come back
  • A member who stays never gets a cancel email by mistake

A membership makes its money in month four, in year two, in year three. This is the part of the build that protects that money: it catches a member on the way out, and it brings back the ones who only needed a break.

Decide the saves once. Say yes to the emails. Publish.

Here’s what happens 😎

There’s a one-time setup: add the skill file to your own Claude and switch on the Kajabi connector. Then one chat, with printed directions that follow it part by part.

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1. Claude says back what your membership is, and you decide the saves.

Claude reads the notes from your membership build, or asks for them, and asks you the few questions only you can answer. Then you make the calls that are yours: what to offer a member on the way out, and what to say to one who already left.

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2. Claude writes every email, and you say yes.

Every email in plain text, in order, written from your real membership: the units coming, your price, the time saved. Change a word and Claude rewrites it. The two Kajabi screens Claude cannot click, it opens for you with every word ready to type. Nothing is loaded until you say yes.

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3. Claude builds it in your Kajabi account, as drafts, and checks its own work.

The pages in your brand, the members-only links, the tags and the automations. Claude reads each one back from Kajabi and compares it with what it built, then gives you the links to publish, in order. You publish. Claude never presses Publish.

That’s it. Just follow it. It works.

Then you sign in as a member, walk the pages the way a member would, and cancel. Claude checks what followed. The directions have the member test click by click, and the habits that keep churn low afterwards.

Every automation is a draft until you publish it, so nothing fires before you are ready.

Page 1 of the cancel funnel on a laptop, Are you sure you want to go, beside Kajabi's own cancel screen with the pause, the save offer and the reasons, and the monthly churn scoreboard below
Page 1 of the cancel funnel on a laptop, Are you sure you want to go, beside Kajabi's own cancel screen with the pause, the save offer and the reasons, and the monthly churn scoreboard below

The two pages

Two pages that ask them to stay. The cancel is never hidden.

Page 1 asks “Are you sure you want to go?” and gives them a reason to stay that is true for your membership. Page 2 gives them another, and an honest how-to-cancel card. Then Kajabi’s own screen offers the pause, the save offer and the reasons.

  • The direct way to cancel is written on both pages. The pages persuade and never trick, and a member’s billing page is one click away. Several states and countries have click-to-cancel rules, and this funnel keeps the cancel one click from both pages.
  • Your reasons, your words. The reasons teachers give land in Kajabi’s cancellation report, a free survey every month. Your personal message is on that screen too.
  • Members reach the pages from a footer link only they can see. Nobody else knows the pages exist.

What the pages are built from: your membership notes, the units coming next, your real reviews and your brand kit. You look at both pages before they are published.

The emails

Ten automations send the right email at the right moment. Every word approved by you first.

Up to fourteen emails, in plain text, each one written from your real membership: from the moment a member clicks cancel to the day they come back, and the moments in between that most memberships never notice.

  • Nobody who stays gets a cancel email by mistake. A member who comes back, fixes the card or upgrades drops out before the next send.
  • Built as drafts, read back, compared. Claude reads every automation back from Kajabi and compares it with what it built. Then you publish, in the order it gives you.
  • The welcome-back code is a real Kajabi coupon you make from the words Claude gives you.
  • The monthly scoreboard. Each month Claude reads Kajabi’s real numbers and writes one line: active members, new, cancelled, churn, MRR, and what a member is worth. It never makes a number up.
Every retention email listed for your yes, the welcome-back email on a phone, the churn scoreboard, and a navy card with what Claude builds in the Kajabi account
Every retention email listed for your yes, the welcome-back email on a phone, the churn scoreboard, and a navy card with what Claude builds in the Kajabi account
The Retention System Skill: the page that asks a member to stay on a laptop, and the welcome-back email on a phone

👋🏼 Hi, I’m Jeff Twiddy

What you get for $147

  • The Retention System skill file, to add to your own Claude. One file, added once.
  • Click-by-click directions, twelve pages: the message to send, every part in order, the two Kajabi screens click by click, the member test, and the words to say when you come back.
  • Three short lessons: add the skill, build your retention system, coming back later.
  • Use it on every membership you have, as often as you like. No per-member fee, no per-email fee.

From the build:

  • Two cancel pages in your brand in front of Kajabi’s own cancel screen, and the members-only links that lead to them
  • Kajabi’s own pause, save offer, personal message and reasons, with every word written for you
  • Ten automations with up to fourteen emails, built as drafts, read back and checked
  • The welcome-back coupon words, the new-in-the-library email template and a monthly churn scoreboard, with the notes saved beside your membership build
GET THE RETENTION SYSTEM SKILL FOR $147

One payment of $147. Use it on every membership you have, as often as you like.

Don’t take my word for it.

Shelly built her membership with these skills, in under a week. Missy, Chelsea, Lyndsey and the others built theirs with me, the long way. This is what they say.

A post from Shelly, a teacher seller who built her membership with the skills, shown with her name and photo. It says: If you have been thinking about a membership and don't know how to get started, I highly suggest checking out Jeff Twiddy's Walk-Away Number Challenge. I was fortunate enough to test out his new Claude-driven system for setting up a membership, and let me just say, O.M.G.! I cannot believe how amazing and functional my site turned out! Jeff helped me create my membership site for teachers in under one week.
The profile photo and name of Shelly, who wrote this post

If you have been thinking about a membership and don't know how to get started, I highly suggest checking out Jeff Twiddy's Walk-Away Number Challenge. I was fortunate enough to test out his new Claude-driven system for setting up a membership, and let me just say, O.M.G.! I cannot believe how amazing and functional my site turned out!

Jeff helped me create my membership site for teachers in under one week. This normally would have taken me (or anyone else) weeks longer to complete. I now have a working membership site, complete with branding colors, beautiful graphics, checkout pages, order add-ons, purchase order set-up for schools, and excellent functionality! With everything uncertain in our business world, it has been so helpful and nice to have a ready-to-go system for building my membership and moving forward with my mission of helping and supporting 4th and 5th grade teachers.

(I'm planning to launch my own membership in the next 2 weeks. Yay!! Just need to use his templates now to get my emails scheduled and launch planned. So excited!)

A comment from Missy Davis, a teacher seller Jeff coached. It says: I still have mild PTSD from building my membership every day for 8 hours plus a day for 60 days....these people do not know how easy they are getting this! I would have happily paid $997 for this!
The profile photo and name of Missy Davis, who wrote this comment

I still have mild PTSD from building my membership every day for 8 hours plus a day for 60 days....these people do not know how easy they are getting this! I would have happily paid $997 for this!

Chelsea: her membership brings in 10 times what she makes on the marketplace, every monthKristin: 47 members and 947 new subscribers in the first four days of her launchMyranda: first trial member within 24 hours of finishing her membership siteAngie: his courses are well worth 10x what he charges
Lyndsey: the only coach who gave her a system that actually worksDarla: passed her monthly teaching salary in the first twelve days of salesTeresa: 7 members from a soft launch, before officially launching
Chelsea: her membership brings in 10 times what she makes on the marketplace, every monthLyndsey: the only coach who gave her a system that actually worksKristin: 47 members and 947 new subscribers in the first four days of her launchDarla: passed her monthly teaching salary in the first twelve days of salesTeresa: 7 members from a soft launch, before officially launchingMyranda: first trial member within 24 hours of finishing her membership siteAngie: his courses are well worth 10x what he charges

✅ What you need before you buy

Four things. The second one is the one people miss: Kajabi’s pause and save offer run on Kajabi Payments.

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A paid Claude plan and the Claude desktop app on a Mac or Windows computer

Claude is the AI assistant that does the work. Any paid plan works: Pro, Max, Team or Enterprise. It reads your membership and builds the pages and the automations through the Kajabi connector, and opens Kajabi’s Settings page and the coupon for you in its built-in browser, which is why it needs the desktop app. A phone or a Chromebook will not do it. On Team or Enterprise, your admin may need to turn on skills and connectors first.

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A membership on Kajabi with a yearly plan and Kajabi Payments

Published subscription offers, a sales page, and members who pay by card. Kajabi’s pause and save offer are Kajabi’s own settings and run on Kajabi Payments. PayPal subscriptions cannot pause, though the pages, the tags and the emails still work. If you built your membership with my AI Membership Builder for Teacher Sellers or my Email Engine, Claude reads those notes and asks even less.

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A Kajabi plan with advanced automations, for the full build

Part of the build uses Kajabi’s advanced automations. Without them Claude builds the plainer version and tells you, in one line, what it left out.

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Fifteen minutes of your own clicks, and your Publish

Kajabi’s Settings page and the coupon are two screens Claude cannot click. Claude opens them in its browser and gives you every word; you type and Save. Then you publish each automation, in the order Claude gives you. Claude never types a password, never presses Delete, never touches a checkout, and never presses Publish.

💵 Claude is its own bill.

This skill doesn’t include a Claude plan. Check Claude’s prices at claude.com/pricing. Kajabi is its own account too. Check Kajabi’s prices through my partner link in the lessons.

Nothing goes live from Claude that you did not ask for: every automation is a draft until you publish it, no email goes out without your yes, and Claude never deletes anything in your Kajabi account.

“But what if...”

Let’s handle your questions.

GET THE RETENTION SYSTEM SKILL FOR $147

One payment of $147. Use it on every membership you have, as often as you like.

Jeff Twiddy at his studio desk
Jeff Twiddy at his studio desk

Who’s behind this

I was a high school math teacher for 13 years and a head football coach. Then I built and sold multiple multi-million dollar curriculum businesses.

I’ve helped over 1,000 teacher sellers build real businesses beyond TPT: memberships, automated funnels, profitable ads, and recurring revenue that doesn’t depend on any algorithm.

This skill does the part of a membership that decides whether it lasts: the pages that catch a member on the way out, and the emails that bring them back. I test everything I teach in my own business, so when it gets into your hands, it already works.

1,000+ teacher sellers helped8+ figures earned13 years in the classroom

The cheapest member you will ever get is the one you already have.

GET THE RETENTION SYSTEM SKILL FOR $147

One payment of $147. Use it on every membership you have, as often as you like.

The billing page, the cancel pages, the emails and the scoreboard shown on this page are drawings made in October 2026 to show the skill, not screenshots. Pine Hollow Math is a made-up seller (not a real store), and its members, units, prices and numbers are made up too. Kajabi’s connector, its Settings page and its coupons were checked on a real Kajabi site in October 2026 and can change. Kajabi’s pause and save offer are Kajabi’s own settings and run on Kajabi Payments. The lessons link to Kajabi with our partner link: we earn a commission if you sign up for Kajabi through it, at no extra cost to you. Claude is made by Anthropic. Kajabi and Anthropic are separate companies and separate accounts, and neither sponsors or endorses this skill. Teacher Seller School is not affiliated with or endorsed by TPT (Teachers Pay Teachers).

Earnings Disclaimer: This skill builds a cancellation funnel and retention emails in your Kajabi account. How many members stay depends on your membership, your content and your members, and there is no guarantee that you will keep any member or earn any money using it. Subject to our Refund Policy, we provide content without any express or implied warranties. By continuing to use our site and access our content, you agree that we are not responsible for any decision you may make regarding any information presented or as a result of purchasing any of our products or services.