playground — the autonomous CRM for Skool
The autonomous CRM for Skool

Go play.
playground runs your Skool.

It logs into your community, onboards new members, recovers failed payments, saves churning ones, and closes sales — on its own. You just tell it what you want, in plain English.

Runs inside your Skool — no API, no risky bots, set up in one call.
playground — talk to your community
you › DM everyone who hasn't logged in for 7 days
Found 38 members idle 7+ days
Wrote a warm, on-brand check-in DM
Sending from your account, 1 every 45s
Tagged them at-risk & logged it
The 2am problem

Your Skool is a full-time job you didn't apply for.

Members slip away quietly. Payments fail silently. The DMs that save them never get sent — because you're asleep, on a call, or just human.

Churn you never seePeople go quiet for two weeks, then cancel. By the time you notice, they're gone.
MRR leaking outCards fail every month. Nobody chases them, so that revenue just… vanishes.
The grind that doesn't scaleManual DMs, manual tagging, manual everything. More members = more burnout.
How it works

One teammate. Four superpowers.

playground isn't another dashboard you have to log into. It's an AI teammate with hands, a memory, a brain, and a flair for making members feel special.

01

It has hands

the browser arm

playground works inside your own logged-in Skool — the same buttons you'd click. It reads every member, sends DMs, tags people, schedules posts, and tracks classroom progress.

Runs as a Chrome extension in your session. Acts like you, not like a bot.
02

It remembers everything

the CRM core

Every member, tag, login, lesson finished, payment, and message lives in one tidy brain. Finally you can see who's hot, who's fading, and who's about to churn — at a glance.

Members · tags · engagement · payment status · sequences · message log.
03

It thinks for itself

the agent layer

Type what you want in plain English. playground makes a plan, then does it — and runs always-on automations for failed payments, churn, and onboarding without being asked.

Plain-English commands → plans → real actions. Sequences run 24/7.
04

It makes you look magic

personalized lead magnets

For each member, playground spins up a personalized lead magnet in Canva — their name, their goals, their next step — so every person feels hand-picked, at zero extra effort.

Auto-designed in Canva, matched to each member's profile.
Always-on automations

The money-saving stuff, on autopilot.

Three sequences run quietly in the background, every day, so revenue you'd normally lose just… stays.

💳 Failed-payment recovery

The moment a card fails, playground reaches out with a friendly, perfectly-timed nudge and a one-tap fix — before the member even notices.

→ Recovers MRR you were quietly losing
🛟 Churn rescue

It watches for the warning signs — no logins, stalled progress, gone quiet — and steps in with the right message at the right moment.

→ Saves members before they cancel
👋 Onboarding

Every new member gets a warm welcome, the right first steps, and gentle follow-ups — so they stick around long enough to fall in love.

→ Turns sign-ups into stayers
Your AI sales rep

It closes while you sleep.

playground spots buying intent in your community — the people bingeing your free content, asking the right questions, hovering on the offer — and starts the conversation that turns them into paying members.

  • 🎯 Finds warm leads by behavior, not guesswork
  • 💬 Opens natural, on-brand conversations
  • 🤝 Works for any offer and any price point
  • 📈 Hands you the booked calls and closes
Hey! Loved your free training 🙌 is the paid tier worth it for a beginner?Maya · finished 4 lessons today
Maya you're flying through the free stuff 😄 the paid tier is built exactly for where you are now — want me to grab you the founding-member rate before it bumps Friday?playground · AI sales rep
yes please!! 🔥tagged: hot-lead · ready-to-buy
Personalized for every member

Lead magnets that feel handmade.

playground designs a fresh, personalized freebie for each member in Canva — so onboarding feels like a gift, not a funnel.

Maya's 7-Day Planauto-built · Canva
Jordan's Quick Winsauto-built · Canva
Sam's Next Stepsauto-built · Canva
Priya's Starter Kitauto-built · Canva
Won't get you flagged

It plays by Skool's rules — because it plays as you.

No sketchy API hacks, no third-party login, no army of fake accounts. playground acts inside your own session at a human pace, doing exactly what you'd do by hand — just tirelessly, and at scale.

Why playground

Doing it by hand vs. doing it for real.

By hand

  • You're the automation
  • Failed payments slip through
  • Churn is a surprise
  • Stops the second you do

🏖️ playground

  • Runs your whole CRM autonomously
  • Chases every failed payment
  • Catches churn before it happens
  • Works 24/7, even on vacation

Generic CRM

  • Another tab you forget to open
  • Can't act inside Skool
  • You still send every message
  • No AI, no sales rep
Loved by Skool owners

Less admin. More recess.

"It recovered three failed payments my first week. It paid for itself before I'd finished my coffee."

Jordan VancePeakForm · online fitness coaching

"I told it 'win back anyone who's gone quiet' and watched 40 DMs go out in my voice. Wild."

Priya NairThe Copy Room · freelance copywriters

"Onboarding used to be me, manually, every night. Now it just happens and members actually stay."

Marcus BellChart Club · day-trading community
Pricing

Pick your plan. Go play.

We'll have you fully live in under 23 minutes.

Core

🏖️ Founder pricing
$99$49/ month

Your full CRM, on autopilot.

  • Browser arm + CRM core
  • Plain-English commands
  • Failed-payment recovery
  • Churn rescue + onboarding
  • Member tagging & post scheduling
Start free trial
Most popular

Pro

🏖️ Founder pricing
$199$99/ month

Add the AI that sells for you.

  • Everything in Core
  • AI sales rep (works for any offer)
  • Personalized Canva lead magnets
  • Manage your community with AI
  • Priority 1:1 support
Start free trial
Questions

The stuff you're wondering.

Will this get my Skool account flagged?
No. playground works inside your own logged-in session at a human pace — no third-party API, no fake accounts, no automation Skool can't see. It does exactly what you'd do by hand.
Do I need to be technical?
Not at all. You talk to playground in plain English — "win back idle members," "recover failed payments this week" — and it builds the plan and does the work.
What happens to my existing members?
playground syncs your whole community in on day one — members, tags, payment status, and activity — so it's working with your real data immediately.
Can I customize the automations?
Yes. The failed-payment, churn, and onboarding sequences are fully editable — tone, timing, and triggers — or just tell playground what you want changed.
How fast can I get started?
Most owners are fully live in under 23 minutes — install the extension, connect your Skool, and you're off.

Your Skool can run itself.

Hand the admin to playground and get your time — and your recess — back.

Start your free trial →