Guides

How to Send Automatic DMs on Skool

Skool lets you send one auto-DM when someone joins your community. That's it. No follow-ups, no sequences, no way to reach people who didn't reply.

The problem is most people don't reply to the first message. They're busy, they forgot, or they didn't see it. A follow-up a couple days later gets replies from people who completely ignored the first one.

Here's how I set up automatic follow-up DMs on Skool using Skoot. Skool doesn't support this natively, so you need a tool to do it.

The welcome DM

Skool has a 300-character limit on auto-DMs. My welcome message looks like this:

#NAME#, welcome in

You just joined something special Skoot is going to change how you convert members Thank you for being here It means more than you know

Then a second message with the install link and a nudge: "Your Auto DMs are waiting."

No question. Just make them feel welcome and give them the first step.

The follow-up sequence I use

Here's the flow I run for new members:

Welcome DM — sent when they join. One question.

Follow-up 1 (1 hour later) — "Once you're set up, grab time with me and I'll walk you through everything. Here's my calendar: [link]"

Follow-up 2 (2 days later) — "Did you get set up yet? Hit me here if you get stuck."

Follow-up 3 (3 days later) — "Want help before your trial ends? Reply 'yes' and I'll send my calendar."

Three follow-ups. Spaced out over a few days. If they don't reply after that, I stop.

Skoot CRM follow-up sequence builder with 3 timed messages

Why I automated it

I wanted every new member to get the same follow-up sequence, every time. Not just when I remembered.

I built Skoot to do this. It sends the follow-ups automatically. All the sequences run 24/7 on our servers, even when my computer is off.

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Skoot helped me make $5k last month! It's genuinely stupidly helpful in following up and booking appointments in my free Skool community. Plus I haven't fully mastered the DMs, scripts, etc. Can't wait to see the progress as the months continue!

Chris Conder

Community Owner

The short version

  • Skool's auto-DM is a starting point, not the finish line
  • Most people who ignore the first message aren't saying no. They're busy.
  • I send 3 follow-ups spaced over a few days
  • Make them feel welcome first, then give them the next step
  • The whole thing runs automatically, 24/7

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