Let’s face it: running a membership without help from automation is a one-way ticket to burnout.
But on the flip side?
Over-automating can make your members feel like they’re just a number.
The sweet spot is in the balance.
Your membership should run smoothly behind the scenes—but still feel personal and connected up front.
In this post, we’ll break down what to automate (so you get time back) and what to keep human (so your members feel seen).
Table of Contents
ToggleCertain tasks don’t require your constant attention and can be completely automated so your membership runs smoothly behind the scenes.
Set up a 3–5 part welcome series that gently orients new members. Include:
If you drip content, space it out with intention (monthly works better than weekly for most memberships).
Give people breathing room to explore on their own timeline. Tools like Kajabi, Teachable, and Circle make this simple.
Pro tip: Combine evergreen content with a monthly “what’s new” email to keep things fresh without you having to go live all the time.
Set up recurring payments with Stripe or ThriveCart, plus automated failed payment emails (most platforms offer this).
Don’t forget: Failed payment automations can automatically revoke access so you’re not manually chasing subscriptions.
Quick reality check: Still double-check payments monthly. Automation isn’t foolproof—and you deserve to get paid.
Use Calendly, Zoom, or Google Calendar to send:
The goal is to show up without over-managing every step.
Set up a quarterly survey that runs on autopilot. Keep it simple. Ask:
It’s data and dialogue.
Automation is great but some things should stay human and personal to create a real connection with your members.
Don’t underestimate the power of a 30-second Loom or voice note.
→ “Hey Sarah, I saw you joined—excited to have you!” goes a lot further than a 7-email funnel.
Even in automated flows, you can carve out a moment to make someone feel seen.
Automation might get them in the door. But you keep them coming back.
Personal check-ins. Shoutouts during live Q&As. Celebrating progress.
That’s what builds real retention.
Yes, you can use canned responses—but only as a starting point.
Always personalize:
Pro tip: Track member status manually at least once a month. That little spreadsheet check-in protects your revenue and your relationships.
Not sure where to draw the line between automation and personal touch? When in doubt, ask:
✔ Is this repetitive? → Automate.
✔ Does this build trust? → Personalize.
✔ Could it be hybrid? → Pre-scheduled + human layer
Think of automation as scaffolding. It holds the structure so you can focus on connection.
Want a quick win?
Write down 3 things you do manually in your membership.
Pick one to automate this week.
→ Start with onboarding emails or monthly reminder posts.
→ OR: Add one personal touch—like a voice note or member shout-out.
One shift in either direction can give you hours back—or trust built.
This blog post may contain affiliate links to tools or products I recommend. If you purchase with my link, I may earn a small commission at no extra cost to you. Earnings Disclaimer
Heyyy, I’m Kasey 👋 I help wellness brands (and other brilliant humans) build and manage memberships that don't come with a side of Monday inbox dread.
If you liked this post and want more, here’s where to head next:
💌 Get Membership Mail to your inbox — my weekly(ish) emails with systems tips, behind-the-scenes of running memberships, and the occasional cold brew-fueled pep talk.
📝 Browse the blog for more membership management advice, toolkits, and a peek at what’s working behind the curtain.
⚡ Check out my digital tools + templates (like the Airtable Member Database) to make your backend flow easier, today. (coming soon)
🌿 Need bigger support? My Membership Systems Audit & Cleanup is where I roll up my sleeves and fix your backend so your membership feels lighter and more sustainable.
👋 Or just come say hi over on Instagram — DMs are open!
Before you build your next digital offer, find out your natural growth style (Lavender, Hydrangea, Sunflower, or Wildflower) and get clear next steps for your build.
Before you build your next digital offer, find out your natural growth style (Lavender, Hydrangea, Sunflower, or Wildflower) and get clear next steps for your build.
Done-for-you Kajabi builds and membership systems for wellness brands.