Issue #15 - June 10th, 2025
Written by Michael Gillespie
In this issue:
Perspective: Complexity is the biggest threat to member loyalty. Are your members silently overwhelmed?
Insight: Are you allowing complex noise to creep into your membership? Here’s how to know for sure.
Outlook: Members simply want what matters: Notes on maintaining clarity
QUOTE OF THE WEEK
“When members can’t tell what really matters, they’ll slowly stop caring about most of it.”
Here’s a pattern I see often:
A membership launches with clarity - with one promise. One path. One problem it exists to solve.
And it works.
It gains traction. It builds trust. And soon after, momentum takes over.
And then the operator might add a new course, bonus workshop, private chat group, a loyalty tier, or a new discount program.
And then comes the second loyalty tier. The second community space. The second podcast feed…
And when viewed in isolation, all of it feels valuable.
But when experienced from the member’s side, these things can become complex noise that has to be navigated and dealt with.
And nothing is better at killing member loyalty than complex noise.
Let’s dive in.
PERSPECTIVE
More Features but Less Meaning?
There’s a tipping point I see in every membership business:
The moment when adding more starts subtracting value.
At first, new features can deepen your member’s experience.
But you have to remember that with every additional benefit you choose to add, you’re asking more from your members.
More time. More attention. More engagement.
And before you know it, your core promise is now competing for attention against a stack of extras.
Your onboarding becomes overwhelming.
Your members stop progressing because they’re lost in choice.
And here’s the irony: Such complexity often comes from a good place.
We add because we want to serve.
We add because we want to give more.
We add because we think more = better.
But in a world where members are already stretched thin, I can tell you that members want simplicity and substance over everything else.
Because in membership, people don’t pay for features - they pay for clarity.
And when clarity gets lost among features, member trust erodes with it.
INSIGHT
How to Know When It’s Time to Simplify
Complexity doesn’t make a grand entrance into your membership.
Instead, it creeps in quietly - often unnoticed.
And for an operator who’s deep in the details of the business each day, it’s nearly impossible to detect.
But after years of helping other operators build sustainable memberships, I’ve seen a clear set of symptoms that point to the need to simplify.
Here they are:
Members keep asking, “Where should I start?”
Too many choices = decision fatigue = disengagement. If your members are asking this question, then you likely have complex noise in your offering.Your onboarding is getting longer, not shorter.
Every new feature requires new explanations. Simplicity scales beautifully. But when your welcome email starts to feel like an essay, it’s time to rethink things.Your marketing is about what’s included - not what’s achieved.
When your pitch sounds like a menu, your message is unclear. You might be selling features instead of outcomes.You feel the pull to launch “just one more thing.”
When adding becomes reflexive, then it’s likely time to subtract.You’re supporting features no one truly uses.
Audit your engagement. If 80% of your value comes from 20% of your offering then lean into that 20%.
I’ve never seen simplification be detrimental to an operator. In fact, some of the most successful membership programs do one thing - but do it incredibly well.
Complex noise makes it impossible for members to tell what really matters. And that’s precisely the hidden cost of more benefits and more features that don’t move your people forward.
OUTLOOK
Members want what matters. It’s that simple.
There’s a reason the most successful operators aren’t in a rush to add.
It’s because they understand this truth:
The clearer your product becomes, the more deeply it will be valued.
Members don’t stay because you offer the most. They stay because they trust you to guide them toward what matters.
And trust is built through clarity, not volume.
So I’m asking you to consider this question:
If you could only offer one part of your membership, what would it be?
And if that’s the part members value most, then why is anything else competing for their attention?
Think about it.
IN CLOSING
🤝 A quick thank you: I appreciate you taking the time to read this newsletter. I know how busy you are and I don’t take it lightly. Every week you show up here - and I notice. So thank you.
Tell me: How can I help you with your membership? Respond to this email and let me know (I always read every reply).
Share: I want Operator to be the most valuable thing that comes across your inbox each Tuesday. If I’m hitting that mark, share this newsletter with your staff, a team member or friend (just copy and share this URL).
See you next Tuesday.
-Michael