Pricing that Sends the Wrong Signal
By Michael Gillespie on Sep 15, 2026
Your membership price is doing more than setting the value.
In this issue:
- Perspective: A membership plan can perform extremely well after purchase and still struggle because of the pricing around it.
- Insight: Pricing should not only communicate cost - It should make the role of each plan immediately understandable to your prospects.
- Outlook: Strong pricing architecture helps members choose the level of commitment that fits them, and helps operators build a healthier recurring base.
QUOTE OF THE WEEK
“Membership pricing is far more than a value setpoint.”
I’ve been paying closer attention to quarterly plans lately…
And I keep seeing an interesting pattern: Once members choose them, they often perform quite well.
But the problem is often getting people to choose them in the first place.
In one recent membership I reviewed, quarterly subscribers were renewing at a meaningfully stronger rate than monthly subscribers.
The product was working and retention was healthy. But quarterly represented only a small portion of new subscriptions.
The problem was not the plan.
It was the decision surrounding it.
The monthly option looked inexpensive at first glance. The quarterly option required a larger payment upfront. And the annual plan already occupied the obvious “best value” position.
Quarterly was caught in the middle.
But when the operator changed how those options were framed, adoption moved significantly.
And there’s a larger lesson here: Pricing is not only an economic decision. It’s part of the ongoing member experience.
Let’s dive in.
PERSPECTIVE
Members Compare Plans, Not Prices.
The majority of operators often price each plan independently.
What should the monthly plan cost? What discount should annual members receive?
What feels reasonable for quarterly?
Those are necessary questions, but members do not experience those prices independently.
They see them together.
And then they compare…
A quarterly plan may be objectively good value while still appearing expensive beside a heavily promoted monthly offer.
An annual plan may offer the greatest savings while asking for more commitment than a new member is ready to make.
A monthly plan may be intended as the flexible option but become the obvious default simply because its upfront number is smaller.
That means your pricing page is quietly answering another question:
Which plan should I choose?
If the operator has not answered that question intentionally, the numbers will answer it instead.
This is, without question, an unfavorable outcome for any membership.
INSIGHT
Give Every Plan a Job.
If any of this has resonated with you, then the most useful change I would make right now is simple:
Stop treating billing intervals as interchangeable versions of the same product.
Give each one a clear role.
For example:
Monthly: maximum flexibility.
Quarterly: the recommended balance of commitment and value.
Annual: maximum savings and long-term commitment.
Now pricing has structure.
Quarterly is no longer simply “three months at once.”
It has a reason to exist.
That positioning can be particularly useful for memberships where members need enough time to actually experience the value.
Three months can feel less intimidating than a year while still creating more commitment than a month-to-month relationship.
1. Show the comparison members are actually making
Don’t make members calculate the value themselves.
If quarterly works out to $15 per month versus $19.50 monthly, say so.
$15/month, billed quarterly - save 23%.
The total charge should still be clear. But the value relationship should be equally clear.
One number tells members what they will pay.
The other helps them understand why the option exists.
2. Check whether your promotions are distorting the choice
This is an easy one to miss.
If monthly is routinely offered at an introductory discount while quarterly remains at standard pricing, you may unintentionally train almost every new member toward monthly.
That may be fine if monthly is strategically preferred.
But if quarterly produces stronger member behavior, the pricing architecture is working against the business.
Look at your plans together and ask:
If I knew nothing about this membership, which option would the pricing make me choose?
Then ask:
Is that the option we actually want most members choosing?
If those answers differ, you have a pricing problem worth examining.
OUTLOOK
Pricing Should Guide the Right Commitment
I don’t think every membership needs a quarterly plan.
And I certainly would not add one simply because it works somewhere else.
But I do have evidence that operators should pay closer attention to the relationship between their plans.
A plan can have strong retention, healthy economics and satisfied members - and still underperform because it occupies an unclear position at checkout.
That is why pricing decisions should go beyond:
What should this cost?
The stronger question is:
What decision are these prices encouraging the member to make?
Sometimes improving plan performance does not require changing the product at all.
It requires making the choice make sense.
So this week, look at your pricing through the eyes of someone seeing it for the first time.
Does every plan have a clear role or are you asking members to figure out the difference themselves?
That small distinction can materially change what they choose.
Think about it.