Should You Bill Members Monthly or Annually?

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The usual argument for annual billing is that it saves you money on payment processing.

It does. It saves you $3.30 per member per year.

That’s the whole thing. If you have a hundred members, switching everyone to annual billing saves you $330 a year in Stripe fees — and if you offered two months free to get them there, you just gave up $10,000 to save $330.

So the fee argument is real, and it’s almost irrelevant. The actual case for annual billing is something else entirely, and it’s worth about thirty times more. Here’s the math.

First, the fee saving, so we can set it aside

Stripe charges 2.9% plus 30 cents per transaction. The percentage doesn’t care how you split the payments. The 30 cents does.

For one member paying $50 a month:

Billed monthly: 12 payments a year, each costing ($50 × 2.9%) + $0.30 = $1.75. Annual total: $21.00

Billed annually at $600: one payment costing ($600 × 2.9%) + $0.30 = $17.70. Annual total: $17.70

Difference: $3.30 per member, per year.

Across a hundred members that’s $330 a year. Looked at only through the flat-fee component, it’s starker — $360 a year versus $30 — but the percentage swamps it either way.

Now here’s why that number can’t drive the decision. The standard annual offer is two months free. On a $50 membership that means collecting $500 a year instead of $600. You’ve given up $100 per member to save $3.30 per member. That trade is 30 to 1 against you.

If payment processing were the only consideration, you should bill monthly and never discount. It isn’t, which is why this article continues.

The real question is how long people stay

Every monthly payment is a decision. Twelve payments a year is twelve chances for someone to look at their bank statement and think “am I still using this?”

Annual billing replaces those twelve decisions with one.

That’s the entire argument, and its value depends on a number I don’t know and can’t look up: your churn rate. Nobody can publish that for you. What I can do is give you the formula and run it at a few plausible values so you can find yours.

The formula

With monthly billing, average member lifetime in months is:

lifetime = 1 ÷ monthly churn rate

At 5% monthly churn, the average member stays 20 months. At 8%, 12.5 months. At 3%, about 33 months.

Multiply by your monthly price and you get lifetime revenue per member:

monthly-billed LTV = price ÷ monthly churn rate

With annual billing, the member is committed for twelve months. After that they either renew or don’t, so:

annual-billed LTV = annual price ÷ (1 − annual renewal rate)

Running it

Take a $50/month membership, offered annually at $500 (the usual two months free). Assume — and this is an assumption, not a finding — an annual renewal rate of 60%.

BillingCalculationLifetime revenue per member
Monthly, 5% churn$50 ÷ 0.05$1,000
Annual, 60% renewal$500 ÷ 0.40$1,250

Annual wins by $250 per member, despite the discount, because holding someone for a guaranteed twelve months is worth more than the two months you gave away.

At 3% monthly churn, monthly billing produces $1,667 and wins comfortably. At 8%, it produces $625 and loses badly.

So the answer depends entirely on where your churn sits.

The break-even churn rate

This is the number worth writing down.

Setting the two formulas equal and solving gives a clean result:

break-even monthly churn = (1 − annual renewal rate) ÷ 10
If your annual renewal rate is…Annual billing wins when monthly churn is above…
50%5.0%
60%4.0%
70%3.0%
80%2.0%

Read it like this: if you expect roughly 60% of annual members to renew, then annual billing beats monthly billing for you as long as your monthly churn is worse than 4%.

For most paid communities in their first couple of years, monthly churn above 4% is common rather than exceptional. Which means annual billing is usually the better structure early — precisely when it feels least comfortable to ask for.

One caution about this table. It assumes the two-months-free discount. If you can sell annual at a smaller discount, the threshold moves in annual’s favour. If you have to discount harder, it moves against. The formula above lets you redo it with your own numbers, which is the point.

What the arithmetic doesn’t capture

Three things sit outside the formula and matter.

Cash flow. Annual billing gives you twelve months of revenue on day one. If you’re funding the community’s setup — design, tooling, the time you’re not spending on client work — that timing can matter more than the lifetime figure. A hundred annual members at $500 is $50,000 available now rather than $4,167 a month arriving slowly.

Refunds. Taking a year up front means people will sometimes ask for it back. Decide your refund policy before you offer annual plans, not after the first request. A stated policy you follow consistently is worth more than a generous one you improvise.

The obligation. Twelve months paid up front is twelve months of value you now owe. That’s fine if your community is genuinely ongoing. It’s uncomfortable if you’re not sure you’ll still be running it enthusiastically next spring. Be honest with yourself about that before you take the money.

What most people actually do

The common structure is to offer both, price the annual plan at roughly two months free, and let members choose.

That’s reasonable and I wouldn’t argue against it. But it’s worth knowing what it does: people who were going to stay anyway take the annual discount, and people who were going to leave stay monthly. You end up giving the discount disproportionately to your most loyal members — the ones who’d have paid full price for twelve months.

There’s no clean fix for that, and it’s not a reason to avoid annual plans. It’s just worth knowing that the two-months-free offer costs you more than the headline suggests, because of who takes it.

If you want to reduce that effect, one option is to offer annual only at renewal time rather than at signup, when you have some evidence about who’s likely to stay. Whether that’s worth the added complexity depends on your numbers.

A note on your own platform bill

Everything above is about how you bill your members. Your platform bills you the same way, and the discounts there are worth knowing.

From the platforms’ own pricing pages:

PlatformAnnual discount
SkoolTwo months free
Mighty NetworksTwo months free (Launch plan: $950/year)
Heartbeat17% off Build and Grow; 10% off Scale
CircleAnnual billing offered; rate not stated on the pricing page

The same logic applies in reverse, with one difference: you know your own churn from a platform better than you know your members’. If you’ve been on a platform for six months and you’re not looking around, annual billing is close to free money.

My honest read: take the monthly rate for your first two or three months while you’re still deciding whether the platform suits you, then switch to annual once you’re sure. The 15–20% saving is real, and there’s no reason to leave it on the table once you’ve committed.

What I’d do

Work out your monthly churn, or your best estimate of it. This is the input everything above depends on, and guessing high is safer than guessing low.

Check it against the break-even table. If you’re above the threshold for your expected renewal rate, offer annual and mean it. If you’re below, bill monthly and keep the full price.

Decide your refund policy in writing before you sell a single annual plan.

Then take the annual discount on your own platform subscription, once you’re confident you’re staying. On Mighty Networks that’s two months free; on Heartbeat it’s 17% off the plans most people use. Both offer a 14-day trial first, so you can be sure before you commit to a year.

And if you haven’t yet worked out what your community costs to run, or what a given number of members actually earns you, those are the two pieces I’d read alongside this one.

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