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Send recurring invoices and auto-bill retainer clients

Retainer billing works the same every month, but most freelancers still create each invoice by hand: copy last month's, update the date, send it, and follow up two weeks later when the client hasn't paid. Over a year, a five-client retainer roster at $2,000 per client means 60 invoices built manually, 60 sends, and at least a dozen follow-up conversations that pull the freelancer away from billable work.

Plutio handles retainer billing through Subscriptions: set the billing cycle once (weekly, monthly, quarterly, or any custom interval), choose whether clients pay manually on receipt or get auto-charged to a saved card, and every invoice goes out on schedule with no action needed from you.

Last updated March 2026

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Recurring invoice questions

Does Plutio support recurring invoices?

Yes. Plutio supports recurring invoices through a feature called Subscriptions, found under Financials in the main navigation. Set a billing schedule, choose manual billing or auto-charge, and Plutio generates and delivers every invoice automatically on the schedule you configure.

How do I set up a recurring invoice in Plutio?

Go to Financials, then Subscriptions, and click Create subscription. Select the client as the subscriber, configure the repeat schedule (daily, weekly, monthly, or yearly with a custom interval), choose the billing type, and set the start date. Optionally add an end condition for fixed-term contracts. Click Create subscription to activate. The first invoice generates on the start date.

What plan includes recurring invoices in Plutio?

Recurring invoices are included on all Plutio plans starting at $19/month, including the 14-day free trial. Both manual billing and auto billing subscription types are available on every plan. No add-on or upgrade is required.

Can Plutio automatically charge a retainer client's card every month?

Yes. The Subscription (auto billing) type charges the client's saved payment method on each billing date automatically. The client pays the first invoice manually to activate the subscription and save their card. Every subsequent billing cycle charges their card directly and sends a receipt, with no action required from either side.

Does FreshBooks have recurring invoices?

FreshBooks supports recurring invoices on paid plans. The invoices auto-send on schedule, but FreshBooks has no project management, proposals, or client portal. Freelancers using FreshBooks for retainer billing need a separate tool for project tracking. Plutio includes recurring invoices on all plans starting at $19/month, alongside project management, proposals, and a client portal in one workspace.

How do I send the same invoice to a client automatically every month?

Create a Subscription under Financials in Plutio. Set the repeat interval to monthly, choose the start date, and select Subscription (manual billing) so the invoice auto-sends on the same date each month. For a fixed-rate retainer where the amount never changes, switch to Subscription (auto billing) and the client's card gets charged each cycle without any invoice review needed.

What does the client see when a recurring invoice fires?

With manual billing, the client receives the invoice by email with a payment link and can view and pay it through their Plutio client portal. With auto billing, the client receives a receipt after each successful charge. All invoices and receipts appear in the client portal under their billing history alongside the active project.

Can I pause or cancel a recurring invoice subscription in Plutio?

Yes. Subscriptions in Plutio support four status transitions: Active, Paused, Cancelled, and Failed. From the Subscriptions list under Financials, you can pause a subscription (no invoices generate while paused), cancel it entirely, or reactivate a paused subscription. Cancelling stops all future billing immediately.

Does QuickBooks support recurring invoices?

QuickBooks Online supports recurring invoices through memorized transactions. The invoices auto-generate and send on schedule. QuickBooks has no project management, proposals, or client portal, so the invoice has no connection to the project work it bills for. Plutio's recurring invoices link to projects and appear in the client portal alongside project status and shared files.

Can I set a recurring invoice to stop after a fixed number of billing cycles?

Yes. When creating or editing a subscription in Plutio, toggle on the End subscription option and enter the number of recurrences. Setting it to 6 means the subscription generates 6 invoices and then stops automatically, which covers fixed-term contracts billed monthly over a defined period such as a 6-month retainer agreement.

Can I link a recurring invoice to a specific project in Plutio?

Yes. The subscription setup form includes an optional project field. Attaching a project means all generated invoices link to that job, and the billing history appears alongside the project in the client portal. The client sees payment records and project progress together in one place without switching between views.

How do I know when a recurring invoice has been paid?

Plutio updates each subscription and generated invoice status in real time. Paid invoices show as Paid in the Subscriptions list and in the Invoices section under Financials. For auto billing, successful charges generate a receipt logged in the client portal. Failed or overdue payments show as Failed or Past Due so you can follow up without manually checking each client account.

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