Payment reminder software

Payment reminder software that chases invoices so you don't have to.

Most late invoices aren't refused, they're forgotten. Workspace369 sends automatic payment reminders from a ready-made template: a gentle email the day after the due date, a firmer one six days later, then a final notice. Each email fills in the client's name, invoice number, amount and due date, and the reminders stop as soon as the invoice is paid. Email reminders are on every plan; Voyager adds SMS steps.

3 stepsgentle, firmer and final notice by default
Stopsautomatically once the invoice is paid
Every planemail reminders; SMS steps from Voyager
Workspace369 invoice editor showing line items, payment terms, and client details

Key facts

Payment reminder software at Workspace369 covers 10 areas, including escalating reminder template, invoice merge fields, paid-invoice check before each send.

The workflow runs in 4 steps, from "start from the template" to "activate and let it run".

Workspace369 starts at $29/mo for 1 seat, and the Commander plan includes 20 seats, and 120,000 AI tokens per month at $299/mo.

Additional seats cost $10 each; full pricing is public on the Workspace369 pricing page.

The problem

Why chasing payment by hand doesn't work

Reminders go out late or never

When chasing depends on remembering, the first reminder often goes out weeks after the due date, if at all.

Every email is awkward to write

Finding the right tone for a first nudge versus a final notice takes time, so freelancers put it off.

Paid clients still get chased

Manual lists drift out of date, and a client who already paid receives a reminder that damages the relationship.

The product

See the workspace your clients feel.

01

Proposals to paid invoices

Send quotes, bill milestones or retainers, and let automated reminders chase anything outstanding.

Workspace369 invoice editor showing line items, payment terms, and client details
02

Every channel in one inbox

Email, SMS, calls, and voicemail land beside the client record — with AI summaries, so anyone on the team can reply with full context.

Workspace369 shared inbox showing email, SMS, and call history beside a client record
03

Client work, organized as projects

Tasks, files, and status for every engagement — visible to the team and, through the client portal, to the client.

Workspace369 project board showing client work organized into stages with owners and status
04

A portal clients actually check

Clients watch progress, files, and invoices in a branded portal instead of asking your team for updates.

Workspace369 client record showing history, files, communication, and invoices in one profile

Workflow

How automatic payment reminders work

01

Start from the template

Open Workflows, choose New workflow and pick Escalating unpaid invoice reminders under Invoices.

02

Check the emails

Each email is pre-written with the client's name, invoice number, amount and due date filled in. Change any of the wording.

03

Set the timing

The workflow starts the day after the due date, waits six days before a firmer email, then sends a final notice. Click any wait to change it.

04

Activate and let it run

It runs for every invoice that goes past due and checks the invoice before each reminder, so payment stops the sequence. Pause it any time and review each run.

Product coverage

What the reminders include

  • Agree payment terms before work starts, so the due date in the reminder is one the client accepted.
  • Run a simulated test so you see exactly what a client would receive.
  • On Cadet, the reminder workflow counts toward your 3 active email automations.
Escalating reminder template
Invoice merge fields
Paid-invoice check before each send
Adjustable timed waits
Run history and logs
Simulated test runs
SMS steps (Voyager)
Payment links on every invoice
Saved payment methods
AR aging report (Specialist)

Plans for freelancers

Pick the plan your work needs today.

Client records, proposals, invoices, online payments, time tracking and intake forms are on every plan. Upgrade when your work needs calls, texts or more.
Take calls and texts, share an inbox

Voyager

Regular price$74$37 / month

Founding price for your first 12 months

2 seats included

Everything in Cadet, plus

  • SMS messaging
  • Voice & voicemail
  • Shared inbox
  • Missed-call text back
  • No-answer forwarding
Start Voyager trial
Bookings, expenses and payment plans

Specialist

Regular price$149$74.50 / month

Founding price for your first 12 months

10 seats included

Everything in Voyager, plus

  • Online booking
  • Expense tracking
  • Payment plans
  • Inventory tracking
Start Specialist trial

Founding member offer: 50% off your first 12 months, for the first 100 customers who join by Oct 31. 14-day trial with a card, USD monthly billing. Compare all plans.

Switch & Save

Free account setup & migration help

Our team sets up your workspace with you and helps move your clients and invoices from the tools you use now.

Export your data as a spreadsheet and AI Import maps the columns for you. Support can help with anything unusual.

Offer ends .

Start free trial

After signup, claim free setup in your workspace.

Loved on the App Store

Rated by the people running their client work on it.

★★★★★
Finally feels calm

Bounced between three or four all-in-one tools and always ended up in a mess of tabs. This is the first one that feels calm. Set up my client projects in ten minutes.

Justin R. · Solo founder · App Store review
★★★★★
Painless team rollout

Rolled it out to our eight-person team and adoption was painless — intuitive and polished. I'd love more integrations, but they keep shipping.

Samantha D. · Operations lead · App Store review
★★★★★
Hours back every week

Was juggling separate tools for notes, tasks, docs, and updates. Consolidating into one place has genuinely saved me hours each week. Support is responsive too.

Alicia N. · Agency founder · App Store review

Get started

See Workspace369 on your own client work.

Start your trial and send your first proposal or invoice from your own workspace. Compare plans any time; upgrade only when your work needs more.

FAQ

Before you turn reminders on

What is payment reminder software?

Payment reminder software sends follow-ups to clients with unpaid invoices on a schedule, so you don't have to write and time each email yourself. In Workspace369 the reminders are an automation tied to your invoices: they start after the due date and stop when the invoice is paid.

Do reminders stop when the client pays?

Yes. The template checks the invoice before each reminder, and once it's paid, the reminders stop.

Which plan includes automatic payment reminders?

Email reminders work on every plan, including Cadet at $29/month, where they count toward 3 active email automations. Voyager ($74/month) allows 10 active workflows and adds SMS steps.

Can I change the wording and timing?

Yes. Every email can be edited, and each wait between reminders can be shortened or lengthened.

Can clients pay straight from the reminder?

Every invoice has a payment link clients can use without an account, and payments go through your own Stripe account.

Ready when you are

See where Workspace369 fits into your client-work flow.

Start with the modules you need today, then turn on AI, automations, accounting, inventory, requests, and reporting as the operation grows.

Watch

How to Get Clients to Pay on Time (and What to Do When They Don't)

ClientWorkHQ on YouTube · 8 min

Video thumbnail: How to Get Clients to Pay on Time (and What to Do When They Don't)