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.
Payment reminder software
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.

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
When chasing depends on remembering, the first reminder often goes out weeks after the due date, if at all.
Finding the right tone for a first nudge versus a final notice takes time, so freelancers put it off.
Manual lists drift out of date, and a client who already paid receives a reminder that damages the relationship.
The product
Send quotes, bill milestones or retainers, and let automated reminders chase anything outstanding.

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

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

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

Workflow
Open Workflows, choose New workflow and pick Escalating unpaid invoice reminders under Invoices.
Each email is pre-written with the client's name, invoice number, amount and due date filled in. Change any of the wording.
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.
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
Plans for freelancers
Regular price$29$14.50 / month
Founding price for your first 12 months
1 seat included
Regular price$74$37 / month
Founding price for your first 12 months
2 seats included
Everything in Cadet, plus
Regular price$149$74.50 / month
Founding price for your first 12 months
10 seats included
Everything in Voyager, plus
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
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 .
After signup, claim free setup in your workspace.
Loved on the App Store
Finally feels calmBounced 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.
Painless team rolloutRolled it out to our eight-person team and adoption was painless — intuitive and polished. I'd love more integrations, but they keep shipping.
Hours back every weekWas juggling separate tools for notes, tasks, docs, and updates. Consolidating into one place has genuinely saved me hours each week. Support is responsive too.
Get started
FAQ
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.
Yes. The template checks the invoice before each reminder, and once it's paid, the reminders stop.
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.
Yes. Every email can be edited, and each wait between reminders can be shortened or lengthened.
Every invoice has a payment link clients can use without an account, and payments go through your own Stripe account.
Ready when you are
Start with the modules you need today, then turn on AI, automations, accounting, inventory, requests, and reporting as the operation grows.
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