Requesting Payment From a Client Without the Constant Chasing
If you run a service business, you know the quiet dread that comes with an invoice that has gone silent. The work is done and the invoice is out, and now you ar...
FreshBooks has two email features that sound alike but do opposite jobs: notifications keep you informed, while automatic reminders actually nudge your client. Here is how to tell them apart and set both up right.
You went into FreshBooks, turned on every email setting you could find, and figured that was that. From now on, unpaid invoices would nudge themselves and your clients would get a friendly reminder without you lifting a finger. Then, a few weeks later, a client mentions in passing that they never got anything. The invoice is still sitting there, open, and you are right back to writing the awkward follow-up by hand.
The mix-up is easy to make. FreshBooks has two separate features that both send emails and both talk about invoices, and their names sound almost interchangeable. One of them keeps you in the loop. The other keeps your client in the loop. Switch on the wrong one and it feels like you have solved the problem, while the message that actually matters never reaches the person who owes you money.
This post breaks down exactly what FreshBooks email notifications do, what automatic client reminders do, why the two get confused so often, and how to set both up so an overdue invoice never quietly slips past you again.
FreshBooks draws a line here that most people never notice, mostly because both features live under vaguely similar menus and both produce an email. But the difference comes down to one question: who is the email for?
Notifications are messages sent to you, the business owner. They tell you when something happens to an invoice, such as a client opening it or a due date passing. Automatic payment reminders are messages sent to your client, nudging them that a payment is coming up or already overdue. Both are emails. Only one of them does any chasing on your behalf.
Keep that split in mind and almost every confusing FreshBooks reminder situation starts to make sense. If your clients are not hearing from you, the odds are you turned on the feature that talks to you and left the one that talks to them switched off.
Notifications are FreshBooks keeping you informed. In your notification settings you can choose to be emailed when an invoice is viewed, when a payment comes in, when a client adds a comment, and, most relevant here, when an invoice becomes overdue. According to FreshBooks' own documentation on notifications, these alerts are about events on your account, delivered to the email address on your profile.
The important thing to understand is that a notification is passive. An "Invoice is Overdue" alert lands in your inbox and tells you a due date has come and gone. It does not reach out to your client. It does not send a reminder. It simply reports that something needs your attention and then waits for you to do something about it.
That is genuinely useful, because it means you are never surprised by a payment quietly going late. But if the overdue notification is the only email feature you switched on, then every reminder still depends on you seeing the alert, opening the invoice, and writing the follow-up yourself. The automation you thought you set up is really just a to-do list telling you to do the work manually.
Automatic payment reminders are the feature that actually emails your client. FreshBooks lets you send up to three reminder emails per invoice, and you decide when each one goes out relative to the due date, whether that is a few days before, on the day itself, or a set number of days after. As FreshBooks explains in its guide to payment reminders and late fees, you can enable them for a specific client so the setting carries over to all of that client's future invoices automatically.
You turn them on by editing a client and checking the option to automatically send payment reminders for that client's invoices, or by enabling reminders directly on an individual invoice. From there you choose the timing and, importantly, customize the wording so it sounds like something you would actually write rather than a generic system alert. Once configured for a client, you can more or less forget about it, and each new invoice inherits the schedule.
This is the feature people mean when they say they want FreshBooks to "chase" invoices for them. It is the one that shows up in your client's inbox, references the specific invoice, and asks, politely, for payment. If you want the full setup walked through step by step, our practical breakdown of whether FreshBooks sends automatic late payment reminders covers it start to finish.
The confusion is not a sign you missed something obvious. It is baked into how the two features are named and where they live. Both are emails. Both are about invoices. And the language around them overlaps, so "I turned on invoice emails" could honestly mean either one.
They also live in different places. Notifications sit in your account or notification settings, framed as alerts for you. Automatic reminders live inside each client's profile or on the invoice itself, framed as messages for them. If you only ever visited one of those screens, it is completely reasonable to assume you had covered both. Most people flip on the notification because it is the first email setting they run into, feel a sense of relief, and never realize the client-facing switch is somewhere else entirely.
The good news is that these two features work best together, so you do not have to choose. Think of the notification as your safety net and the automatic reminders as your first line of defense.
Start by keeping the overdue invoice notification switched on for yourself. It costs nothing and gives you a personal heads-up the moment a due date passes, which is handy for the occasional client who slips through or the invoice you want to handle with a personal touch. Then, for every client you bill regularly, open their profile and enable automatic payment reminders. A schedule that works well for most service businesses is one gentle reminder a few days before the due date and one or two after, spaced out rather than stacked back to back.
Take a minute to customize the reminder wording so it reads like you, warm and matter-of-fact rather than stern. Before you rely on it, confirm the setup actually took: send yourself a test invoice, or check a live one to make sure the reminders are scheduled. Sending a nudge before the due date tends to work better than only chasing after the fact, something we get into in our piece on why before-due-date reminders outperform after-the-fact nudges.
FreshBooks reminders handle the everyday cases well, but they have edges worth knowing before you assume they cover everything. They cap at three reminders per invoice, so a client who has ignored all three leaves you back in manual mode. The tone is templated, which is fine for a first nudge but blunt for a long-standing client you would rather handle with more care. And crucially, the reminders only fire for invoices that live inside FreshBooks. If you sometimes invoice through another tool, a spreadsheet, or a contract platform, those clients get nothing at all.
That last limit is why a lot of service businesses treat the built-in reminders as one layer and add a dedicated follow-up layer on top. A tool like DueDrop keeps sending friendly, personalized follow-ups after those first three run out, and it does so no matter which tool you originally invoiced with, so the gaps FreshBooks cannot reach still get covered. If that layered approach appeals to you, here is how to automate invoice follow-ups without switching accounting software.
No. Notifications are alerts sent to you, the account owner, about events like an invoice being viewed, a payment arriving, or an invoice going overdue. Your client never sees them. The only emails that reach your client are the automatic payment reminders, which are a separate feature you enable per client or per invoice.
FreshBooks lets you schedule up to three reminders per invoice. You control the timing of each one relative to the due date, so you might send one before the invoice is due and one or two after. Once a client has received all three, no further reminders send automatically, and any additional follow-up is back in your hands.
The most common reason is that automatic reminders were never enabled for that client or that specific invoice; the overdue notification you switched on only emails you, not them. Other causes include the invoice already being marked paid or closed, which cancels its remaining reminders, or a reminder date that had already passed when the invoice went out. Open the client's profile and confirm the automatic reminder option is checked.
FreshBooks reminders only cover invoices created inside FreshBooks. If you bill some clients through a different platform, a contract tool, or a manual invoice, those clients fall outside the reminder system entirely. To cover everyone consistently, many businesses add a follow-up layer that works across whatever they invoice with, rather than switching all of their billing into one tool.
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