Does Jobber Send Automatic Payment Reminders? What Contractors Should Know

You wrapped the job days ago. The invoice went out through Jobber, the client seemed happy, and now the balance is just sitting there. You are busy quoting the next project, so following up keeps sliding to the bottom of your list. Somewhere in the back of your mind is a hopeful question: does Jobber just handle this for me?

It is a fair thing to wonder. When you already run your scheduling, quoting, and invoicing through one app, it feels reasonable to expect that app to nudge clients who forget to pay. And late payment is not a rare headache. In the 2026 QuickBooks Small Business Late Payments Report, 59% of small businesses said they had overdue invoices, with an average of $17,700 tied up in unpaid work. For a contractor, that is not an abstract number. It is materials you already paid for and hours you already worked.

So here is a clear, practical answer to whether Jobber sends automatic payment reminders, exactly how the feature works, which plan you need to unlock it, and the handful of gaps worth knowing before you rely on it. No fluff, just what a busy service business actually needs to decide.

The short answer: yes, but only on the right plan

Jobber does send automatic payment reminders. The feature is called invoice follow-ups, and once it is switched on, Jobber will email or text a client whose invoice has slipped into past-due status, asking them to pay the outstanding balance. You can send up to two of these automatic reminders per invoice, and you control the timing and wording of each one.

The catch is that invoice follow-ups are not part of Jobber's entry-level plan. They live on the Connect plan and up, so if you are on the cheapest tier, the reminders you are picturing are not actually running in the background yet. That single detail trips up a lot of contractors who assume the feature is on by default. We will cover the plan question in detail below.

How Jobber's automatic invoice follow-ups work

Once enabled, invoice follow-ups run on a simple trigger: an invoice becomes past due, and Jobber sends a reminder. You are not writing the message in the moment or remembering to hit send. The system watches the due date and acts for you.

A few specifics are worth understanding so you know what the client actually receives:

• Channel: Reminders can go out by email or text message, so you can meet clients where they actually read.
• Volume: You get up to two automatic follow-ups per past-due invoice. After that, any further nudging is back on you.
• Timing: Each follow-up has its own schedule that you set, measured from the invoice due date, so you decide how many days pass before the first and second reminders fire.
• Wording: The message text is a template you edit once. Jobber fills in the client name, amount, and a link, then reuses that wording for everyone.
• Payment link: If you use Jobber Payments, the reminder can include a pay-now link so the client can settle the balance in a couple of taps instead of digging out a checkbook.

That last point matters more than it looks. A reminder that ends in an easy payment path gets acted on far more often than one that asks the client to log in somewhere or mail something. Reducing friction is half the battle with follow-up.

Here is what it looks like in practice. Say you invoice a client on the first of the month with net-15 terms, so the balance is due on the sixteenth. If the client has not paid by, say, the eighteenth, your first automatic follow-up goes out on its own. A few days later, if the invoice is still open, the second one fires. You did nothing in between except keep working. For the majority of clients who simply lost the email or got busy, that gentle two-step is all it takes to get the payment moving.

Which Jobber plan do you need for payment reminders?

Jobber's lineup is generally organized into a Core tier, a Connect tier, and a Grow tier, with pricing that has shifted over time. What matters for reminders is the boundary between them:

• Core covers the essentials: quoting, scheduling, invoicing, and taking card or bank payments. It does not include automated invoice follow-ups.
• Connect is where automatic invoice follow-ups live, along with automated client reminders for appointments and accounting sync. This is the minimum tier for the reminder feature.
• Grow adds marketing and lead tools on top of everything in Connect, so reminders are included here too.

In other words, if getting paid faster through automatic follow-up is the reason you are looking at Jobber, budget for the Connect plan at minimum. Because Jobber updates its pricing periodically, confirm the current numbers on Jobber's own pricing page rather than trusting an old screenshot, but the feature-by-tier logic has stayed consistent: reminders start at Connect.

It is worth doing a quick bit of math before you upgrade. Add up how much you typically have tied up in late invoices in a given month, then compare that to the difference between your current plan and Connect. If even one recovered invoice a month covers the upgrade, the reminders effectively pay for themselves. If your late-payment problem is small and occasional, you may decide the manual approach is fine for now. Either answer is reasonable, as long as it is a decision rather than an accident.

How to turn on automatic payment reminders in Jobber

If you are on a plan that includes the feature, switching it on takes only a few minutes. The exact labels move around as Jobber updates its interface, but the path looks like this:

• Open your settings from the gear icon and find the Automations area.
• Under the invoices heading, look for the invoice follow-up cards. There are two, one for each reminder you can send.
• Select a card to open the edit menu, then set how many days after the due date the reminder should send.
• Choose the channel (email or text) and edit the message template so it sounds like you, not like a generic system alert.
• Turn the automation on, and repeat for the second follow-up if you want a two-step sequence.

Spend the extra two minutes on the message wording. A default template that reads like a form letter is the difference between a client who pays and a client who ignores it. Warm, specific, and human beats stiff and corporate every time, even when a machine is the one pressing send.

A follow-up rhythm that works within Jobber's two reminders

Because you only get two automatic touches, it pays to be deliberate about how you use them. Think of your two reminders as bookends around a short, predictable window rather than random pings.

A schedule many service businesses find comfortable looks like this. The first reminder goes out two or three days after the due date, while the invoice is still fresh in the client's mind and the tone can stay light. The second goes out about a week later, still friendly but a little more direct, and clearly restates the amount and how to pay. That spacing gives a busy client room to act without feeling hounded, and it keeps you from burning both reminders in the first forty-eight hours.

The wording carries as much weight as the timing. Lead with a warm, assume-the-best line rather than an accusation, name the specific invoice and amount so there is no ambiguity, and close with the single easiest way to pay. Avoid anything that reads as scolding. The goal is to make paying the path of least resistance, not to make the client feel bad, because the relationship is usually worth more than the speed of one payment.

Where Jobber's reminders stop short

Jobber's invoice follow-ups are genuinely useful, and for a lot of contractors they are enough. But it helps to know the edges before you lean on them completely, because a few of these gaps are exactly where unpaid invoices slip through:

• Only two touches. Some clients need a third or fourth gentle nudge, and Jobber caps you at two automatic reminders. Beyond that, you are back to manual follow-up.
• Only after past due. The reminders fire once an invoice is already overdue. There is no automatic friendly heads-up a few days before the due date, which is often the nudge that prevents lateness in the first place.
• Only for Jobber invoices. If you bill some clients through Jobber and others through a different tool, a spreadsheet, or a quick emailed invoice, those non-Jobber invoices are invisible to the automation.
• One template for everyone. The message is the same for your favorite repeat customer and a brand-new client, unless you go in and change it each time.
• Locked behind a paid tier. If Connect's price is more than your current volume justifies, you are paying for a whole plan to get the reminder piece.

None of this makes Jobber a poor choice. It simply means the built-in reminders solve the most common case, not every case. Knowing where the coverage ends lets you fill the gap on purpose instead of discovering it when a $2,000 invoice quietly ages out.

What to do if you need more than two reminders or invoice outside Jobber

If your follow-up needs live in one of those gaps, you have a few reasonable options. The simplest is to add a manual step: block ten minutes each Friday to scan for anything past your two automatic reminders and send a short personal note. It is not automated, but it catches the stragglers.

A second option is to tighten the front end. Setting clear payment terms in your quote, requiring a deposit, and confirming the due date in plain language when you send the invoice all reduce how many follow-ups you ever need. Prevention beats chasing.

A third option, if you invoice across more than one tool or routinely need more than two nudges, is a dedicated reminder layer that sits on top of whatever you already use to bill. A tool like DueDrop sends friendly, personalized follow-ups from your own inbox for invoices no matter where they originated, so a Jobber invoice and a one-off emailed invoice both get the same steady, polite pursuit without you tracking them by hand. It does not replace Jobber or your billing setup; it simply keeps the reminders going where a built-in cap leaves off. For a deeper comparison of what different billing tools do and do not automate, see our rundown of which accounting tools send automatic payment reminders, and our guide to automating invoice follow-ups without switching software.

Frequently Asked Questions

Does Jobber send payment reminders before the invoice is due?

No. Jobber's automatic invoice follow-ups fire only after an invoice moves into past-due status. If you want a friendly heads-up to go out a few days before the due date, you will need to send that yourself or use a separate reminder tool that supports pre-due nudges.

How many automatic reminders can Jobber send per invoice?

Up to two. Jobber gives you two invoice follow-up automations, so a single past-due invoice can trigger a maximum of two automatic reminders. Any additional follow-up after that has to be done manually.

Do I need Jobber Payments to use invoice reminders?

You do not need Jobber Payments to send the reminders themselves, but pairing the two lets each reminder include a pay-now link. That makes it far easier for the client to settle the balance immediately, which tends to shorten how long invoices sit unpaid.

Can Jobber remind clients about invoices I created in another tool?

No. Jobber can only follow up on invoices created inside Jobber. If you bill some clients through another app or send the occasional invoice by email, those are outside Jobber's view and will not be included in its automatic reminders.

The bottom line for contractors

Jobber does send automatic payment reminders, and for a service business already running on the platform, that is a real time-saver worth turning on. Just go in with clear expectations:

• Automatic invoice follow-ups are available, by email or text, on the Connect plan and above.
• You get up to two reminders per invoice, on a schedule and with wording you control.
• Reminders trigger only after an invoice is past due, and only for invoices billed through Jobber.
• If you need more touches, pre-due nudges, or coverage for invoices created elsewhere, plan to fill that gap with a manual routine or a dedicated reminder layer.

Set it up thoughtfully, write the messages like a human, and let the automation carry the routine follow-ups so you can get back to the work that actually pays the bills.