Get paid without sounding like collections.

DueDrop reads the email thread you already have with each client and drafts the next overdue-invoice follow-up in your voice.

Review it first. Send it from your own inbox. And if your client replies, DueDrop won't send the next one on autopilot — it waits for you.

Draft my first follow-up See how it works
14 days free No credit card Starts in review mode
One overdue invoice, two kinds of knowledge
Your accounting system knows
INV-2847 · $2,400.00 · 14 days overdue
So it sends the overdue notice on Thursday.
Your inbox knows
“Hey Sarah — sorry, this one's on me. Check goes out Friday.”
So DueDrop holds the next follow-up for that invoice and leaves the next move to you.
And when a nudge is genuinely needed
Inbox — marcus@lowlandllc.com
SC
Sarah Chen
sarah@northlane.co
9:42 AM
Quick check-in on invoice #2847

Hey Marcus,

Just circling back on the March invoice — the $2,400 was due on the 23rd and I wanted to make sure it didn't slip through the cracks on your end.

If it's easier, you can view and pay it online here. Otherwise, could you let me know when I should expect it?

Thanks,
Sarah

Reply Drafted by DueDrop · approved by Sarah · sent from her address
Plugs into the tools your business already runs on
Accounting
QuickBooks
Xero
FreshBooks
Wave
Email
Gmail
Outlook
Yahoo
Zoho Mail
Don't see yours? Works with any email provider too — and more accounting integrations are on the way. Ask us →
In their words

Chasing invoices, as business owners describe it.

Real posts from Reddit and the QuickBooks Community, quoted as written. These people aren't DueDrop customers — they're describing the problem we built DueDrop to fix.

I always feel awkward following up…. it's like I'm walking a fine line between being professional and annoying.
r/smallbusiness Jan 2025
How DueDrop handles it

DueDrop drafts each follow-up from the email thread you already have with that client, so it sounds like you on a good day — not a collections notice, and not a pushover.

Automated reminders in QuickBooks (clients ignore them) — Personal follow-up emails (works sometimes, feels awful, doesn't scale)
r/smallbusiness Apr 2026
How DueDrop handles it

That gap is the product. Personal emails, sent from your own inbox, written for each client — without you writing them.

It feels like i'm spending my entire friday afternoon just sending follow-up emails and texts instead of working.
r/smallbusiness May 2026
How DueDrop handles it

DueDrop spots overdue invoices in your accounting software and has the draft waiting. Your part is reading it and clicking approve.

…my clients are being sent a reminder to pay the deposit when they have already paid it. This makes us look very unprofessional.
QuickBooks Community Oct 2022
How DueDrop handles it

Right before anything sends, DueDrop re-checks the invoice. If it's been paid, the follow-up is dropped.

You follow up. They say "on it." You follow up again. Crickets.
r/smallbusiness Mar 2026
How DueDrop handles it

When a client replies, DueDrop holds the next follow-up for that invoice and leaves the next move to you — so an automated nudge doesn't land on someone who just answered, and you can see who went quiet.

I'd never actually enforce the late fee in my contract because I didn't want to "ruin the vibe" with a client I otherwise like.
r/smallbusiness Jan 2026
How DueDrop handles it

The follow-up gets drafted on schedule whether or not you're in the mood to send it — worded for a client you want to keep.

The difference

No reminder templates to write.

Most invoice tools ask you to write a message once and then send some version of it to everyone. DueDrop starts somewhere else: the conversation you already had with this client. It looks at how you write to them, what you call them, how formal the relationship is and what has already been said — then drafts the next follow-up for this invoice.

  • — No reminder library to build.
  • — No {FirstName} template to perfect.
  • — No pretending every client relationship sounds the same.
A template, sent to everyone

Subject: Payment reminder — Invoice #2847

Hi Marcus,

This is a reminder that invoice #2847 is now overdue. Please remit payment at your earliest convenience.

Thank you.

What DueDrop drafts for this client

Subject: Quick check-in on the March invoice

Hey Marcus,

Just wanted to circle back on the March invoice and make sure it didn't get buried. Could you let me know when it's scheduled to go out? Happy to resend anything you need.

Thanks,
Sarah

You see the draft before it goes anywhere.

Reply-aware

Paid isn't the only signal that matters.

Your accounting system can tell you whether an invoice is still unpaid. It cannot tell you that your client emailed twenty minutes ago to say the check goes out Friday.

DueDrop checks the thread as well as the ledger before every follow-up. If your client has written since the last one, DueDrop doesn't send the next follow-up on autopilot — even with auto-send switched on, and even though the invoice still reads overdue. The draft is written around what they said, and it waits for you to send, edit or skip.

No automated nudge going out on top of a reply you haven't dealt with.

Tue 09:04  INV-3091 · 12 days overdue  SPOTTED
Tue 09:04  Reading your thread with this client  CONTEXT
Tue 09:05  Draft ready · waiting for you  REVIEW
Tue 09:14  Approved · sent from your address  SENT
Tue 14:31  Client replied: “check goes out Friday”
Thu 09:04  Follow-up due · reply found  HELD
Fri 11:02  Payment recorded · reminders end  DONE

A fixed reminder schedule would have sent Thursday's reminder anyway.

How it works

From overdue invoice to human follow-up.

Your accounting system tells DueDrop which invoices need a nudge. Your inbox tells it how you already talk to that client. DueDrop drafts the follow-up, for every invoice, every time one needs it. Every new account starts in review mode, so nothing sends until you approve it.

STEP 01

Connect your tools in five minutes.

Link QuickBooks, Xero, FreshBooks, or Wave on one side — Gmail, Outlook, Yahoo, or Zoho Mail on the other. Those connect with OAuth, so we never see the password; a custom SMTP server uses an app password, stored encrypted. Read-only where it can be, and you can revoke access any time.

CONNECT_SOURCES.sh
Accounting
Email
OAuth sign-in · SMTP by app password
· credentials encrypted at rest
STEP 02

DueDrop drafts it. You approve it.

It reads prior threads with each client to match your tone and drafts the follow-up in the background, so you never start from a blank page. The draft waits for your approval. Once you trust it, switch your account to auto-send and follow-ups go out in the send window you set. If a client has replied since the last follow-up, the next one for that invoice still waits for you.

duedrop · activity review mode — nothing sends unapproved
09:04:12 Scanning INV-3091 · Atlas Designs · 12 days overdue SPOTTED
09:04:13 Reading prior thread (4 msgs) to match tone CONTEXT
09:04:15 Drafting follow-up · friendly, first nudge DRAFTED
09:04:16 Draft ready · waiting for your approval REVIEW
09:14:02 Approved · sent from sarah@northlane.co SENT
STEP 03

Sent from your inbox. Held when they reply.

Follow-ups go out through your actual Gmail, Outlook, Yahoo, or Zoho account — not a relay, not a "noreply" domain. Replies land in your inbox as normal. Your clients see a note from you, because technically, it is.

What Marcus sees when your DueDrop follow-up arrives. No badge. No "sent via." It's from you — because it's sent from your address.

(The send lands in your DueDrop audit log — invisible to your client.)

Already have invoice reminders in QuickBooks or Xero? Good.

You may not need DueDrop. QuickBooks, Xero, FreshBooks and Wave all include automatic reminders, you can edit the wording, and they're part of what you already pay for. If a scheduled message you write once is getting your invoices paid, use the feature you already have.

DueDrop is for the follow-up that should read like the next email in an existing client relationship — not another billing notification.

Built-in reminders
  • Know the invoice status
  • Send the message you configured in advance
  • Follow a schedule based on the invoice
  • Stop when the invoice is marked paid
DueDrop
  • Knows the invoice status and the client conversation
  • Drafts each follow-up from that conversation
  • Writes in the way you already write to that client
  • Holds the next follow-up for you when the client answers, not just when the invoice is paid

That's the difference. If it isn't worth $49 a month to you, the built-in reminders are genuinely fine.

14-day free trial No credit card 5-minute setup Your data stays yours
Pricing

Priced to pay for itself on the first invoice.

Two plans, the same product. Pick by how many invoices you send. Cancel whenever — we don't hide the button.

Basic

For most small businesses.

$49 / month
  • Up to 200 active invoices
  • 500 follow-up emails a month
  • Email & chat support
Start free trial

Pro

For higher invoice volume.

$99 / month
  • Up to 2,000 active invoices
  • 5,000 follow-up emails a month
  • Priority support
Start free trial
Both plans include
  • Follow-ups drafted from your real email threads
  • Sends from Gmail, Outlook, Yahoo, or Zoho Mail — your address
  • QuickBooks, Xero, FreshBooks & Wave sync
  • Next follow-up held for you when a client replies
  • Review mode by default; switch to auto-send any time
14-day free trial · no credit card required · cancel in one click
FAQ

Reasonable questions, answered.

Why wouldn't I just use the invoice reminders in QuickBooks or Xero?
You should, if a standard scheduled reminder does the job — it's included in what you already pay for. DueDrop is different because it drafts each follow-up from your existing conversation with that specific client, and if the client replies, it holds the next follow-up for you instead of carrying on until the invoice is marked paid. It's built for businesses where the relationship matters as much as the invoice.
Does DueDrop send anything as soon as I connect it?
No. Every new account starts in review mode: DueDrop prepares the draft and waits for you. Edit it, approve it, or skip it. You decide when — or whether — to switch your account to auto-send, and you can exclude any invoice you'd rather handle yourself.
What does DueDrop need access to in my email, and why?
Enough to find recent messages to or from the client on the invoice — that's what each draft is written from — to send approved follow-ups through your mailbox, and to see whether the client has replied before the next one goes out. It searches for that one client's address over the last 90 days; it doesn't read or copy your whole inbox. Your accounting connection is read-only; we never modify your records. Gmail, Outlook, Yahoo and Zoho connect with OAuth, so we never see that password; a custom SMTP server needs an app password, which we store encrypted. You can revoke any connection at any time from your DueDrop account or directly with your email provider. The full detail is on our security page.
Will my clients know this was sent by software?
No. The email leaves your actual Gmail, Outlook, or Yahoo account, from your address, with your signature. There's no "sent via" footer and no branded chrome — it reads like an email you typed yourself, because it's written from the way you already write to that client. DueDrop doesn't add open-tracking pixels or rewrite links, either.
Does it use AI? What happens if it writes something weird?
Yes — it uses a language model to draft, but every reminder follows your past emails as a tone guide and the copy is short and conservative by default. New accounts start in review mode, so you see every draft before it sends; you can switch your account to auto-send when you're ready. Even then, a follow-up for a client who has just replied waits for you. You can edit or skip any draft.
How does it know when an invoice is overdue?
It syncs with your accounting tool (QuickBooks, Xero, FreshBooks, or Wave) to read invoice status, due dates, and payment records. When something crosses the threshold you set — 3, 7, 14 days — it queues a reminder.
What if someone replies to a DueDrop email?
The reply lands in your inbox exactly like any other email. Before the next follow-up for that invoice goes out, DueDrop checks the thread. If the client has written since the last follow-up, it doesn't send on autopilot — the next draft is written around what they said and waits for your approval, even if auto-send is on. Follow-ups end for good once the invoice is marked paid in your accounting software.
Is my data secure?
Data is encrypted in transit, and connection tokens and passwords are encrypted with AES-256-GCM in our database. Gmail, Outlook, Yahoo and Zoho connect with OAuth, so we never see those passwords; custom SMTP uses an app password, stored encrypted. Cancelling your subscription stops billing but keeps your data so you can come back. Deleting your account in Settings removes your data from our database immediately; encrypted backups age out on the schedule in our Privacy Policy.
What industries does this work for?
Any service business that sends invoices: agencies, consultants, HVAC, plumbing, electrical, general contractors, accountants, law firms, property managers, staffing, architects, engineers, logistics — if you use QuickBooks/Xero/FreshBooks/Wave, it works.
Can I customize when and how often reminders go out?
Yes. Set the cadence (e.g. day 3, 14, 30), send windows (business hours only), escalation tone, and which invoices are excluded entirely.
What happens after the 14-day trial?
If you don't add a card, the account simply pauses — no charge, no ghost subscription. If you do subscribe, Basic is $49/month for up to 200 active invoices and Pro is $99/month for up to 2,000 — either one cancelable in one click from your account page.

Your next overdue invoice doesn't need another template.

Connect your accounting system and your inbox. DueDrop will draft the first follow-up from the conversation you already have with that client — and nothing sends until you approve it.

Draft my first follow-up
No credit card 5-minute setup Cancel anytime