All prompts
Draft
Demand payment on an unpaid invoice
Writes the collection letter that gets paid before anyone files: amount and due date in the first sentence, interest math the debtor's bookkeeper can check, a dated deadline, and a plan they can sign.
Your prompt
2
Pressure-test it
3
Go deeper
Before you run it
What to gather first
Watch for
What comes back
See an example of what you’ll get
Re: Invoice #2026-014, $5,000 past due since February 18, 2026
Maple & Vine Restaurant Group owes Riverbend Painting $5,000 on Invoice #2026-014, which came due on February 18, 2026 and is now 68 days late.
The history is short. On December 1, 2025 you signed Riverbend's estimate to paint the dining room at 218 Maple Street (480 square feet at $14.25 per square foot, $6,840 total) and paid the $1,840 deposit the same day. Riverbend finished the work on January 18, 2026, and your manager signed the completion walkthrough that afternoon. Invoice #2026-014 issued the next day for the $5,000 balance on Net 30 terms. Riverbend followed up in writing on March 3 and again on March 28 and received no response.
Amount due today: $5,083.84
$5,000.00 principal
+ $83.84 interest (9% statutory, 68 days: $5,000 × 0.09 × 68 ÷ 365) [UNVERIFIED - confirm the Oregon pre-judgment rate]
The signed estimate contains no attorney-fee clause, so no fees are included in this demand.
Riverbend will accept either of the following by 5:00 p.m. on Monday, May 11, 2026:
1. Payment of $5,083.84 by check or transfer; or
2. The enclosed installment agreement, signed and returned, for three payments of $1,694.61 on June 1 and July 1 and $1,694.62 on August 1.
If neither arrives by that time, Riverbend will file in Multnomah County Small Claims Court as *Riverbend Painting LLC v. Maple & Vine Restaurant Group LLC*. The $66 filing fee and the cost of service are added to the judgment, along with interest that continues to run.
Riverbend would rather have the account than the judgment. Call me at (503) 555-0144 or email d.reyes@reyeslawpdx.com and we can close this out this week.
Sincerely,
D. Reyes, for Riverbend Painting LLC
Enclosures: Invoice #2026-014 · Signed estimate (12/1/25) · Signed completion walkthrough (1/18/26) · Installment agreement
---
Assumptions I made. Oregon's pre-judgment rate is 9% and runs from the invoice due date [verify]. The $66 filing fee is current [verify]. "Maple & Vine Restaurant Group LLC" is the entity that signed the estimate rather than a trade name [verify - this determines who you sue].
Where this is weakest. "Your manager signed the completion walkthrough": if that person lacked authority, the whole completion fact is contested. And the interest line is only as good as the rate, which I could not verify.
What only you can decide. Small claims caps at $10,000 here, needs no appearance, and generally will not recover your time; good for a clean $5,000 balance. A regular civil filing reaches fees where a contract provides them, but on a $5,000 debt the cost exceeds the recovery unless you have a fee clause you have not shown me. Also yours: whether to accept installments, which gets a signature and a written acknowledgment of the debt but pushes the money three months out.
What would make this materially better. (1) The contract page showing any interest or fee clause. (2) The Oregon statutory rate confirmed. (3) Anything in writing where Maple & Vine acknowledged the balance: an email saying "we'll get to it" converts this from a disputed claim into a collection.
Why this prompt is built the way it is
## Framework
1. **The number opens the letter, then the facts in date order.** Who owes whom, how much, and the date it came due, not "I represent," not "this firm has been retained." Then signed estimate, invoice number, completion sign-off, and the follow-ups with their dates. Nothing enters the letter that is not in the file.
2. **Arithmetic a bookkeeper can check, fees only where something shifts them.** Principal, then interest shown as rate times days, then any recoverable cost, on one line adding to today's number. Attorney fees only on a named contract clause or statute; otherwise leave them out and say why in one line.
3. **A calendar deadline with a specific consequence.** The court, the filing fee, and what gets added to the judgment, not "we will pursue all available remedies."
4. **Two ways to say yes, at the temperature of the relationship.** Pay in full, or sign the attached installment agreement by the same date; both require a signature, both close the file. A contractor who wants the account back writes differently than one who is done. Neither threatens criminal referral, credit reporting they will not do, or a bar complaint.