Automate invoice chasing (politely, relentlessly)

Unpaid invoices die of awkwardness — chasing feels rude, so it happens late or never. An agent has no such feelings, and yours can be unfailingly polite on a schedule:

1. Day 0 (due date): friendly note with the invoice attached — half of late payment is just "I lost the PDF".
2. Day 7: short check-in, offers to resend or answer questions.
3. Day 14: firmer, mentions terms, still warm.
4. Day 21: the agent stops and hands you a summary — the personal-call stage is yours.

Two details that matter: the agent must check payments received before each send (nothing worse than dunning someone who paid yesterday), and every email should read like you wrote it — feed it three real emails of yours as tone examples.

Typical result: days-sales-outstanding drops by a week or two, with zero awkward conversations.