Invoicing, Collections and Overdue Customers

Operations: Deliver and run the business
If you do the work and never get paid, you did a favor, not a business deal. We see this constantly with contractors: the job is finished perfectly, and then the invoice sits in a truck for a week because nobody wants to bother the customer. Why does asking for money feel harder than earning it?
Partly it is that we mix up two things. Being kind is not the same as being unclear. You can be warm with a customer and still be very clear about what is owed, when, and how to pay. Clarity is the kind thing to do.
Get paid before you have to chase
Many collection problems are created at the start, not the end. The best time to talk about money is before the work begins, when both sides are enthusiastic. Settle the price, what is included, when payments are due and what happens if they are late, and put all of it in writing where the customer can see it. Deposits, Payment Terms and Collecting Money Faster sets the policy: what you ask for up front, when payment is due and what happens when it is late. This lesson is the routine that puts that policy to work every week, so if you have not read the other one, start there.
Then invoice fast. Send the invoice the day the job is done, or at the milestone you agreed, not at the end of the month when you finally get to your paperwork. Every day you wait is a day your cash is somewhere else. Make it easy to pay, with a clear total, a due date in plain view, and a way to pay that takes seconds, such as a link the customer can tap on a phone.
A good invoice is boring on purpose. It shows who it is from, who it is for, what was done, the amount, the due date, and how to pay. It matches what you quoted. If anything is different from the quote, explain it on the invoice, not later in an argument.
Follow up on a schedule, not on a mood
Do not chase when you feel brave. Chase on a calendar. Decide ahead of time what happens on the due date, a few days after, and a couple of weeks after, and then do it every time, the same way, for everyone. When the routine is the same for every customer, it is not personal, and it gets much easier to send.
A simple sequence looks like this. A friendly reminder just before the due date. A short, polite note the day after it passes. A phone call a few days later, because a real voice often reaches people an email did not. Then a firmer written notice that states the amount, the date it was due, and the next step. Keep the tone even at every stage. Many late payers are not villains. They are busy, disorganized, or short of cash, and a clear, calm nudge solves many of them.
Watch for patterns. If a customer is always late, you can require a deposit next time, shorten their terms, or ask for payment on completion. If one job turns into a dispute over quality, deal with the complaint first, using the approach in Handling Mistakes and Customer Complaints. Sometimes a customer is withholding money because something went wrong, and no reminder will work until it is addressed.
Track who owes you what, and how old each amount is. The money customers owe you is called accounts receivable, and a list of it sorted by how long each invoice has been open is called an aging report. A simple list sorted by due date is enough. Look at it weekly. The older an unpaid invoice gets, the harder it is to collect, so the first weeks matter most.
When they still do not pay
Know your line before you reach it. Decide how far you will go before you stop further work for that customer, and how long you will wait before handing the matter to someone else. Do not keep doing work for a customer who has not paid for the last job. That only grows the hole. If you do construction or trade work, ask your attorney about lien and notice deadlines in your state, because they can run out while you wait.
Late fees and collections have rules that differ from place to place, and getting them wrong can create problems for you rather than for the customer. Do not copy wording from a random website.
Professional checkpoint: Before you add late fees, interest charges or a collections process to your terms, ask a qualified attorney in your area what you are allowed to charge, how the terms must be written and agreed to, and what steps are required before you use a collections agency or take a customer to court. Ask an accountant how to record and write off an invoice you will not collect.
Then use what you learn to write your terms once, plainly, and stick to them. Also compare costs honestly. Sometimes a modest settlement, paid soon, is worth more than a full amount you may never see.
Your next step
List every invoice that is unpaid today, with the amount and how many days it has been open. Contact the oldest one this week, by phone if you can. Then write your own reminder schedule on one page, so next time the follow-up is already decided.
What it costs
Setting up invoice templates and a follow-up routine takes about two to three hours. After that, each invoice takes a few minutes and a weekly review takes perhaps twenty. Many bookkeeping tools include reminders. A consultation with an attorney about your terms is a real cost, and worth pricing out before you need it.
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