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Delayed payments driving me nuts—does this ever get easier?

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oreoeditor
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(@oreoeditor)
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Title: Delayed payments driving me nuts—does this ever get easier?

I hear you on the “accounting department” excuse—had a contractor try that line on me last month, and I nearly laughed out loud. It’s like, how many of us actually have an accounting department? Half the time, it’s just a guy with a spreadsheet and a Gmail address.

About late fee clauses, I’ve put them in contracts before. Sometimes they work as a deterrent, but honestly, I think people who are going to pay late aren’t really fazed by official-looking language. If anything, I’ve found that being too formal sometimes makes folks act like they’re dealing with a big company and try to push back even more, like they’re entitled to “net 60” payment terms or something. On the flip side, having everything spelled out does make it easier if you ever have to chase someone down legally… not that I enjoy that process.

I’m curious—has anyone tried requiring full payment up front for smaller jobs or materials? I’ve been tempted, especially after getting burned on a kitchen cabinet order where the deposit barely covered my costs when the client disappeared. Or do you think that’s too aggressive and scares off legit buyers? Sometimes it feels like there’s no perfect balance between protecting yourself and not coming across as overly rigid.

Also wondering if anyone’s had luck with payment apps that auto-remind people or even auto-deduct on due dates. I’ve only used Venmo and Zelle so far, but neither really has much teeth if someone decides to ghost you. Maybe there’s something better out there?

The paranoia thing is real though—I always feel like the more paperwork I throw at someone, the more likely they are to start looking for loopholes. But maybe that’s just part of dealing with people who are already planning to be difficult…


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climber97
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Half the time, it’s just a guy with a spreadsheet and a Gmail address.

That line cracked me up—so true. I’ve had clients try to act like they’re Fortune 500 when it’s literally just them and their dog in a home office. On the upfront payment thing, I’ve started requiring 100% for anything under $1,000, especially if it’s custom materials. Honestly, I’ve lost a couple of jobs because of it, but the stress reduction is worth it. The folks who balk at paying up front are usually the ones who would’ve been a headache anyway.

As for payment apps, I’ve tried QuickBooks Payments and Square. They both send auto-reminders, but like you said, if someone’s determined to ghost you, no app is going to magically make them honest. At least with Square, you can set up recurring invoices and see when they’ve viewed it, which helps when you’re chasing someone down.

Curious if anyone’s had luck with offering a small discount for early payment? I’ve considered it, but not sure if it just eats into margins without actually speeding things up.


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