Anyone else find invoicing weirdly painful for something so basic?

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I'm a software developer and for years I took on direct clients on the side. The actual work was fine. Invoicing was somehow the part I dreaded most.

Creating each one manually, tracking who paid and who didn't, then awkwardly chasing clients who went quiet after delivery β€” it felt like a second unpaid job. Ironic for someone who builds software for a living.

Curious if this is just a me problem or if anyone else finds the whole invoicing + getting paid side of freelancing surprisingly painful.

How do you handle it?

Posted Apr 5, 2026, 10:05 AM UTC

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