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@CYOA
So a bit of an update - the customer in question has finally agreed that an overdue account is their responsibility and not our burden to bear. They've written it off as bad debt and will pay us what's owed. They're also up to date on other projects so we're finally in the black as far as they're concerned.
We've also just landed a fairly major client worth about 4 times each month the entire debt of the other client. So far so good. Now there are other issues like the ad buying agency this new client works with trying to dictate creative (our remit) but as problems go I suppose those are good ones to have by comparison to last year.