The sheer freelance joy of sending off an invoice at the conclusion of work is always mitigated by the uncertainty of whether it will actually be paid on time...
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Universities have always been the worst for me -- absolute nightmare at changing their rules every two minutes. (Altho there was one publisher who had been reliable then changed their systems and suddenly were unable to pay for around eight months)
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With each new client, I wait in fearful anticipation of the phrase "we just need to set you up on our system".