Freelance designer on a Mac? Check out this applications
AppStorm has gathered a great selection of 12 apps for running a freelance business. Some are free, whilst others cost (a bit). One of my favourite sites are mentioned, namely DropBox.
I have looked into Billings before, but never really started to use it (never came past the testing stage..), but it seems promising.
One programme I found really interresting was iBiz by IGG Software. You can associate a document to the application and it tracks the time you work on it (or at least have it open). Much better than having a stop watch which one tends to forget stopping.
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