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Can't this program use the password stored in the keychain? It is such a pain to have to type my Github password every time I quit and relaunch -- especially since I have to quit and relaunch every time I want to see my changed files, since it doesn't update correctly on the Mac.
It does make every effort to do so, along with SSH keys when configured, but runs into problems from time to time. There are some underlying issues due to the complexity in the app's various authentication layers; the architecture as a whole is going to be revisited in a future release to definitively resolve issues such as the one you're encountering. Our apologies for the inconvenience, we appreciate your patience.
Principal Developer, Sourcetree