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First try the suggestions in this thread: https://ttlc.intuit.com/questions/4150878
Essentially deleting the Keychain passwords and deleting preferences. This might fix the problem if its due to your Mac trying to enter the wrong username/passwords.
This didnt work for me though. I was also getting the "Connection Problem" window each time trying to import from Its Deductible. I was running TurboTax on OSX 10.11.1. (Apple in top left corner>About this mac). I then ran the Mac Operating System update to OS 10.11.6, and that fixed the problem. See my thread here: https://ttlc.intuit.com/questions/4246662-turbotax-gives-an-error-message-of-a-connection-problem-wh...
Thank you! I remember having to do that in a previous year but couldn't remember the steps. In my case, the initial cause was that itsdeductible allows all special char in pw, but turbo tax doesn't, so when it tried to connect the first time and I entered the correct pw, it failed. After that it kept saying I was offline (I wasn't) . I changed my itsdeductible pw to use the allowed chars only, reset as you said above, and it worked just fine. I appreciate the post very much.
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