Just got a new Macbook Pro and my initial sync worked fine but now I have to daily authenticate with icloud to get it to auto sync.  I'm sure  the issue is some setting on the mac but not sure what.

Hi @Jonesdds,

Welcome to the Enpass Community.

For security reasons, your iCloud session expires periodically. To avoid this, you first need to disconnect the sync with iCloud from Enpass settings, then again enable it, and you’ll be redirected to the iCloud login page. Here you just have to enable “Keep me signed in” as shown in the image below and fill in the details to log in.

If this is not the case, then please share the screenshot of the issue you are facing so that we can assist you better.