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ClozeCRM has nearly perfected this people tracking feature request (which would be so cool in a LifeLogging dashboard!). They are able to directly read phone and text activity from all the major cell providers (and you’ve already got Gmail in your toolbelt - just add the to/from field). Oh, they also support RingCentral (VoIP). The only manual entries would be for when I’m interfacing with someone who is not in my calendar (wife, kids, friends) - but then again there are several location-connecting apps that disclose distance you significant others so that could even be automated. Wow!
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Similar, but One useful and hopefully easy thing might be to track the number of invitees in an event as a data point.
1 other invitee is a “1:1” event, and more than that is a “meeting”. Otherwise it’s just blocked time in the calendar. I’d love to track no and length of 1:1s and meetings as opposed to blocked time…