The first batch of those is from "new clip" featurettes released by Apple between seasons, with one news story from each year during the time skip (and apparently done with next to zero budget, since there were two or thee points where the graphics and the dialog didn't match). The interface on the Mac App doesn't seem to have a simple, direct list of special features, but you can find them if you click through to the episode page for the season two premiere and scroll down. The header image for that page is also a fun time-lapse of Jamestown being expanded from the first little pod to the big complex in season two.User mshaver76 on alternatehistory.net catalogued the events that happened between Season 1 and 2 from some mobile app Apple relased
ETA: Oh, I almost forgot; in addition to ersatz Young Barbara Walters and a nondescript white guy, one of the news anchors seen during the segments is played by Enterprise's own Linda Park.
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