A few folks have been curious about this topic and may not realize it was back in 2014 that the "Insider of the Month" was replaced by the "Featured Insider." Sadly all the old Insider of the Month posts have been deleted.
Here is a running history of all the members of this community that have been Featured Insiders.
There's even a cool Insider badge that goes with being recognized.
Hopefully I haven't forgotten anybody.
Updated to include the newest Featured Insider, mrwhipple13