Barbara Olson, was well known in DC and was a Freeper.
If Trump doesn't read FR himself, I'm sure he and/or those around him are familiar.
It might be that someone on the President’s staff is tasked with at least reading posts here and elsewhere. But Tony and Barbara are different cases. Both joined on their own...Tony long before he joined the Bush administration. Barbara joined back when FR was newish with the vitality of a new conservative medium going for it. Tragically, the years have taken their toll. Both are long gone, and FR is now only one of many sources of conservative opinion.