John Roberts was a judge, not some kind of rich celebrity.
Supposedly this was debunked by some guy who looked into it and there is a John Roberts who is the CEO of some company in Michigan. I looked up the airfield codes listed next to the two flights with John Roberts and one of those flights went from Palm Beach International to an airport in Michigan. The other was from PBI to Teterboro in NJ. Neither was to or from DC. So who knows?