Please feel free to add to this list anybody that YOU may be surprised owns a jet. It might be a fun experiment.
Here are a couple of mine:
Joe Buck N53LB
Troy Aikman N408RT
Randy Moss N706SA
Jason Giambi N725JG
Vince McMahon of the WWE N247WE
Vince McMahon?
Isn’t he a billionaire?
Not anymore
Still plenty wealthy to enjoy his own jet, why is he a surprise?
Troy Aikman N408RT
This one doesn’t surprise me at all. He made millions as the QB of the Cowboys in the 90s, and still commands a healthy salary as a Fox Sports broadcaster for NFL games to this day. With all the travel involved, a private jet makes perfect sense. I believe he also has a number of business ventures (including Hall of Fame Racing, a NASCAR team) that probably demand more of his attention during the offseason.
Randy Moss has a NASCAR team as well, probably why that plane flies the circuit sometimes.
Dexter Holland from the Offspring, and Nitro Records has, and pilots his own CJ2. N7715X
and of course god, I mean Bruce Dickinson from Maiden sorta has his own 757, and pretty much free game to whatever else he wishes to fly, Some of the more “exotics” I’ve seen him in a Vulcan, A-37, A320, etc.
Michael Dorn (Warf) from Star Trek owns and flys (or flew, since he sold these). T-33, F-86, Saberliner.
I heard John Travolta has a 747.
No, no, no. He’s a 747 CAPTAIN. (capitals intended)
Ya know, superpilot. 
That and owning little airplanes like the 707.
Does this surprise you?
Posing in front of EIB One are Rush Limbaugh and EIB legal counsel F. Lee Levin
No, no, no. Travolta is NOT a 747 captain. He’s not even a 707 captain! He is rated as a PRIVATE pilot in the following aircraft:
B-707
B-720
CE-500
G-1159
HS-125
LR-JET
with the following limits:
ENGLISH PROFICIENT.
AUTHORIZED EXPERIMENTAL AIRCRAFT: SO-G2.
B-707 SIC PRIVILEGES ONLY
CE-500 (VFR ONLY).
His 747 “captaincy” is only an honorary marketing gimmick given him by Qantas.
I’m not surprised by any of these. I know a few small business owners that surprise me sometimes, but not these people.
I fly with Trovolta’s pilot. Or I should say I have flown with his pilot- the company we both worked for took 2 months to pay me for a trip so if they call again I won’t fly with them
Was he the one featured in the “Pilots” section of AOPA magazine this month?
I’ve heard Travolta is a real jerk to fly with. I’ve seen him at FBO’s before, and he really tries to act like he’s a captain. Yeah, stick with dancing.
“act” like a captain, after all he is an actor. 
I’m not a member so if his name is Randy and he lives in Stewart FL than that’s him- he flys the G not the 707.
Ahhhemm, that’s Stuart, FL 
Ahhhemm, that’s Stuart, FL
HAHAHA!
