Guys Holding Multiple Versions of the Same Title

[DichEvans]

Excluding Hogan, as the first 5 or so modern versions of the WWE title were held by him, and mostly by him alone. Add pics if possible!

The Rock has held 4 different versions of the WWE title

[Gerard Gerard]

I'm guessing Cody and the IC title is a cop-out answer?

[MrElijah]

WWF/E Heavyweight Championship
-Bob Backlund
-Bruno Sammartino
-The Rock
-Kurt Angle
-Big Show
-Brock Lesnar
-HHH
-Steve Austin
-Undertaker
-John Cena

IC Heavyweight Championship
-The Rock
-Cody Rhodes
-Tito Santana
-HHH
-Christian Cage
-Jeff Hardy

US Heavyweight Championship
-Magnum TA
-Lex Luger
-Eddie Guerrero
-Chris Beniot
-Ric Flair
-Roddy Piper
-Terry Funk
-Booker T
-Bobby Lashley
World Tag Team Championship
-Edge
-Christian
-Chris Jericho
-Chris Benoit
-HBK
-HHH
-The Dudleyz
-The Hardy Boyz
-Booker T

[67 more]

Cena technically held six versions of the WWE title

Undisputed design
Spinner
Rated R Spinner
2013 design
Two belts (the 2013 design and the BGB belt)
2014 design

[Cvslfc123]

Randy Orton held the Spinner, 2013 and 2014 versions of the WWE championship.

Sheamus has held both versions of the WWE US title.

[Jonathan Michaels]

Miz held both the spinner and the current design.

As for tag belts, he has held both of the 2002-2010 designs, the 2010-2015 design and the Smackdown tag belts.