What World Title pushes/wins caught off guard the most?

WWE - Jack Swagger

Dude was just a jobber before he won The Money In The Bank briefcase.

NJPW - AJ Styles

I didn't expect him to become IWGP Heavyweight Champion in his first match in the promotion.

TNA - Eric Young

I didn't think TNA was going to put their World Title on someone who was their comedy character for a decade. Boy was I wrong!

ROH - Jerry Lynn

This really threw me off. I didn't think he was going to beat Nigel for The ROH World Championship. But of course I didn't know Nigel was injured.

JBL- One week he was the badass Texan and a week later he became JBL and soon WWE Champion

ADR at Summerslam 2011

Mark Henry

Jinder Mahal is probably going to be the top answer now for a long time.

^
Dude was jobbing to Rob Gronkowski one week & winning a World Championship the next