I would, but as mentioned, the streak should probably only exist if it was one that wasn't predestined from the start, pretty much for the reasons that Leo C touched upon.
Up until 2012, John Cena had never been defeated at Survivor Series. And if he had won that year, 2014 would have marked the year that he hit the big 10-0. He had a pretty good string of victories, too - a sole survivor of three separate elimination matches (2003, 2004, 2006), defeated Kurt Angle in 2005, defeated Chris Jericho to win the WHC in 2008, defeated Triple H and Shawn Michaels in a triple-threat match in 2009, teamed with The Rock to defeat The Miz and R-Truth in 2011. It's a shame that the company didn't take notice as they could have kept it going longer and built it into something bigger. Oh well.
If Brock Lesnar hadn't of lost to Kurt Angle in '03, he'd have an undefeated Summerslam record, too - The Rock in 2002, HHH in 2012, CM Punk in 2013, presumably Cena this year, etc. And hot damn, that'd be a hell of a record, made even more impressive by the fact that Brock took Taker's Wrestlemania streak away from him.
As an alternate idea, I think having an undefeated record in a certain type of stipulation match would be great, too. HHH was 'undefeated' (you'll understand my use of the quotation marks if you've seen Armageddon 2000) in Hell In A Cell matches until Vengeance 2005, for example. I don't know if someone is already off to a good start in a stipulation match or not, but it's something to think about.