Robert Draper asks the question in a longish piece (Can the Republicans Be Saved From Obsolescence?) in the NY Times. The pieces that grabbed my attention had to do with technology. A few examples (from many):

“1.25 million more young people supported Obama in 2012 over 2008.”

“Obama was the very first candidate to appear on Reddit. We ask our clients, ‘Do you know what Reddit is?’ And only one of them did. Then we show them this photo of Obama hugging his wife with the caption ‘Four more years’ — an image no conservative likes. And we tell them, ‘Because of the way the Obama campaign used things like Reddit, that photo is the single-most popular image ever seen on Twitter or Facebook.’ ”

“Romney’s senior strategist, Stuart Stevens, may well be remembered by historians, as one House Republican senior staff member put it to me, “as the last guy to run a presidential campaign who never tweeted.”

“They were playing chess while we were playing checkers,” a senior member of the campaign’s digital team somberly told another top Romney aide shortly after the election.