How could Wiggins win ?
He can sprint but not like Cancellara or Boonen. Most of the 'Van something's (copyright FM) have shown nous and experience at the death that would I think normally trump Brad. Maybe, just maybe, his track background could help though.
So he'd need to get to Roubaix alone or in a small group of upstarts, obviously lacking a major OPQS rider or Fab. I could imagine a template like when Van Summeren won in 2011. Stick him up the road early enough on, hoping in a sense he is not considered a major threat but then SKY spend all their resources keeping EBH/Thomas limpet like on the tail of the big favourites.
If Fab is in good shape with 40km to go then he wouldn't let Wiggins launch off the front, like Boonen did in 2012 when Fab was not there.
Luck will always play a part but it has to be an incredible long shot. I think Wiggins best chance is through stealthy tactics in an early breakaway, backed up by a team dedicated to protecting a.n.other against counters from the usual candidates.
By definition, the best rider will win on the day - whoever that is, it will be a lot of fun watching.