I'm not sure how wide you expect him to be here, but you're more or less flipping against a 30-35% range.
Agree on what Pghfan987 mentioned regarding reversed blinds.
How often do you think the bb will join in when you decide to ship it here?
I'd get it in with 66, not too sure about 55. Should add some future value in the tournament by busting a player of his calibre here though