Chris Claremont and Frank Miller's mini-series from the 80s is the best Wolverine story ever made, so I'd recommend starting there.
From there I'd go to:
Kitty Pryde and Wolverine by Chris Claremont and Al Milgrom
Chris Claremont's run on Wolverine's ongoing title in the late 80s, early 90s and Larry Hama's run on that same title (there are trade collections called The Essential Wolverine which collects these stories in black and white... they seem to be a really good way to collect these runs)
Wolverine Weapon X by Barry Windsor-Smith
Origin by Paul Jenkins and Adam Kubert
Wolverine: Enemy of the State by Mark Millar and John Romita, Jr.
Wolverine: Old Man Logan by Mark Millar and Steve McNiven
And finally, Rick Remender's run on Uncanny X-Force
Or, if you don't want to go back that far, I hear Paul Cornell's run (that's starting up soon I think) is going to be a good jumping on point for new Wolverine fans. It's definitely a run I'm looking forward to collecting.
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