Sawyer's Candidacy (From the Word Go, Michael Garvin / Chris Waters)

Sawyer: You tricked me into being decent. That's gotta be the lamest con in the history of cons.
Hurley: Wasn't a con, dude. If you're gonna be our temporary leader, you need to do some damage control.
- Left Behind

One of my all-time favorite B-stories in LOST is in Left Behind, when Hurley essentially cons Sawyer into being nice so he can accept the leadership position that seems to be waiting for him. This was a major step in the right direction for Sawyer; too bad it was so soon followed by John's bad influence. But Sawyer did eventually become the sort of leader Hurley knew he could be, and I think Hurley's guidance helped a lot. Here's a recreation of their conversation at the end of Left Behind, to the tune of Michael Martin Murphey's From the Word Go.

Sawyer’s Candidacy

Sawyer: My mind’s been on bein’ kind
So folks will have pity on me.
But now I’m wonderin’ how
I could fall for your bid to con me.
Hurley: Dude, it’s damage control.
Plus, it’s good for your soul!

Sorry, Sawyer,
But since Jack’s gone and Sayid, Kate and John are too,
You’re our leader.
I guess it’s lousy being you.

Look at the faces out there.
Everyone’s eating boar and smilin’.
You trade vice for a chance to be nice,
And it’s a much happier Island.
Can’t you give it a try?
Sawyer: Hey, you’ve got the wrong guy!

Tell me, Hugo,
How can you think I’m in charge here? Are you insane?
Me, a leader?
This is a ludicrous campaign.

Hurley: Think this was easy for Jack?
Just until he gets back,

Sorry, Sawyer,
But since Jack’s gone and Sayid, Kate and John are too,
You’re our leader.
I guess it’s lousy being you. (3x)

From the Word Go