He had no idea what Sullivan was going to do after he came back "with his money and identity."
If he kept eyes on him when he left, he'd be able to have him followed, and then kill him whenever (which he planned on doing probably right after he left).
But by leaving when ole boy didn't have eyes on him, he could make a 100% clean getaway, and then have time to regroup, re-plot, clear his head, and think this whole thing through. Obviously he came up with a pretty shyte plan that got him busted in the head.
If not for Digman with foresight, he'd have gotten away with it, and probably went on to shoot through the ranks, and become the chief, or whoever the top guy is in the staties in 10 years.
Or he could have kept Costigan's payout, and afforded to leave the staties, adn that whole life behind and go to law school.... Fooking Suffolk... Nights...
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