I don't quite understand the dude's way of thinking. He makes a plan, the plan goes more or less as expected, he self-destructs. What's the point of those plans in the first place?
To exaggerate somewhat, it's like this, using a more concrete example:
1) A nail is jutting out of a wall.
2) MC: "I wonder if I can hammer the nail back in using my fist."
3) MC strikes nail with his bare fist.
4) Fist starts to bleed and hurts like hell.
5) Yeah, how absolutely unexpected.