Warning! Spoilers for Black Cat #10 below!
When it comes to killing Deadpool, it's practically impossible. The Merc with the Mouth is borderline unkillable, however, when he has been 'murdered', it's usually a painful, grandiose death. Deadpool's latest attempt to claim a bounty on Wolverine's head has backfired, leading to one of Wade Wilson's most brutal 'deaths' ever.
While Deadpool can be killed, his accelerated healing factor makes it very hard to do. He can be cut into pieces, blown up, and shot in the head, and end up being just fine. His latest encounter with Wolverine and Black Cat truly tests Deadpool's healing factor, as he's impaled, burned alive, and then has a bomb dropped on him.
Black Cat #10 by Jed McKay, Kris Anka, Brian Reber, and Ferran Delgado sees Felicia Hardy team-up for a heist with Wolverine in Madripoor. Black Cat had her eyes on an expensive painting, but Kade Kilgore beat her to the punch, taking the painting and Wolverine's possessions from a vault. The unlikely duo rips through the island and left on a boat where Deadpool was waiting for them. After helping them, Deadpool turns his gun on Wolverine and shoots him in the chest multiple times, telling Logan that "it's nothing personal bud. But you're worth a lot of money right now," as he lets him know it's fine since he'll eventually escape - so it's all good in his books. Deadpool thinks he's in the clear until Felicia revs up the engine and impales him with the boat.
If that wasn't enough for poor Deadpool, Wolverine puts a pair of glasses on Deadpool that aren't exactly correctional lenses - instead, they're Kilgore's trick sunglasses that burns the eyes of whoever wears them. As Deadpool becomes a figurehead for the boat with his eyes burning, Kilgore doesn't realize Black Cat and Wolverine aren't on the boat anymore and orders a missile strike. Deadpool laments "okay, now it can't get any worse, right?.... right?" as the missile is about to hit him. Ouch.
Deadpool's attempt at taking the bounty on Wolverine's head resulted in him getting impaled, having his eyes (and head) essentially burned off, and getting blown up by a missile by a supervillain. You'd have to think Wade would think twice before taking another bounty on Wolverine - although, it seems getting blown to smithereens is half the fun for Deadpool.