Alas poor Don Krieg, he never stood a chance.

Don Krieg was intended to show that even the most well prepared pirate is no match for the Grand Line as he gets defeated by Mihawk just for disturbing his sleep, in fact I don't think he even made the Grand Line.
Sad because his arsenal would make him a legitimate threat in any other anime, but here, he's about as worthless as Tenten from Naruto.
Exploding spears, a strong shield, stake launcher, poison gas launcher, capture net launcher, spiked cape, multiple guns and a fleet of ships under his command but still lost to a grumpy swordsman.
Any wonder his role is reduced to fodder in the Live Action Netflix adaption.