College of the Jester

He will be laughing still... at the end.

Bards of the college of the jester know that there is nothing more dramatic than the struggle between life and death. They delight in telling stories of those who narrowly avoid death, or in some way trick death. But the also know that dying is just as great a tale.

They may be thrill seekers. Or maybe gamblers. Or maybe they are simply mad. The reason doesn't matter to them, only that they have a good story to tell the dirt.

Suffer for Their Art Art is worth the pain! At 3rd level, you can inspire your allies through your pain. As a bonus action on your turn, you may expend one of your hit dice. If you do so, you regain one use of your bardic inspiration. Until the end of your turn, you may use your bardic inspiration once without using an action. You may use this feature a number of times equal to you charisma modifier, regaining all uses on a long rest.

The Ultimate Gamble I care not. And so I am immortal. At 3rd level, you have learned one who does not care if they live or die can achieve great things. When you are subjected to an effect that allows you to make a saving throw to take only half damage, you may choose to take disadvantage on the roll. If you do so, and succeed the saving throw, you have resistance against the damage of that effect.