Dead Money 

Dead Money is somebody who sucks at poker and it's easy to take their money.

Dude, should I invite Todd to poker too?

Totally man, he's dead money.

Dead Money by SlickPimp August 24, 2005

Dead Money DLC 

A dlc in the game Fallout New Vegas that is only started from going to a creepy BOS bunker. The DLC will cause a bomb collar to be strapped to your neck from a crazed man named Father Elijah. Forcing you to work together with a Super Mutant, a mute, and a cheater. Working with these deadly victims to open a vault filled with gold in the Sierra Madre Casino. However this casino is only guarded by ghost-gas-masked-mutated workers that like to throw spears and use bear traps. Unknown anything about them because they don't speak at all. This crazy old man will trick you and the rest of your collared-buddies to work together to get the gold. Typically one collared-friend dying will lead to your collar exploding as well. Not to mention invincible holograms that can laser you in this dlc. Also any weapon you had on you is now gone until you complete the DLC. Stealing all the gold and keeping it away from Father Elijah is hard. Because getting there isn't the hard part... it's letting go.

Friend: Hey did you play the Dead Money DLC?
Me: Yeah...
Friend: I can't seem to get the gold bars from the casino.
Me: Well its more of just-letting go...

Dead Money DLC by TexasRed May 23, 2019

Drop dead money 

The term comes from a character in the James Clavell novel, “Taipan”. A character in that novel, a lady executive has the objective to have “drop dead money”. The “drop dead money” is that amount of money that she calculates she needs so that she would have the freedom and the luxury to tell anyone to “drop dead” without worrying about her financial security.

To accumulate this “drop dead” money she had been working hard for a businessman who had promised her a bonus equivalent to the “drop dead money” if she could pull off a successful acquisition.

Drop dead money by Rudy Martini August 14, 2010