Headless Specter 
Creature — Specter
$0.11 #28108 0.07 7.2 years
Flying
Hellbent — Whenever this creature deals combat damage to a player, if you have no cards in hand, that player discards a card at random.
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Cards similar to Headless Specter expected a card that isn't here?
Reports become test cases the matcher is graded against before an update ships. Delvefall isn't a chatbot guessing, it compares the printed rules text of every card with plain math, and examples like yours decide which differences should count.
Hypnotic Specter92%
$1.83↑#8733↑0.0533.1 years↑
"Whenever this creature deals damage to an opponent, that player discards a card at random."
Jagged Poppet89%
$0.17↑#22349↑0.0520.3 years↑
"Whenever this creature deals combat damage to a player, if you have no cards in hand, that player discards cards equal to the damage."
Urgoros, the Empty One89%
$0.27↑#19095↑0.19↑8.4 years↑
"Whenever this card deals combat damage to a player, that player discards a card at random. If the player can't, you draw a card."
Blazing Specter88%
$0.66↑#20741↑0.25↑25.9 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Rakdos Ringleader86%
$0.13↑#259330.86↑13.9 years↑
"Whenever this creature deals combat damage to a player, that player discards a card at random."
Larceny84%
$0.26↑#16752↑0.99↑26.9 years↑
"Whenever a creature you control deals combat damage to a player, that player discards a card."
Pain Magnification84%
$1.04↑#12930↑0.88↑20.3 years↑
"Whenever an opponent is dealt 3 or more damage by a single source, that player discards a card."
Chilling Apparition83%
$0.30↑#265660.1426.3 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Silent Specter83%
$0.53↑#230440.80↑23.9 years↑
"Whenever this creature deals combat damage to a player, that player discards two cards."
Order of Yawgmoth82%
$0.12↑#21708↑0.38↑27.9 years↑
"Whenever this creature deals damage to a player, that player discards a card."
Abyssal Specter82%
$0.11#16974↑0.1331.3 years↑
"Whenever this creature deals damage to a player, that player discards a card."
Wei Night Raiders82%
$34.72↑#263450.89↑27.3 years↑
"Whenever this creature deals damage to an opponent, that player discards a card."
Guul Draz Specter82%
$0.23↑#19223↑0.62↑16.9 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Sanity Gnawers82%
$0.19↑#276680.25↑17.3 years↑
"When this creature enters, target player discards a card at random."
Headhunter82%
$0.32↑#262890.88↑23.9 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Zhang Liao, Hero of Hefei81%
$34.19↑#300300.50↑27.3 years↑
"Whenever this card deals damage to an opponent, that opponent discards a card."
Liliana's Reaver80%
$0.42↑#10295↑0.33↑13.1 years↑
"Whenever this creature deals combat damage to a player, that player discards a card and you create a tapped 2/2 black Zombie creature token."
Mind Knives80%
$0.20↑#302590.50↑29.3 years↑
"Target opponent discards a card at random."
Brink of Madness80%
$0.23↑#261350.50↑27.6 years↑
"At the beginning of your upkeep, if you have no cards in hand, sacrifice this enchantment and target opponent discards their hand."
Specter's Wail80%
$0.18↑#287380.29↑26.9 years↑
"Target player discards a card at random."