Headless Specter 
Creature — Specter
$0.06 #28375 0.12 7.4 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%
$1.95↑#8481↑0.73↑33.2 years↑
"Whenever this creature deals damage to an opponent, that player discards a card at random."
Jagged Poppet89%
$0.17↑#227440.38↑20.5 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%
$0.21↑#19438↑0.29↑8.5 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%
$0.68↑#21029↑0.44↑26.0 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Rakdos Ringleader86%
$0.13↑#262390.1814.0 years↑
"Whenever this creature deals combat damage to a player, that player discards a card at random."
Larceny84%
$0.29↑#16980↑0.91↑27.0 years↑
"Whenever a creature you control deals combat damage to a player, that player discards a card."
Pain Magnification84%
$0.83↑#13277↑0.59↑20.5 years↑
"Whenever an opponent is dealt 3 or more damage by a single source, that player discards a card."
Chilling Apparition83%
$0.31↑#268420.65↑26.4 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Abyssal Specter82%
$0.11↑#16566↑0.25↑31.4 years↑
"Whenever this creature deals damage to a player, that player discards a card."
+1 more matching line
Order of Yawgmoth82%
$0.13↑#21315↑0.29↑28.0 years↑
"Whenever this creature deals damage to a player, that player discards a card."
Wei Night Raiders82%
$34.89↑#258050.51↑27.5 years↑
"Whenever this creature deals damage to an opponent, that player discards a card."
Guul Draz Specter82%
$0.26↑#19570↑0.36↑17.0 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Silent Specter82%
$0.51↑#234000.37↑24.1 years↑
"Whenever this creature deals combat damage to a player, that player discards two cards."
+1 more matching line
Sanity Gnawers82%
$0.23↑#280850.0717.5 years↑
"When this creature enters, target player discards a card at random."
Zhang Liao, Hero of Hefei81%
$34.75↑#300660.2027.5 years↑
"Whenever this card deals damage to an opponent, that opponent discards a card."
Headhunter80%
$0.30↑#265140.28↑24.0 years↑
"Whenever this creature deals combat damage to a player, that player discards a card."
Lightning Skelemental80%
$0.36↑#10542↑0.44↑7.4 years
"Whenever this creature deals combat damage to a player, that player discards two cards."
Liliana's Reaver80%
$0.28↑#9898↑0.37↑13.3 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%
$0.19↑#305660.1229.5 years↑
"Target opponent discards a card at random."
Brink of Madness80%
$0.29↑#264720.47↑27.7 years↑
"At the beginning of your upkeep, if you have no cards in hand, sacrifice this enchantment and target opponent discards their hand."