7 min read
7 min read

Ever met someone who could trip over a Wi-Fi signal? We’ve scoured screens big and small to find the characters who’d lose a game of tic-tac-toe to a rock.
These aren’t your average underdogs-they’re walking tornado warnings of bad luck, the human equivalent of a “Wet Floor” sign you ignore and immediately regret.
Buckle up for a parade of facepalms, fails, and “Why me?!” moments so absurd, you’ll almost feel better about your own life. Almost.

Larry Gopnik from A Serious Man (2009) is the poster child for 21st-century misfortune. His wife leaves him, his kids are a nightmare, and lawsuits and bribes swirl around him like a tornado.
Every time Larry thinks he’s hit rock bottom, the floor gives way and he falls a little further. By the film’s end, even his doctor’s call hints that the universe isn’t done with him yet.

Jack Bauer’s “day” is always the worst day of his life. This counter-terrorism agent from 24 loses friends, family, and even his freedom, all while saving the world again and again.
No matter how many times he cheats death, Jack’s reward is more torture, heartbreak, and impossible choices. If surviving is the prize, Bauer’s luck is a curse in disguise.

Peter Parker is Marvel’s king of bad breaks, no matter the universe. Whether it’s losing Uncle Ben, juggling superhero duties, or watching relationships fall apart, Spidey just can’t win for long.
The multiverse only multiplies his misery, with every version of Peter facing heartbreak and loss. No Way Home? More like No Way Out of Trouble.

John Spartan’s nickname isn’t just for show-if there’s a building, he’ll blow it up (accidentally, of course) while trying to catch the bad guy. His “reward” for all that heroism? Getting blamed for a busload of hostages and sentenced to decades of cryo-naptime, right alongside the psycho he put away.
Out of time, out of luck, and still expected to save the day, Spartan proves that sometimes, the only thing tougher than fighting crime is surviving the future’s weirdness.

Hurley from Lost is haunted by a string of cursed numbers and a streak of rotten luck that would make anyone question reality. Even when he wins the lottery, disaster follows him to a mysterious island.
His love life is no better-just as things look up with Libby, fate intervenes in the most heartbreaking way. For Hurley, hope and heartbreak are always a package deal.

Chidi from The Good Place proves that indecision can be its own kind of curse-even in the afterlife. His inability to choose lands him in endless ethical dilemmas, both on Earth and beyond.
Trying to do the right thing only seems to make things worse for Chidi and his would-be soulmate, Eleanor. Turns out, being dead doesn’t solve your problems-it just gives you new ones.

Sansa Stark from Game of Thrones endures a relentless parade of betrayals, abuse, and loss. From her father’s execution to her forced marriages, Sansa’s journey is a gauntlet of suffering.
Yet, her resilience is unmatched-she transforms from pawn to queen, but not before fate throws every possible obstacle her way. If anyone’s earned a happy ending, it’s her.

Jesse Pinkman just can’t catch a break in Breaking Bad. Every time he tries to escape the drug world, tragedy drags him back in-losing loved ones and suffering endless betrayal.
His luck is so bad, even his victories come at a brutal cost. Jesse’s journey is proof that sometimes, the universe just has it out for you.

Grey’s Anatomy’s Meredith Grey is a magnet for tragedy-losing family, friends, and lovers in a never-ending soap opera of sorrow. Plane crashes, shootings, and heartbreak seem to follow her everywhere.
Despite the endless drama, Meredith keeps going, showing that bad luck doesn’t have to break you. But seriously, can someone cut her a break already?

Shuri from the Black Panther films faces an avalanche of loss in a short time-her father, her brother T’Challa, and her nation’s stability. Her scientific genius can’t shield her from grief and political upheaval.
In every universe, Shuri’s path is riddled with heartache and impossible choices. Her resilience is inspiring, but her luck? Not so much.

From general to gladiator to ghost in record time, Maximus’s life is the ancient Roman version of a career crisis gone nuclear. Emperor’s son Commodus throws a tantrum, murders Daddy Dearest, and orders Maximus’s family killed, because apparently nepotism wasn’t drama enough.
He survives execution, only to find his wife and kid already lost, then gets sold into slavery and forced to fight for popcorn crowds. Even after finally defeating Commodus in the Colosseum, he croaks mid-victory lap, proving that in Hollywood Rome, you can save the empire but still get zero retirement benefits.

If there’s an anvil to be dropped or a cliff to fall from, Wile E. Coyote will find it with uncanny precision. The Looney Tunes’ most persistent predator has suffered more physical trauma than any cartoon character in history, yet somehow manages to return for more punishment in his endless quest to catch the Road Runner.
Despite his genius-level intelligence and elaborate schemes, poor Wile E. can’t seem to overcome the cosmic law that essentially states: “Whatever can go wrong for the coyote, absolutely will go wrong”.

Debra Morgan from Dexter is surrounded by death and betrayal, often at the hands of those she trusts most. Her love life is a disaster, and her professional victories are always overshadowed by personal loss.
No matter how hard she tries, happiness is always just out of reach. Deb’s journey is a masterclass in tragic timing and rotten luck.

Milhouse from The Simpsons is the quintessential unlucky kid-crushed by bullies, ignored by his crush, and constantly outshined by Bart. His blue hair is iconic, but his luck is notoriously awful.
Every plan backfires, every hope is dashed, but Milhouse never gives up. Maybe that’s the unluckiest thing of all.
Did you notice these MCU characters getting a makeover? Dive into MCU Characters That Were Recast Throughout Time!

Principal Ed Rooney from Ferris Bueller’s Day Off (1986) is always one step behind, suffering slapstick humiliation at every turn. Dogs, mud, and clever teens conspire to ruin his every move.
Despite being right about Ferris skipping school, Rooney’s luck ensures he’s always the punchline. Sometimes, being right is the unluckiest fate of all.
If you feel for these unlucky characters, hit like! Tell us which one you’d want to swap places with in the comments!
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This slideshow was made with AI assistance and human editing.
Lover of hiking, biking, horror movies, cats and camping. Writer at Wide Open Country, Holler and Nashville Gab.
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