Before I start, I should note that This Is Endless did its own Lost bracket, and it's not a bad one. But it's only 32 characters so there's a little room for improvement. I go big or go home. Without further ado, it's time to present my own list of candidates.
ISLAND REGIONAL
(1) Jack vs (16) Bram
(2) Juliet vs (15) Polar Bear
(3) Sun vs (14) U.S. Marshal Edward Mars
(4) Faraday vs (13) Naomi
(5) Boone vs (12) Roger Linus
(6) Lapidus vs (11) Horace Goodspeed
(7) Jacob vs (10) Mikhael
(8) Libby vs (9) Ilana
LOS ANGELES REGIONAL
(1) Locke vs (16) Mr. Paik
(2) Ben vs (15) Goodwin
(3) Desmond vs (14) Cindy
(4) Michael vs (13) Arzt
(5) Richard Alpert vs (12) Paolo
(6) Ana Lucia vs (11) Vincent
(7) Christian Shephard vs (10) Keamy
(8) Bernard vs (9) Widmore
SYDNEY REGIONAL
(1) Sawyer vs (16) Dogen
(2) Hurley vs (15) Karl
(3) Charlie vs (14) Abbadon
(4) Claire vs (13) Aaron
(5) Shannon vs (12) Nikki
(6) Walt vs (11) Radzinsky
(7) Rousseau vs (10) Pierre Chang
(8) Rose vs (9) Alex Rousseau
ANN ARBOR REGIONAL
(1) Kate vs (16) Pickett
(2) Sayid vs (15) Nadia
(3) Jin vs (14) Sarah Shephard
(4) The Smoke Monster/Man in Black vs (13) Phil
(5) Mr. Eko vs (12) Ethan Rom
(6) Miles vs (11) Eloise Hawking
(7) Charlotte vs (10) Tom Friendly
(8) Penny vs (9) Anthony Cooper
First four out: Caesar, Helen Norwood, Frogurt, David Reyes
This is a snake-seeded bracket, so that the strongest #1 seed plays the weakest #2 seed and so on. Characters portrayed by the Smoke Monster count as that character. Preference in seeding is given to the number of episodes a character has appeared in, with weighting so that fan favorites and those from earlier seasons get higher placement.
I like some of my flukey first-round pairings; Sayid vs Nadia and Claire vs Aaron are entirely coincidental.
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