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242. Yao Fei Gulong
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243. Johnny Sabatino
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244. Rob Scott
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245. Donovan
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246. Rene Ramirez (Earth-2)
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249. Oswald Loomis
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Those are correct; list updated. Gwyn Davies, who would look a lot like John Constantine if clean shaven, is a current member of the Legends. Anna Loring was created as a stand-in for Jean Loring, who already existed as a separate character. James Zolomon is the father of Zoom. Digsy Foss' husband was made to look like Martin Stein in the Music Meister's reality. Chay-Ara's 19th century reincarnation is for all intents and purposes Cinnamon. Kyle Cushing is Lana Lang's husband on Superman and Lois. For the younger Jonathan Kent (Superman and Lois' son) I am treating the Post-Crisis version as different than the Pre-Crisis (or rather during Crisis) version as the latter was an infant, while the Post-Crisis version is a teen so they can't be quite the same person. This version of Renee Montoya was in a relationship with the original Poison Ivy. Rene Ramirez was the Earth-2 counterpart of Wild Dog. In the comics, Oswald Loomis is the Prankster.
Mabel is worth 5 bonus shots, bring your total to 40.
Looks like I can greatly reduce the file size with no noticeable loss in image quality by converting it from png to jpg.
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Adding letters/number to answers as chosen by Random Number Generator. Letter (*) and number (#) patterns below. If there is a forward slash, the first name is the code name and the second name is the real name (for such characters I'll accept either name). Not every number appears in this collage but every letter does. Obviously if a letter is revealed but not shown for a particular character, they don't have that letter in their name.
The next two letters, in order, are Q & M.
Letters/numbers used so far: ABDEFGHJKLMOQRSTVWYZ13457890
29. Original; federal agent; electrocuted TO*Y K*M
39. Comics; military general; father of counterpart of a main character; Superman's Girl Friend, Lois Lane SAM LA*E (EARTH-TUD##) [LOCKED to new letters; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
40. Original; university professor; betrayed her sister MAEVE *AL [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
41. Original; unrevealed; given age, possible student at some point, otherwise none; son of a main character JO*AS [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
42. Original; assassin; committed suicide to avoid further interrogation THE **KE
57. Original; criminal; henchman to a villain who is the son of a reformed villain *YLA*DER [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
76. Comics characters use code name but none seem to be the basis of this character; criminal; prison escapee *H*MERA
78. Comics; businessman/terrorist; part of a plan to rid the Earth of most of humanity; Green Arrow M*LO ARM*TAGE [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
85. Original; businessman; embezzled about $30 million from a pension plan MAR*US REDMO*D
88. Original; criminal; helped rob seven banks in three states within two weeks SKULL MA* / R**K*E JE*K**S
90. Original but related to character from comics; likely prince; sister was a major villain BRY*LY [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
92. Comics; king; father of #90; Superman Family MAD K**G / BR**Z
96. Original but relative of character from comics; engineer; father of major character QU**Y *. RU*K
98. Original; pilot; father of close friend of major character ***DY S*MO*E'S FATHER
105. Comics; bar owner; some of his customers were killed in a weapons test; Lobo AL *RA*E
109. Comics; former criminal of sorts; courted a major character; Superman M*YZ*TLK
112. Original apparently, though comics characters with same name have appeared; assassin; hired to kill a mayor S**M*TAR
124. Original; soldier (private); killed as part of a plan to frame someone in the theft of weapons *OLL**S
127. Original; toy shop worker; mother of a cast character MARY M*GOWA*
129. Original; temporal agent; hypnotized during a performance review DE*TEL [LOCKED; characters found at time of locking: DEFGHJKLORT345790]
136. Comics; travel enforcement officer; has telepathy and other powers of the mind; Mister Terrific BRA**STORM / DOM**** LA*SE
137. Original; medical doctor/slave trader; sent humans off world MAALDOR*A* DO*TOR
138. Original; student; dated a cast character SHA*E *OLV**
139. Original; fire chief; targeted by #61 RAY*ES [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
143. Original; real estate developer; people died in his buildings due to inadequate heating JOH* ***KEL
148. Original (real name), comics (aliases); vigilante; hero active in the future on a parallel Earth; Green Arrow GREE* ARROW a.k.a. *O**OR HAWKE / JOH* D*GGLE, JR. (EARTH-1#)
150. Original; criminal; injured himself shooting someone he didn't know had powers. U**AMED MUGGER [LOCKED; both remaining characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
151. Comics character with different name; warrior; active in the 31th century in one future under a different name; Legion of Super-Heroes *EST*LE**E
156. Original; high ranking fishing boat worker; brought a main character home after time away *A*TA**
160. Original mixed with mythology; coachman; replaced a Hindu god KAMADEVA / SU*JAY [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
162. Original; district attorney; represented a case against a main character SAM ARMA*D [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
169. Comics (real names may or may not be the same), cryogeneticist, bartender, criminal; romantic interest to cast character; The Flash Annual *H*LLBLA**E / M*RK BLA**E
170. Original; deputy sheriff; in one timeline investigated #122's death *LEME*S
173. Original but related to character from comics; unrevealed; twin sister of a key recurring character ME* [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
177. Original; judge; presided over main character trial HA*KERSO* [LOCKED; bother remianing letters the same; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
188. Original; unrevealed; extra-terrestrial BR*A*
193. Original; orphanage head, foster mother; raised a major character MARY *AV*ER
194. Original; bowler; extra-terrestrial or at least operates outside of Earth MERVE THE *URVE [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
199. Original; medical doctor; treated a cast character KA*LA*
208. Real person (at least going by first name); unrevealed; sought autograph from heroes; does he look familiar somehow? *ARV [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
210. Original, though shares name with comics character; unrevealed; once erroneously believed to have killed a major character *KEL [LOCKED; characters found at time of locking: EFGHJKLORTU3457]
211. Original; bank robber; sent to steal for comics based villain *ERTO [LOCKED; characters found at time of locking: EFGHJKORT345]
212. Original; criminal; prisoner in other dimensional realm S*AR [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
214. Original; therapist for main character W*LES [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
219. Original; criminal; joined major villain's army R***ED
222. Original; pirate; lover of famous pirate A**E QUEE* [LOCKED; all remaing letters the same; characters found at time of locking: ABDEFGHJKLOQRSTVWYZ13457890]
223. Original; film director; did documentary on main character MAR**A *EDOW*TZ
228. Original; crime family consigliere; killed by boss' daughter ***K SALVAT*
229. Original; student; accidentally electrocuted by unconscious friend DAR*A K*M [LOCKED; both remaining characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
232. Original; government agent; from China but killed in New Zealand SE* M**G
236. Original; high school coach; allowed main character to be assistant coach GA**ES
237. Comics; police commissioner; disapproved of main character's actions; Green Arrow BR*A* *UDO*ERDO
238. Mostly comics (real name original but related to character from comics); bank robber; son of #198 A*E / KYLE RESTO*
239. Original; unrevealed; husband of long recurring character RO* [LOCKED; characters found at time of locking: EFGHJKORT345]
248. Original; unrevealed; mother of #122 AMY L* [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
251. Real person; shogun; died ten years prior to real world version TOKUGAWA *EM*TSU [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
252. Original; high priestess; prisoner whose name was used for prison J**DAH KOL ROZZ
253. Original; board member; got major character ousted from company they were running DE***S
255. Original; unrevealed; lives in a Maritimes city *EGGY B*SHO*
256. Original; shopkeeper; active in the near future FEL**
257. Comics (somewhat different name); assassin; second in command in her organization; Batwoman: Rebirth TAT*A*A
258. Comics; military Lieutenant Colonel working for major character; Human Defense Corps RE*O ROSETT*
259. Original; unrevealed; father of #122 LLOYD L* [LOCKED; characters found at time of locking: DEFGHJKLORT345790]
261. Original; criminal turned boxer; wrongly suspected of being a super-villain F*ST / *HR*S MEDLO*K
262. Comics but different name; hitman; hired to spy on main character; Superman DAV*D FUGLESTAD [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
263. Earlier show (different real name); drug dealer; ex-lover of main character; Batman: The Animated Series BABY DOLL / A*GEL*QUE MART** (since the code name is now obvious, I'll need the real name with the answer)
264. Original; bank robber; has fire powers ER*K FRYE [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
265. Comics; apparent criminal; can generate acid; Action Comics A**D MASTER / *H*L** MASTER
266. Comics (comics version unnamed); unrevealed; ex-mistress of #313; unsure, possibly New Year's Evil: Prometheus AMA*DA WESTF*ELD
267. Original; unrevealed, possibly none; engaged to a guy but secretly in love with a woman MS. S***LA*R
268. Original; probably none so far, possibly student; foster daughter of major characters ES*E [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
270. Original; parole officer for main character SUSA* STEVE*S [LOCKED; both remaining letters the same characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
271. Original; member of resistance group; extra-terrestrial *'KEYY [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
272. Comics; probably criminal; extra-terrestrial convict; Superman VARTO* [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
274. Original; soldier; father of cast character JAMES JA*KSO*
275. Original; soldier turned leader of vigilante group inspired by main character AGL**
276. Comics; toy manufacturing company owner; ex-boss of super-villain; Action Comics *HESTER DU*HOLTZ
277. Original; senator with an interest in extra-terrestrials GRA*BERRY [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
278. Original; EMT; could swap people's DNA MELT**G *O**T / MATTHEW K*M
279. Original; attorney; did pro-bono work for company major character worked at A*ASTAS*A
280. Comics; personal physician for major villain; Superman's Pal, Jimmy Olsen DAB*EY DO*OVA* [LOCKED; all remaining letters the same; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
281. Original; philanthropist/clinic owner; wife of major character, mainly seen in photo REBE**A MERLY*
283. Real person; student when last seen; likely later an attorney, philanthropist, and civic leader; former student of major character W*LL*AM GATES, SR. [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
286. Comics; police detective; former work partner of major character; Green Arrow and Black Canary LU*AS H*LTO*
287. Original; influencer; disfigured subsequent to cosmetic surgery K*MBERLY WR*GHT [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
288. Comics; Russian federal agent; investigated by an American agency; Superman: Red Son *YOTR ROSLOV [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
290. Comics but gender swapped and comics version's real name is unknown; drug dealer; can manipulate time; Showcase TURTLE # / FR*DA *OV*KOV (Since the code name is now pretty obvious, please name the real name when answering this one)
291. Original; criminal/double agent; acted as recruiter for her actual organization M**A FAYAD
292. Original; very high ranking poiltician; predecessor killed in alien invasion SUSA* BRAYDE* [LOCKED; both remaining characters the same; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
293. Comics (comics version has different first name); criminal; counterpart of cast character's brother; Justice League of America's Vibe RU*TURE / DA*TE RAMO* (EARTH-#)
294. Earlier character this continuity; none; VR version of cast character ALE* DA*VERS (OBS*D*A* *LAT**UM)
295. Original; banker; saved from building that was blown up G*RY [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
297. Original; mercenary; worked for cast character's mother SHA*E M*K*LLE*
299. Comics; assassin/black ops agent; deserted federal agency she used to work for; Detective Comics O*Y* A*AMS
301. Somewhat based on comics (gender swapped), though another character has the comics version's abilities; quantum engineer/CEO; was replaced by a doppelgänger who posed as her; Animal Man EVA M**ULLO*H [LOCKED; all remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
302. Original; police officer; betrayed his PD to a super-villain JO*ES [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
303. Original; student; wore homemade costumes based on main character L*UR*[LOCKED; both remaining letters the same; characters found at time of locking: EFGHJKLORT3457]
305. Original; high school student seeking university admission HE*RY *EUMA* [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
306. Possible gender swapped version of character from earlier show; biomedical engineer, CEO; mother of cast character; The Flash (1990-1991 series) *ARLA TA**HAUSER
307. Comics; criminal; wrongly imprisoned for false confession; Supergirl MURMUR / M**HAEL AMAR
308. Original; mixed martial arts fighter; affected by a totem being activated *GOR STARROS [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
309. Original; waitress; dropped food and drinks after bumping into co-worker TRA*Y [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
310. Original; singer; from Old West *OWBOY *ARRATOR
311. Original; computer hacker; seduced by someone who killed him K*RBY BATES [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
312. Original; fence; tried to steal from jewel thief *ASS DERE***K
313. Comics (but this name not used in comics); CEO; masterminded an outbreak of tuberculosis; Vigilante JUST** *LAYBOUR*E
314. Comics; unrevealed if applicable; demonic rival to cast character; Hellblazer *AL*BRA**S
315. Original; criminal; worked for comics-based villain EDD*E WAL*Z*K
316. Original; museum curator; super-villain stole necklace she had obtained permission to exhibit *O*A**A
317. Original; maid; murdered by employer GAL**A VE*ED*KTOV
318. Original; shop owner; aunt of super-villain S**EAD
319. Original; drug dealer; sold drugs to cast character JORDA* KER* [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
320. Original; artifacts collector; attacked by super-villain *HR*STO*H BA*KS
321. Original; unrevealed; possible professional fighter; part of super-villain's fight club QU*LL [LOCKED; characters found at time of locking: ABDEFGHJKLOQRSTVWYZ13457890]
322. Original; reverend; arrested villager accused of being a witch *ARSO*S
323. Original; judge; helped send prisoners to death row regardless of guilt or innocence RAYMO*D *ALVER**K
324. Original; unrevealed; was once a potential date for cast character via dating ap *HR*S HAY*ER
325. Likely comics (not DC), different surname; probable student when last seen; went drag racing with boyfriend; Pep Comics BETTY *EAVER [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
326. Original; military sergeant; part of army strike team BATE* [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
327. Original; adventurer; current cast character S*OO*ER / ES*ERA*ZA *RUZ
328. Original; asylum nurse; informed by main and other cast character she was in danger but she realized they weren't entirely telling the truth TA**Y [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
329. Original; some sort of information provider; member of a shadow organization LEV*ATHA* MESSE*GER
331. Original; criminal agent; leader of group within a group; shares surname with a more notable villain *LV*REZ [LOCKED; both remaining letters the same; characters found at time of locking: BDEFGHJKLORTVWYZ1345790]
333. Original; criminal; prison bunk mate for recurring character BO TRAV*S [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
337. Original; criminal/car workshop owner; killed by someone he tried to blackmail DA**EL BURGE
338. Original; serial killer; her son was intially believed by heroes to be the killer *ROM **GHT SLASHER / KATHY MEYERS
339. Comics; bank robber/terrorist; electricity powers; All-Star Squadron DEATHBOLT / JAKE S*MMO*S (since the code name is now revealed, I'll need the real name with the answer).
340. Comics; high priestess; Egyptian who died thousands of years ago; Flash Comics *HAY-ARA [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
341. Comics but spelled slightly differently; village leader; ancestor of a major character; Hellblazer KO*STE*TY* [LOCKED; all remaining letters the same; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
342. Original; probable student when last seen; boyfriend of #325 TO**Y FULLER [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
343. Comics; jewel thief; bonded with alien symbiote; Action Comics ,E*AGER*E / *AMELA FERRER
344. Original; unrevealed; father of #255 TO**Y [LOCKED; characters found at time of locking: BDEFGHJKLORTWYZ1345790]
345. Original; mayor; killed by hero's imposter *EL*A *ASTLE
346. Original; unrevealed; asked reporters to help locate missing son SHARO* *OWELL
347. Original but related to character from comics; physics professor/philanthropist/criminal/engineering professor; wife of major villain MARL*ZE DEVOE [LOCKED; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
349. Comics but gender swapped, so slightly different first name; physical therapist; divorced from cast character; Spectre *AUL HOLT [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
351. Original; prison officer; was fired LARRY *HA**A*
352. Original; high ranking military officer/government agent/criminal; watched cage fight ALE** BUROV
353. Comics, though heavily changed; bodyguard/criminal; arrested for murder; World's Finest Comics A*KOV [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
355. Original, though name might be a nod to two real life people; mayor; surname may refer to actor who was in another Arrowverse show GEORGE DEA* [LOCKED; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
356. Original; unrevealed; was devastated when ex-wife was murdered *HARLES EKED [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
357. Original; criminal; worked for two different bosses (not concurrently) GREG OSBOR*E [LOCKED; characters found at time of locking: ABDEFGHJKLORSTVWYZ13457890]
358. Original; crime boss employee; killed by boss' daughter *AUL *O*A**
359. Original; criminal; part of Chinese crime family L* KHUA* HU* [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLORTVWYZ13457890]
360. Comics, though different but similar real first name; photographer/thief; drawn to shiny objects; The Man of Steel MAG**E / MARGOT
361. Original; scientist; tasked to recreate a virus ROBERT WO*G [LOCKED; characters found at time of locking: BDEFGHJKLORTWZ1345790]
362. Original; member of secret, arguably criminal organization; friend turned enemy of major character ZAMA* DRU*E
363. Comics; hypnotist; worked for major villains; Teen Titans E**GMA / EVELY* RHYME
366. Original; student; helped beat up cast characters T*MMY RYA*
367. Original; reporter; cast character W*LL*AM DEY [LOCKED; both remaining letters the same; characters found at time of locking: ABDEFGHJKLMOQRSTVWYZ13457890]
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I'll pause on adding letters for now as it's getting too easy.
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29. Tony Kim
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39. Sam Lane (Earth-TUD22)
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40. Maeve Nal
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41. Jonas
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57. Nylander
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78. Milo Armitage
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85. Marcus Redmond
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92. Mad King/Brpxz
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112. Scimitar
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127. Mary McGowan
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136. Brainstorm/Dominic Lanse
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137. Maaldorian doctor
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138. Shane Colvin
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139. Raynes
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150. Unnamed mugger
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160. Kamadeva/Sunjay
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162. Sam Armand
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169. Chillblaine/Mark Blaine
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194. Merve the Curve
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214. Wiles
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229. Daria Kim