I stole a list I asked chat GPT (variant) to make a list of possible characters

not 5, not 10, and not 20, but 40 possible matchups, but no connections since I only asked similar to, so it only took claude’s Laid backness, Wits, and tactical mind into consideration

so here is that list, so feel free to argue who is the one for Claude, although you can ignore no 1, and I’ll give a mindlessly somewhat bad or good suggestion for a replacement with some connections

1. Legault (Fire Emblem: The Blazing Blade)
2. Joker (Persona 5)
3. Kazuhira Miller (Metal Gear Solid V: The Phantom Pain)
4. Nathan Drake (Uncharted series)
5. Ezio Auditore (Assassin's Creed series)
6. Han Solo (Star Wars)
7. Captain Jack Sparrow (Pirates of the Caribbean)
8. Tyrion Lannister (Game of Thrones)
9. Flynn Rider (Tangled)
10. Locke Cole (Final Fantasy VI)
11. Malcolm Reynolds (Firefly)
12. Captain James T. Kirk (Star Trek)
13. Malcolm "Mal" Reynolds (Firefly)
14. Captain Jack Harkness (Doctor Who, Torchwood)
15. Artemis Fowl (Artemis Fowl series)
16. Vaas Montenegro (Far Cry 3)
17. Thomas "Tommy" Shelby (Peaky Blinders)
18. Dominic Toretto (Fast & Furious series)
19. Sterling Archer (Archer)
20. Captain John Price (Call of Duty series)
21. Lo Wang (Shadow Warrior series)
22. Malcolm Merlyn (Arrow)
23. Garrus Vakarian (Mass Effect series)
24. Remy LeBeau/Gambit (X-Men)
25. Spike Spiegel (Cowboy Bebop)
26. Alucard (Hellsing)
27. Lelouch Lamperouge (Code Geass)
28. Sterling Malory Archer (Archer)
29. Sterling Archer (Archer)
30. Captain Jack Harkness (Doctor Who, Torchwood)
31. Tony Stark/Iron Man (Marvel Comics)
32. Sherlock Holmes (Sherlock Holmes series)
33. Han Solo (Star Wars)
34. Captain Malcolm Reynolds (Firefly)
35. Geralt of Rivia (The Witcher series)
36. James Bond (007 series)
37. Eren Yeager (Attack on Titan)
38. Gintoki Sakata (Gintama)
39. Kazuma Kiryu (Yakuza series)

40. Nick Wilde (Zootopia)

41. Sans (Undertale) very laid back and fun enjoying characters with creative minds (Sans’s Puns and Claude’s ‘plans’ and ‘tricks’) and even at their most serious (Genocide Route and second half of Three Houses/Hopes) they are still shown to throw some jokes around.

    they also have a preference for ranged weaponry and both are able to fight using magic (while claude doesn’t use magic in canon, he like all the other characters in both games can Reclass into a Class that is able to use magic, and in three hopes he can imbue his bows and other weapons with wind magic)

and also the above characters might not make as much of a good matchup but can still be fun to do.