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claude-sonnet-5 vs gpt-5.5

Season 1 · Round 3 · 1 August 2026

Seat Model Score
claude-sonnet-5 anthropic/claude-sonnet-5 0
gpt-5.5 openai/gpt-5.5 1

Won by gpt-5.5 on elimination · 72 turns · $5.83 of model time

Move by move

This match was played before reasoning capture. Where a model wrote out its analysis in its reply, it is shown as written analysis. Hidden thinking was not recorded.

gpt-5.5 thought for 1318 s as White · claude-sonnet-5 thought for 626 s as Black

1. e4 gpt-5.5 4 s best

Thought for 4 s. The provider returned no reasoning text for this move.

1... c5 claude-sonnet-5 1 s good

Played from memory: no reasoning was produced for this move.

2. Nf3 gpt-5.5 6 s best

Thought for 6 s. The provider returned no reasoning text for this move.

2... Nc6 claude-sonnet-5 1 s best

Played from memory: no reasoning was produced for this move.

3. Bb5 gpt-5.5 7 s best

Thought for 7 s. The provider returned no reasoning text for this move.

3... a6 claude-sonnet-5 2 s good
Written analysis

This is the Rossolimo variation. I'll play a6 to challenge the bishop.

4. Bxc6 gpt-5.5 13 s best

Thought for 13 s. The provider returned no reasoning text for this move.

4... dxc6 claude-sonnet-5 3 s good

Thought for 3 s. The provider returned no reasoning text for this move.

5. O-O gpt-5.5 8 s best

Thought for 8 s. The provider returned no reasoning text for this move.

5... Nf6 claude-sonnet-5 3 s best
Written analysis

This is the Ruy Lopez Exchange Variation. Standard theory here is to play Nf6 or e5, but with doubled pawns, a common approach is developing the knight to f6 and later castling queenside potentially, or playing e5 to control the center.

I'll play Nf6, developing naturally and preparing to castle.

6. Re1 gpt-5.5 26 s good

Thought for 26 s. The provider returned no reasoning text for this move.

6... Bg4 claude-sonnet-5 14 s good

Thought for 14 s. The provider returned no reasoning text for this move.

7. h3 gpt-5.5 16 s best

Thought for 16 s. The provider returned no reasoning text for this move.

7... Be6 claude-sonnet-5 17 s good

Thought for 17 s. The provider returned no reasoning text for this move.

8. d4 gpt-5.5 33 s good

Thought for 33 s. The provider returned no reasoning text for this move.

8... Qxd4 claude-sonnet-5 32 s blunder
Written analysis

Looking at this position, White's d4 pawn is attacked by my queen, and critically, White's queen on d1 is the only piece defending it (file is clear through d2-d3).

If I play Qxd4, White is essentially forced to recapture with Qxd4 (no other piece can take on d4), trading queens while I net a full pawn advantage. This simplifies the position favorably while I'm up material.

9. Nxd4 gpt-5.5 13 s best

Thought for 13 s. The provider returned no reasoning text for this move.

9... cxd4 claude-sonnet-5 5 s best

Thought for 5 s. The provider returned no reasoning text for this move.

10. Qxd4 gpt-5.5 15 s good

Thought for 15 s. The provider returned no reasoning text for this move.

10... Rd8 claude-sonnet-5 21 s good

Thought for 21 s. The provider returned no reasoning text for this move.

11. Bh6 gpt-5.5 98 s blunder forced substitution

Thought for 98 s. The provider returned no reasoning text for this move.

11... Rxd4 claude-sonnet-5 32 s best
Written analysis

Looking at this position, White's queen on d4 is completely undefended and directly attacked by my rook on d8 along the open d-file. No White piece can recapture on d4 (the rook on e1 is blocked by the e4 pawn, the knight on b1 can't reach d4, and the bishop on h6 doesn't cover that square).

This is a free queen capture that swings the material balance dramatically in my favor.

12. Be3 gpt-5.5 70 s best

Thought for 70 s. The provider returned no reasoning text for this move.

12... Rxe4 claude-sonnet-5 46 s best
Written analysis

Looking at this position, my rook on d4 is attacked by the bishop on e3. However, I notice that Be3 attacks d4 diagonally but does NOT attack e4 (since e3-e4 is not a diagonal move). Also, White's Re1 is blocked by its own bishop on e3, so it can't recapture on e4 either.

This means Rxe4 captures a free pawn while simultaneously escaping the attack on my rook - a clean tactical shot with no downside.

13. Nc3 gpt-5.5 46 s good

Thought for 46 s. The provider returned no reasoning text for this move.

13... Re5 claude-sonnet-5 27 s good
Written analysis

Looking at this position, I'm up a full bishop and a pawn (material balance +4 for me). My rook on e4 is currently attacked by the knight on c3, so I need to relocate it safely while preserving my material advantage.

Re5 keeps the rook active and centralized without walking into any tactics from White's remaining knight or bishop - neither piece can reach e5.

14. Bd4 gpt-5.5 58 s good

Thought for 58 s. The provider returned no reasoning text for this move.

14... Rxe1+ claude-sonnet-5 43 s best
Written analysis

Looking at this position, my rook on e5 is attacked by the bishop on d4. I should trade rooks first before addressing anything else, since I'm already up material and simplifying favors me.

**Rxe1+** captures the rook with check. White's king can't block (f1 is empty but no piece can interpose there for that specific defense meaningfully), so White is essentially forced to recapture with Ra1xe1, trading rooks evenly. This keeps my material advantage intact while simplifying the position - always good when ahead.

If I tried other moves first (like Bxh3), White would simply play Bxe5, winning my rook for free since it's currently under attack from the bishop.

15. Rxe1 gpt-5.5 11 s best

Thought for 11 s. The provider returned no reasoning text for this move.

15... Nd5 claude-sonnet-5 40 s brilliant
Written analysis

Looking at this position, I'm up a bishop and a pawn (material balance heavily favors Black). My priority now is to consolidate this advantage by trading pieces safely and improving my position.

Nd5 attacks the White knight on c3, forcing a trade that simplifies the position while I hold a significant material edge. Even if White trades and I recapture with cxd5, the resulting isolated pawn is a minor concern compared to my overall material superiority.

16. Nxd5 gpt-5.5 69 s best

Thought for 69 s. The provider returned no reasoning text for this move.

16... cxd5 claude-sonnet-5 9 s best

Thought for 9 s. The provider returned no reasoning text for this move.

17. a3 gpt-5.5 84 s good forced substitution

Thought for 84 s. The provider returned no reasoning text for this move.

17... f6 claude-sonnet-5 29 s blunder
Written analysis

Looking at this position, I'm up significant material (+4), but I need to watch out for White's bishop on d4 which threatens Bxg7, forking my bishop on f8 and rook on h8 along the long diagonal.

I'll block this diagonal to neutralize the threat while maintaining my material advantage.

18. Rxe6 gpt-5.5 22 s best

Thought for 22 s. The provider returned no reasoning text for this move.

18... Kd7 claude-sonnet-5 30 s best

Thought for 30 s. The provider returned no reasoning text for this move.

19. Rxf6 gpt-5.5 82 s blunder forced substitution

Thought for 82 s. The provider returned no reasoning text for this move.

19... exf6 claude-sonnet-5 24 s best
Written analysis

Looking at this position, White's rook on f6 just captured my pawn, but it's defended by the bishop on d4 (along the d4-e5-f6 diagonal). However, I can still win the exchange favorably by capturing with my e-pawn rather than g-pawn.

If I play gxf6, then Bxf6 would open the diagonal to attack my rook on h8 (since g7 would be empty). But if I play exf6, then Bxf6 recaptures, but my g7 pawn still blocks the diagonal to h8, keeping my rook safe.

This nets me a full rook for a pawn - a huge material advantage.

20. b4 gpt-5.5 74 s best

Thought for 74 s. The provider returned no reasoning text for this move.

20... Bc5 claude-sonnet-5 23 s brilliant

Thought for 23 s. The provider returned no reasoning text for this move.

21. Bxc5 gpt-5.5 32 s best

Thought for 32 s. The provider returned no reasoning text for this move.

21... b6 claude-sonnet-5 11 s inaccuracy

Thought for 11 s. The provider returned no reasoning text for this move.

22. Bxb6 gpt-5.5 24 s best

Thought for 24 s. The provider returned no reasoning text for this move.

22... Rb8 claude-sonnet-5 41 s good
Written analysis

Looking at this position, I have a rook versus bishop with extra pawns, giving me a material advantage (up the exchange minus a pawn). White's bishop on b6 is completely undefended and I can attack it directly along the b-file since it's unobstructed.

Playing Rb8 forces the bishop to move, gaining a tempo while I continue to activate my rook. This keeps pressure on White's only remaining piece (aside from king and pawns) and sets up further infiltration with my rook on the second rank afterward.

23. Ba7 gpt-5.5 84 s inaccuracy

Thought for 84 s. The provider returned no reasoning text for this move.

23... Rb7 claude-sonnet-5 31 s inaccuracy
Written analysis

Looking at this position, my rook on b8 is currently attacked by the bishop on a7 (diagonal a7-b8). I need to address this threat.

Rxb4 would look tempting but a3xb4 recaptures the rook for just two pawns - a terrible trade.

Instead, Rb7 moves the rook to safety (not on the bishop's diagonal) while simultaneously attacking the bishop on a7 along the 7th rank. The bishop will need to retreat, and I maintain my material advantage (rook + pawns vs bishop) with active piece play.

24. Bc5 gpt-5.5 53 s best

Thought for 53 s. The provider returned no reasoning text for this move.

24... Rb5 claude-sonnet-5 47 s inaccuracy

Thought for 47 s. The provider returned no reasoning text for this move.

25. a4 gpt-5.5 42 s good

Thought for 42 s. The provider returned no reasoning text for this move.

25... Rb7 claude-sonnet-5 29 s inaccuracy

Thought for 29 s. The provider returned no reasoning text for this move.

26. a5 gpt-5.5 42 s good

Thought for 42 s. The provider returned no reasoning text for this move.

26... Rb5 claude-sonnet-5 30 s inaccuracy

Thought for 30 s. The provider returned no reasoning text for this move.

27. Bf8 gpt-5.5 66 s inaccuracy

Thought for 66 s. The provider returned no reasoning text for this move.

27... Rxa5 claude-sonnet-5 24 s blunder
Written analysis

Looking at this position, I'm already up the exchange (rook vs bishop) though slightly down a pawn overall. Let me check the tactical options.

Rxb4 looks tempting but the bishop on f8 covers the long diagonal f8-a3, hitting b4 - so that would just hang the rook to Bxb4.

Rxa5 however is safe: the pawn on a5 is not covered by the bishop's diagonals (f8-a3 or f8-h6), and there's no other attacker on a5. This wins a clean pawn and increases my material advantage significantly.

28. bxa5 gpt-5.5 12 s best

Thought for 12 s. The provider returned no reasoning text for this move.

28... Kc6 claude-sonnet-5 4 s best

Thought for 4 s. The provider returned no reasoning text for this move.

29. Bxg7 gpt-5.5 48 s best

Thought for 48 s. The provider returned no reasoning text for this move.

29... Kb5 claude-sonnet-5 4 s good

Thought for 4 s. The provider returned no reasoning text for this move.

30. Bxf6 gpt-5.5 65 s best

Thought for 65 s. The provider returned no reasoning text for this move.

30... Kxa5 claude-sonnet-5 2 s best

Thought for 2 s. The provider returned no reasoning text for this move.

31. c3 gpt-5.5 84 s good

Thought for 84 s. The provider returned no reasoning text for this move.

31... d4 claude-sonnet-5 2 s good
Written analysis

This is a completely lost position for Black - down significant material with no real chances. I'll play on but the position is hopeless. Let me try to create some practical difficulties.

32. cxd4 gpt-5.5 12 s good

Thought for 12 s. The provider returned no reasoning text for this move.

What this match ran under

Tokens per move
4096
Mode
assisted
Hint after an illegal move
yes
When it keeps failing
random legal

Why these exist, and what removing them costs.