Jon Speelman: Reasonable doubt

by Jonathan Speelman
2/2/2025 – When should you take the plunge on a risky move? GM Jon Speelman explores this question by diving deep into a single position from his recent 4NCL game against IM Richard Palliser. Analysing a critical moment in the Caro-Kann, Speelman weighs the dangers of a bold knight leap and the fine margins between courage and calamity. His conclusion? Sometimes, the gamble is worth it — especially if the worst outcome is losing in style.

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Trust yourself

[Note that Jon Speelman also looks at the content of the article in video format, here embedded at the end of the article.]

This month I'm looking at just a single game and indeed really just a single position in detail in order to consider when it is reasonable to play a move if you have some suspicion that it might lose.

It's from the 4NCL last weekend, where on the Sunday I was Black against Richard Palliser, a strong IM who is the editor of CHESS Magazine, writes for Popular/Everyman Chess and was the next really strong chess player to follow me at Worcester College Oxford.

The game is an exf6 Caro-Kann in which, having edited some analysis recently, Richard decided to play an immediate Be3, a move championed by Wesley So amongst others, which aims to play c2-c4 in one move, rather than going c2-c3 and c3-c4 later.

The full game appears, of course, in the pgn, and I have no great pretensions about the accuracy of our play up to this diagram, where I had to decide whether I could play 13...Ne6.

Palliser v. Speelman
Black to play

I wanted to play ...Ne6 because I was put off by 13...Bd7 due to 14.Bg5 Qg6 15.Bf4 Bxf4 16.Qxf4 when the move I wanted to play, ...Ne6, loses a pawn to 17.Qxf5 since none of the tactics work for Black. But actually engines don't much mind 16...Rac8 rather than 16...Ne6, or indeed 13...h6 instead of 13...Bd7.

In any case, I started looking at 13...Ne6 and in the way of the world, neither Richard nor I noticed 14.Ng3, which is actually quite dangerous. In our defence, we are carbon-based and it was Sunday morning. The game continued as expected: 14.d5 cxd5 15.cxd5 Nc5, and Richard played the very natural 16.Bg5 Qg6 before he had to make a massive decision.

White to play

White has a single move before Black can connect his rooks and get a very decent position, so you have to look at the only move which gains a tempo: 17.Nf4.

When I first looked at Ne6 I thought, "Oh blast" (other expletives are available and more verisimilitudinous), because of 17...Qxg5 18.Rxf8+ Kxf8 19.Ne6+, but then I realised that ...Nxe6 defends the queen and wins.

I carried on looking and found 20.Ne6 Nxe6 21.dxe6 Qxd2 22.e7, which is a lovely idea, but luckily for me, loses outright to 22...Qe1+ 23.Bf1 Qxe7!.

And I explicitly analysed one other line - 20.b4 Nxd3 21.Rxf8+ Kxf8 22.Ne6+ Bxe6 23.Qxg5 Bxd5 24.Qxf5 Re8! 21.h3 (actually the engines prefer h4) 21...Be4 - which I thought should be winning for Black, though in fact after 26.Qd7 Ne5 27.Qd4 Nc6 28.Qc5+ Ne7 29.Qxa7 b5 White is fighting. In any case, Black is trying to win, so there is absolutely no reason not to allow Nf4.

I did also notice that White might have 20.d6 (see next diagram) to threaten 21.Nd5 and this is, in fact, the correct move, but I thought that h6 was probably a decent defence and that, given that I started a whole piece ahead, I ought to have something reasonable. If he did have some beautiful forced win and found it, then I would lose a splendid game, but it seemed a decent gamble that this wouldn't happen. There was reasonable doubt about White's winning chances, so I played the move that I wanted to.

Analysis diagram
Black to play

Here Black has three main moves: ...h6, which was my first thought though of course I hadn't yet noticed the Ng6 trick, ...Qf6 and ...Nxd3. In fact, all three seem to lead to defensible positions, which I suppose vindicates my judgement that I wouldn't be losing if he played Nf4.

After a long think, Richard, I'm sure reluctantly, abandoned Nf4 in favour of the sensible move Nd4. I thought I'd get some advantage afterwards, but in fact it was equal, and there was one move later, when I pressed my luck and he could have got some advantage. Having realised this, I hastened to exchange queens and offered a draw - which he accepted.

The main lesson today is to trust yourself. Even if your opponent has a very dangerous-looking line you can try to analyse it to the best of your ability to decide whether you have a defence and if you believe so and it's really the move you want to play, then perhaps you should do so. The worst that can happen is that you lose a brilliancy.

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1.e4 c6 2.d4 d5 3.Nc3 dxe4 4.Nxe4 Nf6 5.Nxf6+ exf6 6.Be3 Bd6 7.Bd3 0-0 7...Bf5 was possible at several moments, but to be honest I simply didn't notice. 8.Ne2 Na6 9.a3 9.c4 Bf5 10.Bxf5 Qa5+ 11.Qd2 Qxf5 12.0-0 Rfe8 9...Re8 9...Bf5!? 10.0-0 Nc7 11.c4 f5 12.Re1 Qf6 13.Qd2
13...Ne6!? Of course I saw Nf4 and hoped that it didn't work after looking at a few variations. 13...h6 14.Bf4 Bxf4 14...Bd7 15.Bxd6 Qxd6 16.Qf4 Qxf4 17.Nxf4 Ne6 18.Bxf5 Nxf4 19.Bxd7 Red8 15.Qxf4 Re7 13...Bd7 14.Bg5 Qg6 15.Bf4 Bxf4 16.Qxf4 16.Nxf4 Qd6 16...Ne6 17.Qxf5 14.d5 14.Ng3 f4 14...g6 15.d5 cxd5 16.cxd5 Nc7 15.Nh5 Qh4 16.Bxf4! 16.Nxf4 Ng5! 16...Be7 17.d5 17.Re3 Qxh5 18.Rh3 Nxf4 19.Rxh5 Nxh5 20.Re1 Nf6 17...cxd5 18.cxd5 Qxh5 19.Re5 Qh4 20.Bg3 Qh6! 20...Qf6 21.dxe6 Bxe6 22.Rh5 h6 23.Be5 21.Qd1 g6 22.Bc4 Bf6 23.dxe6 Bxe6 24.Bxe6 fxe6 25.Re2 14...cxd5 15.cxd5 Nc5 16.Bg5 16.Bc2 Bd7 16...Qg6
16...Nb3?? 17.Nd4! 17.Nd4 17.Nf4 Rxe1+ 18.Rxe1 Qxg5 19.Re8+ Bf8 20.d6!
Black now has three reasonable tries: ...h6, which was my first thought, ...Nxd3 and ...Qf6. 20.Ne6 Nxe6 21.dxe6 Qxd2 22.e7 Qe1+ 23.Bf1 Qxe7! 20.b4? Nxd3 21.Rxf8+ Kxf8 22.Ne6+ Bxe6 23.Qxg5 Bxd5 24.Qxf5 Re8! 24...Be4!? which I've only just noticed now a week later 25.Qxe4 25.Qd7 Re8 transposes at best: 26.f3 Bf5 27.Qd6+ Kg8 28.g4 Bg6 29.h4 29.Qd7 Re1+ 30.Kg2 h5 31.gxh5 Nf4+ 32.Kf2 Re2+ 33.Kg1! 33.Kf1 Bd3 29...Ne5! 25...Re8 26.Qxd3 Re1+ 27.Qf1 Rxf1+ 28.Kxf1 Ke7 29.Ke2 Kd6 30.Kd3 Kd5 is a better pawn ending for Black - apparently drawn. 25.h4 Be4 looks winning to me 26.Qd7 Ne5 27.Qd4 Nc6 28.Qc5+ Ne7 29.Qxa7 b5 20...Qf6! 20...h6 was my first thought, but of course I didn't see the Ng6 idea from afar. 21.Qe3! 21.h4 Qf6 21...b6 21...Nxd3? 22.Nxd3 Qxe3 23.fxe3 g5 23...a6 24.d7 Bxd7 25.Rxa8 Bc6 26.Ne5 24.d7 Bxd7 25.Rxa8 22.h4 22.Qe7? Qxf4 22...Qxh4 23.Ng6‼ 23.Qe7 Qxf4 24.Rxf8+ Kh7 25.Rxf7 Qc1+ 26.Bf1 Ne6 23...fxg6 24.Qe7 Qf6 24...Qxe7 25.dxe7 Nd7 26.Rxf8+ 26.Bc4+ Kh7 27.Rxf8 26...Nxf8 27.e8Q 25.Bc4+ Be6! 26.Bxe6+
Line starting with ...h6. 26...Kh7 26...Nxe6 It takes a moment even for Stockfish to realise that this is playable for Black. 27.Rxa8 Qxb2 28.Qxe6+ Kh7
and it turns out that the threat of perpetual check is sufficient to save the game. 29.Qc4 b5 30.Qd3 Qc1+ 31.Qf1 Qxf1+ 32.Kxf1 Bxd6 33.Rxa7 g5 34.Ra5 h5 35.Rxb5 Bxa3 36.Rxf5 Kh6
27.Qxf6 Rxe8! 28.Qf7 28.d7 Nxd7 29.Qf7 Nf6 28...Rxe6 29.Qxf8 Nd7 30.Qa8 Rxd6 31.Qxa7
This looks scary to me because White should in principle be able to create a passed pawn - it is true that it will be hard to sacrifice the knight to get it - but the engines tell me that Black has enough counterplay on the kingside. 31...Rd1+ 32.Kh2 Rd2 33.b4 33.f3 Ne5 34.Qxb6 Nxf3+ 35.Kg3 Ne1 36.Qg1 36.Qe3 36...Rxb2 37.Qxe1 Rb3+ As a trivial draw. 33...h5 34.a4 Ne5! 35.Qxb6 Ng4+ 36.Kg3 g5
is apparently holding!
20...Nxd3 I hadn't realised that this was possible because I'd missed f6, but if I'd reached the position after d6, I might have noticed and would certainly have been at least somewhat attracted to Nxd3 since it's so forcing. However, I would have been scared by the line in which Black's queen is sidelined on h5. 21.Nd5 f6! 21...h6!? 22.Qxg5 hxg5 23.Ne7+ Kh7 24.Rxf8 Ne5 25.Kf1 a5 26.b3 Of course this would be terrifically hard to assess during the game. Stockfish is giving it as close to winning for White 22.Qxd3 22.f4 Qh5 22...Nxf4? 23.Nxf4+- 23.d7 Bxd7 24.Rxa8 Nc5 25.b4 Kf7 25...Qf7 26.bxc5 h6 26.Nc3
Line starting with d6 Nxd3. Apparently this is quite good for Black, but of course you'd be scared. 26...Be7 26...Qg4 27.h3 Be6 28.bxc5 Bxc5+ 29.Kh2 Qh4 30.g3 Qh5 31.Qd8 Kg6!
22...Qc1+ 23.Qf1 Qc5 23...Qxf1+ 24.Kxf1 Kf7 25.d7 Bxd7 26.Rxa8 24.Nc7 Kf7 24...Qc6 25.Qd1 Kf7 26.Qh5+ Kg8 27.Qd1 Kf7 28.h4 Qxd6 29.Qb3+ Kg6 30.Nxa8 Bd7 31.Re1 Bc6 25.Qd1 Qxd6 26.Qb3+ Kg6 27.Nxa8 Bd7
Line starting d6 Nxd3. I'd be much more comfortable here than with the black queen on h5, even if it is allegedly somewhat better for White.
20...b5? 21.Nd5 f6 22.f4 Qh6 23.b4 Nd7 24.Qa2 Kh8 25.Ne7 21.d7 Nxd7 22.Nd5 Qd6 23.Bxf5 b5!
Line starting d6 Qf6. The knight needs the b6-square later 23...b6 24.Ne7+ Qxe7 25.Rxe7 Bxe7 26.Qd5 Rb8 27.h4 Nc5 28.Qe5 23...g6? 24.Bxd7 Bxd7 25.Rxa8 Bc6 26.Qb4 With the b-pawn unmoved, the rook isn't loose. 23...h6 24.Bxd7 Bxd7 25.Rxa8 25.Ne7+ Qxe7 26.Rxe7 Bxe7 27.Qxd7 Rd8 28.Qa4 b5 29.Qc2 a6 25...Bc6 26.Qb4 Qxd5 27.Qxf8+ 27.Rxf8+ Kh7 28.Qg4 h5 27...Kh7-+ 24.Ne7+ 24.Bxd7 Bxd7 24...Qxd7 25.Qg5 Qxe8 26.Nf6+ Kh8 27.Nxe8 Bd7 28.Nc7 Rc8 25.Ne7+ Actually comes to the same thing. 25.Rxa8 Bc6 25...Qxe7 26.Rxe7 Bxe7 27.Qxd7 Rd8 28.Qg4 Rd2 28...b4 29.a4 b3 30.Qf3 a5 28...g6 29.g3 a6 30.Qe4 Bf8 31.Qb7 Rd6 32.Kg2 Re6 32...Rd2 33.b4 Rd6 34.Kf1 34.f4 Rd2+ 35.Kf3 35.Kh3 Rd6 36.g4 35...Ra2 36.Qxa6 Bxb4 34...Rd1+ 34...h6 35.Ke2 Kg7 36.f4 h5 37.h3 Rf6 38.Ke3 Bd6 39.Ke4 h4 40.Qxa6 hxg3 41.Kf3 Bxf4 42.Qxb5 Be5+ 35.Ke2 Ra1 36.Qf3 a5 37.bxa5 Rxa3 38.Qa8 b4 39.a6 b3 40.Kd2 28...Bf6 29.b4 g6 30.h4 h5 31.Qf3 Kg7 32.Qb7 Rd1+ 33.Kh2 Rd3 33...Bd4 34.Qd5 34.Qxa7 Bd4 35.Qb7 Bxf2 36.Qxb5 Rxa3 37.Qe5+ Kg8 38.Qb8+ Kg7 39.Qf4 Ba7 40.Qc7 Rb3 28...a5? 29.g3 Bf8 30.Qf5 Rb8 29.Qc8+ Bf8 30.Qc1 24...Qxe7 25.Rxe7 Bxe7 26.Bxd7 26.Qd5 Rb8 27.h4 Doesn't work because of Nb6 - the reason that Black had to play b5 rather than b6. Nb6 28.Qe5 Rb7 29.Qxb5 Bxf5 30.Qxf5 26...Bxd7 27.Qxd7 Rd8! 28.Qg4
Main line after d6 Qf6. Black is very active here and without accurate play should have no serious problems.
17...Bd7 18.Bc2 Ne4 18...Rxe1+ 19.Rxe1 Ne4 20.Bxe4 fxe4 21.Bf4 Re8 22.Ne6 19.Bxe4 fxe4 20.Bf4 Rad8 21.Ne2
21...Bb5 22.Nc3 Bd3 23.Bxd6 Qxd6 24.Qe3 b6 24...a5! which I didn't even consider is much more forcing, though White should still be okay. 25.f3 f5 26.Qd4 b5 27.Rad1 27.fxe4 fxe4 28.Rad1 Qf6 27...b4 28.axb4 axb4 28...Qxb4 29.Qxb4 axb4 30.Na2 29.fxe4 29.Na2 Rb8 30.Nc1 Bc2 31.Rd2 b3 29...bxc3 30.Rxd3 cxb2 31.Qxb2 fxe4 31...Rxe4 32.Qc3 Qb6+ 33.Kh1 Qf6 34.Qc1 Rxe1+ 35.Qxe1 Qd6= 32.Rd4 Qc5 33.Rc1 Qa7 34.Ra1 25.Rad1 f5 26.Qd4
26...Kf7?! A really stupid move in conjunction with the next. 26...Qg6 27.Qe3 h6 28.h3 Kh7 29.Ne2 Bxe2 30.Rxe2 Qd6 27.f3 Qf6? I did see Qa4 but he was short of time, and I believed (hoped) that I'd be okay partly because I'd forgotten that neither Kg6 nor Kg8 as a possible reply due to Rxd3. 27...Qc5! 28.Qf2?! 28.Qa4! Qd6 29.fxe4 fxe4 30.Nxe4 Qxd5 31.Qxa7+ Rd7 32.Qa4 Rde7 33.Ng5+ Qxg5 34.Qb3+ Kf8 35.Rxe7 Qc5+ 36.Kh1 Qxe7 37.Qxd3 Qe1+ 38.Qf1+ Qxf1+ 39.Rxf1+ Kg8 40.h3 40.a4 Re3 41.Rb1 Rb3 42.Kg1 h5 42...Kf7 43.Kf2 Ke6 44.Ke2 Kd5 43.Kf2 40...Re2 41.Rb1 b5 And with such an active rook, Black should be in no real danger. 28...Re7 29.fxe4 fxe4 30.Qe3 Qd6 31.Rd2 Qc5
Here I offered - and he accepted - a draw in what is a a balanced position.
½–½
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WhiteEloWBlackEloBResYearECOEventRnd
Palliser,R2369Speelman,J2497½–½2025B15Round 4: Palliser, Richard J D - Speelma4.2

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Jonathan Speelman, born in 1956, studied mathematics but became a professional chess player in 1977. He was a member of the English Olympic team from 1980–2006 and three times British Champion. He played twice in Candidates Tournaments, reaching the semi-final in 1989. He twice seconded a World Championship challenger: Nigel Short and then Viswanathan Anand against Garry Kasparov in London 1993 and New York 1995.

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