Queen tier · Calculating Beast · plays the Caro-Kann Defense
Alessandro is a calculator first and everything else second. At 62 he still sees forcing lines deeper than most masters half his age, and he would rather count to the end of a sequence than trust a general principle. His choice of the Caro-Kann looks like a contradiction until you watch him play it: he lets White take space and attack, because he is confident that his calculation will find the defensive resource when the moment comes.
He is at his best when the position is concrete. Sacrifices, pins, checks and captures are his natural habitat, and an opponent who launches an unsound attack against his solid pawn chain usually ends up a piece short. What makes him uneasy is the opposite: a slow squeeze with no forcing lines at all, where every move is a small judgement call and there is nothing for his calculating engine to grip. Long manoeuvring phases are where he tends to drift.
At 2262 ELO, Alessandro plays at master strength. Outright blunders are rare, so you need a sound opening, a clear plan and accurate calculation in sharp moments. A draw against him is a good result; a win means you played a very good game.
Alessandro answers 1.e4 with the Caro-Kann, 1...c6 and 2...d5. In the Classical line they take on e4, develop the light-squared bishop to f5 before playing ...e6, and meet h4 with ...h6. It is a solid, low-risk setup with no weak pawns.
1.e4 c6 2.d4 d5 3.Nc3 dxe4 4.Nxe4 Bf5 5.Ng3 Bg6 6.h4 h6 7.Nf3 Nd7 8.h5 Bh7 9.Bd3 Bxd3 10.Qxd3 e6
Learn it move by move: Caro-Kann Defense walkthrough
Alessandro teaches you to win without forcing play: building a small positional edge and nursing it until the defender runs out of good moves.