I realized after posting, I will try and find some past examples to show you my though process in a given game and if I was correct or not @ghost_of_pushwood
Pawn Pushing


Didn't look at the whole game, but in the future, you should play either 3. Nc3 or 3. e5 against the Caro-Kann defense (1. e4 c6 2. d4 d5).

Comes with experience, but I can at least confidently say that pawn pushing early on normally doesn't do much good if you aren't yet developed. After development though, it's all about pushing at the right time. An example of when it's good to push is when your opponent castles on the opposite side, where it ends up being a race to see who can get to the opponent's king with pawns first.

Now, when I am castled opposite and it becomes a race to the opponents king, should I simply drive my h pawn up the file, if its stopped begin moving my g pawn? Or should I move the f2-g2-h2 pawns as a unit, staggering them to keep a strong chain?

I normally just unleash the h pawn since the rook will be supporting it anyway to create a weakness in the opponent's structure, then launch the g and f pawns. Just an attacking idea though, can change based on the position at hand

discounting most of the moves and the position you had, if you just look at the little piece of board, g6 would have been a better move than h6. You allowed him to tie up the pawn structure with g6. You can now play a pawn break of h6 later. I'm not really looking at tactics here either just stategically wise locking up you pawns infront of your opponents king typically stops your attack.

100% agree with you, Jonathan, I'm just such a tactics-based player that the idea of limiting my opponent's king's squares for a checkmate comes naturally to me. I must concede that g6 is going to more likely than not be the correct move to break the opponent's king's pawn structure.

Wow, I completely missed those opportunities, thank you for pointing them out to me @ghost_of_pushwood and @corum
When and how does one decide its time to push pawns/ pawn storm? How does one do so? In the past I have tried my best to get some attack going, pushing my pawns further up the ranks towards the opposing king, but it always seems to fizzle out, I lose the pawns, or the positions simply becomes closed. Generally I will begin with h5 then attempt to move g5, g6, then continue the 2-pawn storm, or 3-pawn if the f pawn is available. Is this correct? Or is this too slow and easy to counter? Should I just aggressively throw the h pawn up the ranks and if its stopped in its tracks follow up with the g pawn? Any advice is helpful, thanks.