Will there ever be a point you'll be content with yourself?
Likely no, but that's part of the fun. Improvement never ends.
If I'll ever reach 1800 in Live Standard, I'll say to myself: Boy, you went places ... and then get myself a beer out of the fridge.
What's the barrier in your Chess career which you will need to cross to be actually proud of yourself?
Every 100 points is a small victory, and I can take some pride in those milestones. 1800 is class A... which is the first letter in the alphabet, so that's a good one. Bigger is 2000 because the first number is different. Even bigger is 22/2300 because you can call yourself a "master." And of course each title after that.
I remember thinking... if I can only make it to 1300 I could stop caring about improvement. Man, those 1300s really know how to play. Well 1300 came and I realized how little I still knew. On to 1500! etc.
If I'll ever reach 1800 in Live Standard, I'll say to myself: Boy, you went places ... and then get myself a beer out of the fridge.
What's the barrier in your Chess career which you will need to cross to be actually proud of yourself?