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going for what you want is more important than getting it
The speaker suggests that instead of making a massive leap from a low position to the ultimate goal, it's beneficial to chunk up the progression. By making smaller jumps and finding satisfaction in each step, one can stretch out the sense of progression. The speaker emphasizes that trajectory is more important than position and advises against winning the lottery, as it would be the most amazing and most terrible day, making it hard to surpass that level of achievement. The key insight is that the trajectory of continuous progression is more important than the final position achieved.