Cultivate [...] that on the margin you are always going to underestimate the value of long term investment in habits and virtue cultivation
Why though? Shouldn’t you recalibrate immediately to make this no longer predictable? Or is such recalibration the meaning of the quoted sentence? In that case, why phrase it so, it seems to risk overcorrection, not noticing when the opposite advice becomes relevant, or else requires undue caution in following your own advice, at which point it becomes a self-fulfilling flaw/advice combo? (Following the advice cautiously ensures that the flaw is not fully removed, and so the advice remains relevant.)
Why though? Shouldn’t you recalibrate immediately to make this no longer predictable? Or is such recalibration the meaning of the quoted sentence? In that case, why phrase it so, it seems to risk overcorrection, not noticing when the opposite advice becomes relevant, or else requires undue caution in following your own advice, at which point it becomes a self-fulfilling flaw/advice combo? (Following the advice cautiously ensures that the flaw is not fully removed, and so the advice remains relevant.)