Some explanations of yak shaving split it into a complex form of procrastination and also necessary annoyances - friction - obstacles.
Sharpen your Tools often falls into the latter category, and it's always useful to question whether those 'necessary annoyances' are actually necessary.
It is, like you say, not always necessary to tackle those annoyances right now. But it is a situation where both the Campsite Rule and the Rule of Three have some domain. As a person whose entire job is about writing code to replace tedious and error-prone human tasks, you need to interrogate yourself any time you start thinking, "This is my life now." Because if anyone has the power to say 'no', it's us.
It's always worth spending 12-15 minutes most times you do a task that you have to do over and over again in service of trying to reduce the task from ten minutes to five or to zero. The reward for engaging in the task more fully rather than putting it off until it has to be done is that you're working toward a day when maybe you don't have to do it at all (you've automated it entirely or you've made it straightforward enough to delegate).
Hal's example is so funny because he's using both arms to scoop in everything from Column A and Column B at the same time. Everybody gets a laugh. A couple of those tasks actually had to be done. A couple could have gone on the shopping list.