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Asking the Right Questions

Don C
2 min readOct 31, 2021

As I continue listening to the audiobook for Tool of Titan by Tim Ferriss. I reached the chapter covering questions he asked himself over the years.

Here is a link to questions he covered: 17 Questions That Changed My Life

The ideas got me thinking of the many times my questions tend to err on the safe side. So I wondered, are the questions I ask myself pushing me along?

Good Questions are Hard

At times, it’s easy to question simple ideas, but questioning core beliefs is challenging. Here are a few questions that jumped out to me.

What if I did the opposite for 48 hours?

The question hit me because I am very routine-oriented. It’s easy for me to keep doing the same thing, day after day. I will be thinking of ways I can step out of the box next week.

What are the worst things that could happen? Could I get back here?

We are all seeking to find the path of least resistance at a deep level. Evaluating the worst possible scenario focused on tangible outcomes can be significant. It’s easy to allow fear to cloud our view of the worst cases.

Am I hunting antelope or field mice?

This one sounds crazy, but the idea is to look at which tasks on a to-do list will make the most significant impact. This is something I am currently working on as part of my critical task plan.

There were many gems in the list of questions. I encourage you to check out the whole list at the link above.

Let me know what your favorite questions are to ask?

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Don C
Don C

Written by Don C

I help busy entrepreneurs & creators build personal brands without sacrificing freedom. | 1M+ impressions on 𝕏 and LinkedIn.

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