Painful Questions We All Have To Ask If We Want To Live A More Genuine Life

Regular Guy
2 min readJun 2, 2019

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What do you want out of life in the long term?

Do you want to stay in this job your whole life? Do you like what you do on a daily basis? Do you want to live your whole life in this city? What brings you joy? When you’re at the end of your life and look back, what are going to be the things that you’re going to think about and say, that was worth it, and I’m glad I did it?

What would you do if money wasn't a priority?

Would you stay at your job even though you hate it? Would you finally be genuine with the way you live? What’s worse, a less productive society, or a society that shows up at work with nervous ticks and basically dead inside every morning?

What if there was no meaning to life?

What if you weren’t that special after all? Wouldn’t it all be easier? Wouldn’t you be more open to failure? Wouldn’t you finally stop pretending?

If you died today, would you be okay with it?

What goals would you have accomplished? What would you’ve done differently? What would you do again? What meaning did your life have? Was so much pain necessary? Did you take yourself to seriously? Who are you now that you’re dead? Who were you? What will you miss? What were the most important things in your life? Did you appreciate them enough? Why didn’t you forgive him? Doesn’t everything suddenly seem so silly?

How much of your life do you really control?

How much of your decisions are driven by other people’s opinions? How much of them are driven by your emotions? What percentage of your life is decided by luck? Do you really have 100% control over anything at all? Is that even possible?

When is it ever going to be enough?

When will you finally be satisfied with what you have? What’s it going to take for you to finally be at peace with yourself? What are you waiting for to live fully? But most important, what are you waiting for to live genuinely? Why do you run from pain when you know it’s a lost race? …

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