Kicktastic Blog

14 Questions for Deciding What to Do Next

Austin Church

by Austin Church

Aug 10, 2013


“If a man knows not what harbor he seeks, any wind is the right wind.”

~ Lucius Annaeus Seneca

When we polled Kicktastic members awhile back, a good number of them confided that they needed help deciding what to do next.

Sometimes success can lead to inertia: “If it's not broken, why fix it?” Sometimes failure can paralyze us: “Remember what happened last time? We can't take afford another big loss like that."

So we wait. We hedge our bets. We strategize.

And the Christmas lights strung up in the rooms of our hearts go out, strand by strand. 

Now I'll be the first to tell you that finding work that makes you glad, work that challenges and moves you, is a first-world problem—a precious gift and privilege. 

Privileged though we are, we still need to exercise our freedom for the good of others! 

Do you want to look back on a life of playing it safe? Do you want comfort or adventure? Do you want to spend your days feeding a false sense of security or finding your true purpose?

Life isn't safe. Business isn't safe. Relationships aren't safe. In fact, the world is a broken, chaotic place.

Those of us who are in the process of deciding what to do next aren't any less afraid most of the time. We have just realized that we stand to lose more to comfort and security than we ever would have lost to failed ventures and bad investments. 

Your life is waiting. 

My friend Carl Smith has a lot to say on the subject. Most of the questions below came from his workshop at ConvergeSE 2013, “Your money or your life? Designing a business that won't kill you.”

Answer these questions below honestly, come up with a plan, and work on it fifteen minutes at a time.

  1. Why am I not doing what I want to do?
  2. What is stopping me right now?
  3. What am I afraid of?
  4. Why isn't my work great right now?
  5. For what do I receive praise?
  6. Who can call B.S. on me?
  7. If time and money didn't matter, what would I spend my days doing?
  8. How do the things I want to do benefit others?
  9. Does it feel good?
  10. What happens if I choose this?
  11. How does this affect the people in my life?
  12. What are the things you have to do?
  13. How am I currently wasting time?
  14. What path makes the better story?

Choose your harbor, then pick your wind. And give up control as quickly and as often as you can.

What do you want to accomplish in the next six weeks? Share in the Comments section below.

Categories: Complete Elephant, Growing | Tags: deciding what to do next

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