Personal Strategic Direction Questions

Ask yourself the following questions, remember to be honest with yourself when answering.   When you have finished writing your answer read them.  Is that the life you want?  If so, go after it.

How important is balance of life? How do you balance personal and business life?

If you had unlimited resources (money, time, people) what changes would you make at your current job/company?

What concerns do you have with your current work situation?

What is your greatest talent?

What do you enjoy most about what you are doing?

What kinds of roles have you been able to learn quickly?

What kinds of activities come easily?

What is your greatest personal satisfaction?

What do you find fulfilling?

What is the biggest highlight in your career? What are you most proud of?

Have you invested in any formal personal growth and development since graduation?

What was the most valuable thing you learned in your educational experience?

How do you set priorities?

What is your interpretation of success?

What do you not like about your current job situation?

At what age would you like to retire?

In current dollar terms, how much annual income would you need to live comfortably at retirement?

What one or two sentences would you want people to use to describe your career when you retire?

A week has 168 hours. How would you ideally like to apportion those 168 hours?

Work                                       ________

Family                                     ________

Exercise                                  ________

Faith                                        ________

Community Citizenship     ________

Leisure                                    ________

Sleep                                        ________

Total                                                 168

Which would you prefer?

Make 50% more annually and work 70 hours per week

Make 25% more annually and work 60 hours per week

Make your current compensation and work 50 hours per week

Make 75% of your current compensation and work 40 hours/wk

In terms of number of employees, what would be the ideal size of the company you would like to lead?

Describe your ideal life on December 31, 2030. Include your ideal life both in business and personally. Think about all aspects: health, relationships, emotional, spiritual, intellectual and financial.

Who are you with?

What are you doing?

Where are you?

What do you have?

What do you want to experience?

How far away from your ideal life are you?  What are you doing about that?


Dave Baney is the founder and CEO of 55 Questions, LLC.  We work with successful top executives with a driving ambition to crush their competition.  We help CEOs and Entrepreneurs improve alignment, communication and accountability throughout their organization.

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