National Entrepreneurship Month: Know Yourself to Find Your Career Path

I love to talk about business and write about business and be in business. November is National Entrepreneurship Month, which is right up my alley. In honor of the occasion, I’ll be sharing some of my favorite biz tips each week this month.

To understand your calling, you really have to assess who you are and be honest with yourself. What are your passions? What are your strengths? Where is your experience? Dreams are great, but they should be based in something you actually know how to do, or can learn how to do, as well as what you love to do.

I’ve done a lot of soul-searching and I’ve learned a lot about who I am and what I need. I’m a person who really likes structure but needs flexibility. I need to live in a world where no two days are the same, and I need action, but I also need time off. I need extremes. I’m very creative, yet I need to be organized. I have to be in a place where I’m in charge, and I can’t solely work for someone else, although I can work with people. There are a lot of careers I would have enjoyed, and plenty I would have hated, based on these qualities.

In order to do this for yourself, it can help to ask yourself some questions and really think about the answers so you are being honest with yourself. These thirty questions relate to all fields and work environments and help get at your compatibility with other people as well as the level to which you will depend on other people and the kinds of skills you have:

1. Do you consider yourself independent?
2. Do you work better alone or in a group?
3. Do you need to be in charge? Are you a leader?
4. Are you energized by hearing other people’s ideas?
5. Do you need to be alone to process your ideas?
6. Do you dream of working at home, or do you fear you wouldn’t be able to get work done without some oversight?
7. Do you like to leave your work at the office?
8. Do you consider yourself a creative person?
9. Do you consider yourself an analytical person?
10. Are you a neat, even a fastidious person? Does a messy desk make you crazy?
11. Does your office look messy to others, but you know exactly where everything is?
12. Do you believe that there is a place for everything, and everything should be in its place?
13. Does someone else’s mess annoy you?
14. Do you love creating organizational systems?
15. Do you prefer to follow someone else’s organizational system?
16. How do you feel about authority?
17. Do you prefer somebody else to be in charge?
18. Do you work best with guidance or independently?
19. Do you get impatient following the timetables of other people or do you prefer an imposed structure for how and when things happen?
20. Would you be comfortable with all the responsibility and all the liability of running your own business?
21. Do you prefer having assigned tasks, doing them, getting paid, and then going home and enjoying your personal life unrelated to work?
22.Do you need to be able to use your imagination in your work to be fulfilled?
23. What are the things you know you aren’t very good at doing even if you don’t mind doing them?
24. What kinds of tasks really annoy you? Math? Writing? Contracts? Public speaking?
25. Having to come up with new ideas?
26. What would you never do at a job?
27. What are you best at? What are your talents?
28. What do other people always say you are good at?
29. What do you love doing more than anything else?
30. If you could have any career in the world, what would it be?
31. Can you imagine yourself actually having your dream job, or does it seem impossible?

These questions should start to give you direction or clarity about your career path. Maybe you will realize you are already in the perfect job. If not, this might help you start to think about how you could make changes so your career path is headed in the approximate right direction.

This is an excerpt from Skinnygirl Solutions by Bethenny Frankel, available on

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