How confident do you feel in your ability to take on a variety of roles—marketing, business management, accounting, etc.?
Do you work well alone?
What is your comfort level in promoting your skills or services in a networking setting?
Do you find yourself coming up with and pursuing new initiatives, or would you rather wait for direction before acting?
How comfortable are you reaching out to a network of peers or contacts to establish meaningful and lasting relationships?
Are people in your life aware of the affect a drastic change in your lifestyle, career path, or financial stability may have?
How confident are you in your skills and expertise?
How do you manage your time?
How do you handle stress?
Are you ready to go independent?