The Most Informative Questions to Ask an Entrepreneur

Bored of your 9 to 6 job and planning to start your new company? Have a brilliant business idea but don’t have enough information to get started to achieve your dream? What better way than to get it directly from the horse’s mouth.

Remember, due diligence is the key. What helps in getting all your queries answered is informative interviewing of an already successful entrepreneur.


Here to help you is a list of the most Informative questions to ask an entrepreneur.

  • Describe your typical day.
  • What are your ideals?
  • On an average, how many hours do you work a day?
  • What motivates you?
  • What hobbies do you have? How do you spend your extra time?
  • What makes you happy?
  • What is your favorite book or which book has inspired you the most?
  • Who is your greatest inspiration?
  • If you could talk to one person from history, who would it be and why?
  • How do you define success?
  • How far are you willing to go for success?
  • Do you believe that there is some sort of formula to becoming a successful entrepreneur?
  • Who has been your greatest inspiration?
  • What do you like most about being an entrepreneur?
  • Characterize your life as an entrepreneur in one word.
  • What in your opinion is the major difference between entrepreneurs and those who work for someone else?
  • What are the top three skills needed to be a successful entrepreneur in your opinion?
  • What three pieces of advice would you give to a newbie who wants to become an entrepreneur?
  • To what do you attribute your success the most? What as per you are the five key elements for commencing and running a successful business?
  • What has been your most satisfying moment in your business?
  • What led you to start a new business venture? Where did the idea of your business come from?
  • How do you generate new ideas?
  • How long do you wait before giving up on an idea?
  • What would you do differently with respect to your career given chance to start over again?
  • How important is it to have good employees in your team?
  • How having a good team of employees has impacted your success?
  • How to recruit the most efficient and productive team members?
  • How to motivate your team to care about your company and excel?
  • What have been some of your failures, and what have you learned from them?
  • How much profit did your company make last year?
  • How did you get your organization’s funding/capital? Where did you get it? How did you go about obtaining investors for your venture?
  • How did you decide on the location for your business?
  • How do you build a successful customer base?
  • What strategies did you take to market your business? What has been your most successful strategy for marketing?
  • What kind of work culture exists in your organization? Why did you institute this particular type of culture in your workplace and how did you establish the same?
  • What are some of your biggest mistakes?
  • How can you prevent mistakes or do troubleshooting or damage control?
  • What are you most afraid of and how do you manage your fear?
  • How has being an entrepreneur affected your family life?
  • What sacrifices were required of you on your way to becoming a successful entrepreneur?
  • Apart from yours, what business or company do you admire the most?
  • Where do you see yourself and your business in 10 to 20 years?
  • If you were conducting this interview, what questions would you like to ask?

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