Questions included:

• Your path throughout your career changed a lot. From pursuing a bachelors in economics, to doing software development, to a lawyer, to an entrepreneur. What things led you to be open to career changes and what are some key skills/traits to be successful when changing careers.
• Why did you decide to go back to law school?
• Could you tell us the worst investment you made before? Why did you choose to spend money on it?
• On the flip side, what were some big positive surprises?
• How would you recommend approaching startup ideas that require a large initial investment to prove the idea (ie biotech, pharmaceutical, space tech)?
• What’s the most critical characteristic you see on entrepreneurs? (Also CEOs.)
• As a lawyer, what do you think are the most important 3 points that everyone who wants to start a business needs to know?
• In your opinion, who should definitely NOT be an Entrepreneur? What qualities/traits do you see as red flags when meeting potential entrepreneurs?
• I think a lot of people hold the belief that going into entrepreneurship is like a shot in the dark and depends on who you know.  I don’t believe that’s the case but I’m curious what you think is more important in being a successful entrepreneur: having a good idea and the right network of people, or having a good idea and a good understanding of entrepreneurship fundamentals (BMC, funding avenues, customer research, …etc)
• What about cultural differences with other countries, such as Japan?
• What do you see as a possible game changer in the world of tech startups? Previous game changers include the internet, smartphone access, and social media. What current trends currently interest you?