(1) How much runway do you have (in months?) (2) If I read an article in TechCrunch in (answer to #1) months that you went out of business, why would that be? (

(1) How much runway do you have (in months?) (2) If I read an article in TechCrunch in (answer to #1) months that you went out of business, why would that be? (3) How many members of the company (the engineering team) have left over the last five years? Why did they leave? (Listen for reasons as well as whether it was voluntary or involuntary) (4) What are the greatest strengths and weaknesses of the product in your opinion? Who sets the product direction? (Listen for whether the CEO seems to have a product background and how involved he is. Red flag is a CEO w/ a non-great grasp of product who is highly involved.) (5) Other things you should do: grab coffee with the person you'd be reporting to, if not the CEO, and a couple of the people who would be reporting to you.