-What kind of marketing is currently being done?
-What is the marketing spend on an annual basis?
-What type of marketing has been tried before?
-What is the customer acquisition strategy? Is anyone focused on that in the company?
-Can you describe the sales process?
-How does product pricing work?
-Where does the company acquire leads from?
-What % of the deals are currently being won?
-Who are deals lost to?
-What are the average ticket size?
-How is the sales team compensated?
-What CRM is being used?
-What % of business is net new versus renewal?
-What would it take to double the size of the company
-What other improvements is there that could be made in the company?
-What is the biggest risk to the business?