Ask them THIS first!
Before you hire a sales rep.
Before you select a firm to ship your next web re-design project (outsource) to.
Before you spend any money with any vendor of serious consequence (4 figure monthly bills + with a single vendor).
Before you JV with ANYONE.
Before your beloved relative - whom you feel obligated help gets you to cave and give them a shot at working in your firm...
Ask them this...
"What are your 1, 3, and 5 year goals?"
Will be back to explain my thoughts on why.... Wanted to get it out now - be back soon!