I'd ask for 2 groups of users:
beginners [ as this is asked over and over ]
What would be the minimum set of gear to start a home lab?
Which model would you get, new or used?
function generator
power supply
oscilloscope
DMM
soldering iron
Which family of microprocessors would you stick with, and what programming environment would you choose?
What do you think of the Arduino as a development platform?
Experienced:
How has the industry changed since you began your career? would you do EE all over again if you had too?
What is your vision of the future of a professional EE?
What is the future of test & measurement equipment?
What is the future of Agilent's new T&M group?
If you could choose only one, which would you own and why: the Agilent 3458a, Fluke 8508a, or another 8.5 digit bench meter?