Interview questions Andy is ready to dig into. Copy them, tweak them, or bring your own.
1You’ve convinced hundreds of business leaders to sleep outside for a cause—what’s the key to getting powerful people to take uncomfortable action?
2What do most people misunderstand about homelessness in the UK—and how does government spending actually make the problem worse?
3You turned down your mayoral salary and ran as an independent—what drove that decision, and what did it cost you politically?
4In your experience, why do so many good ideas get buried inside local government? What would need to change to fix that?
5How has your ADHD shaped the way you lead? Are there ways it’s helped you in high-pressure roles like mayor or entrepreneur?
6You’ve built grassroots charities from scratch and led large-scale campaigns—what’s the difference between doing good and getting things done?
7What lessons from your background in finance still guide the way you approach leadership and impact today?
8What do you say to people who want to make a difference in their community but feel powerless or overwhelmed?
9Your work spans politics, philanthropy, education, and business—how do you decide where to put your energy next?
10Have you ever regretted stepping into public office? What did it teach you that no other role ever could?