Given Chris has seen huge growth at Salesforce.com and it is going the same way at Twitter, my question for Chris was:
When you made significant breakthroughs at both companies, what were the lightbulb moments and what can we learn from them?
What I learnt from Chris:
There is a lot of debate-making at Twitter, but core values always come back to frame all their decisions. They are always are guided by Twitter’s mission which is to bring free ideas into the world.
A lot of things change (and break) as you grow from 50 to 100 to 500 staff. Embrace being broken and go back to “learning mode.” Information flow is important and so is breaking the hierarchy. Make sure you defeat the hierarchy especially when you are the hierarchy.
Also seek feedback from colleagues when you’re in “learning mode'” Openness should be a badge of honour. And finally let people choose their team. It is best for retention and happiness.