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Comment on Why Top Talent Leavesparent

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So what do you do about people who:

1) Have a free agent mindset (I can go if I don't like it here)

2) Are more loyal to the company than to their managers, and

3) Have no respect for the chain of command?

I hire them as fast as I can, because they change the world and every minute you can have them in your company is amazing. I think of myself as more of a talent agent, not their boss.

I have 16 direct reports at Twilio and ~50% of them are this type. I am grateful for every day they wake up and say, "Yes I am happy going to work today". I work to earn that time by supporting their goals and projects, empowering them to set their own course, and sketching a rough outline of the goals we have to achieve. I try to find ways that our mission as a company is aligned with their own passions and interests, and try to keep us in sync around if they're satisfied.

And someday, when they leave and build their own things, I will support them and I hope we will have our own Twilio "startup mafia".

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