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by winter-day 899 days ago
I worked at twilio when they were a series B company and Jeff personally did the on boardings. I think it was the only company I've worked at where I felt that every engineer was a super star. I've followed their career since then, and they've gone on to do phenomenal work. My opinion is that they had very weak leadership below the C-suite. We brought on one of the founders of skype, and after having lunch with him all I could think is how good he is at talking and how little value he'll deliver. I felt the same about the core engineering managers, and they went on to screw over a lot of the early talent - that now thrives at top companies. Regardless, Jeff was amazing. He was the sweetest guy and use to throw bbqs at his home. How fast the years go by.
1 comments

Seems like such a common failure mode - early team proves pmf, then founders go on and hire substandard management who alienate early folks, hire their puppets/friends and proceed to ruin everything. I've seen it personally a few times now and still not quite sure why otherwise smart founders keep falling for it.