I've made a lot of mistakes! I'll bring up a few.
Misidentifying our target market. Our original commercial product we built ultimately fell hard for a lot of reasons, but one big one was we were trying to build something that individuals would like and large Global 2K companies. That might be possible but its really hard. When we decided to focus in on Global 2K and "enterprise," we were much more successful. This mistake though ended up costing us years of engineering time.
Not solidifying processes quick enough. It may seem crazy, but its better to start thinking about and implementing consistent processes to product development and so on earlier than later. We didn't do it in earnest until we had maybe 50 people in product/engineering. We're still digging ourselves out of that hole. Before then we just kind of jumped around and worked on what needed to be worked on. That's productive for awhile but breaks down eventually!
I'll just leave it at that... but its always a bumpy road!
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