I work at a large, global software company, and am looking to make a move to a more collaborative environment with better culture. I’ve been offered a more senior position at a smaller North American company in the crypto space where I know I will learn a lot, but I’m worried it might hurt my overall career trajectory. Eventually I plan on moving internationally. When it comes to searching for a new position, does company size/reputation matter more than the experience you have at the company?

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You already have the big company on the resume it seems. So, what’s the concern? Niches make riches.

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Wouldn’t worry about it much. You have the big name and you can always spin it as getting some specialized knowledge later

Can I flip this and ask you a question? I am at a small global software company that does have a great culture and good work life balance to compensation ratio. However, the company is financially doing horribly and I don’t see it getting better. There have already been some layoffs, and I can see more coming. I think I got very lucky on the culture aspect but it might be wise for me to start looking at other options.

What questions do you think somebody could ask you or your team when they’re interviewing to get a good idea about your culture because it sounds like it’s not great where you are? I never know how to ask about culture without getting some phony answer.

I would ask about the size of the legal team, whether everyone is located in the same city, and how work is distributed within the team. If there isn’t much collaboration on projects, it might be an indication that folks work in a silo and there won’t be anyone to pick up your work when you’re OOO.

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