300 is already pretty big. I went from 20 years where by far my largest company was 16 people, to Microsoft, and I'm pretty happy. The biggest transition for m

300 is already pretty big. I went from 20 years where by far my largest company was 16 people, to Microsoft, and I'm pretty happy. The biggest transition for me was the amount of cross org digging and asking and such required. So much is constantly in Flux, and internal integration points are often poorly documented or have apis based off protocols from a decade ago, or whatever else. You spend most of your time doing that, figuring out how to integrate with various old, half supported systems, getting pushback that the integration won't be supportable, etc. This is in strong contrast with a small company where you are generally working with public, well documented tools, and everyone you work with shares the same goal. That said, I'm happy now that I have gotten used to it. The scale of things you work on is much greater. One thing I'll say is don't sell yourself short by taking a job at the low end of where you think you should be and telling yourself that you can work your way up. I made this mistake when I was unemployed but not desperate. Your project could be canceled or there can be blockers or reorgs or whatever else that keeps you back. So wait for the offer that you want.