I've worked for a startup that is fairly new and now work for a startup that is not new at all. As Barb said, those types of differences can make a startup work experience pretty different, as can many other things. The following have been my experiences:
Newer startups:
-More disorganization than at standard companies
-More poor leadership than at standard companies
-Easier to get hired and/or promoted (this has some correlation to there being more poor leadership)
-You can get thrown into the fire
-You are more likely to get experience with a lot of different tasks and duties that could fit multiple job titles than at standard companies
-You can have far more of an impact than anywhere else
-They tend to be very much for doing things in different ways than standard companies do, which is a pro and a con
-Related to the point on doing things differently, they have processes that make no sense/are confusing or that need a lot of work/fine-tuning...if they even have a process at all
-They can go overboard with software, programs, resources and other things that they use (they literally had 20+ different sites for me to get login credentials to use when I was first hired--honestly, probably 30 sites, as someone in marketing)--they are far more open to spending money on anything they think they need/that might help them
-Stock options as part of your benefits
-Far more access to pretty much any leader than at standard companies
-More flexible and less traditional in an arbitrary sense than standard companies (i.e. they are less likely to believe you have to be at work from X time to Y time vs caring more that the work gets done, they are less likely to care about working on site/in the office, etc)
More established startups:
-They mostly feel and operate very similarly to standard companies
-The same point above re: going overboard with how much they have for employees to use/all the different logins
-Stock options as part of your benefits
-Far more access to pretty much any leader than at standard companies
-They find more of a sweet spot between being "different" from corporate or "more innovative" than corporate and having ridiculous processes/doing things in ways that don't work well vs newer startups
-You're aware that they still raise money, that they still could go public and other behind-the-scenes things that happen with startups, but you feel like you have the stability of working at a standard company
-More flexibility/less traditionally arbitrary
A few differences from what Barb wrote stood out to me:
1) HR--My current job, the more established startup, 100% has an HR department that operates like most HR departments. The newer startup used Rippling to function as their HR department.
2) Bro culture--FGB seems like it's mostly woman-run. So is where I currently work. It has honestly been a dream in that regard. I feel like you get more understanding (i.e. you need to take off work for whatever, it not being a good idea to throw you into the fire, work takes time to complete, training takes time, etc), more being realistic, and, potentially, less phoniness about valuing various types of diversity and differences (I did recently read about a woman-run startup that was a racist mess, though).
3) Communication--There are those people who don't know when to stop talking or asking questions, and they regularly drag meetings over the scheduled time. Some people, you learn not to schedule meetings right after one they're running because theirs 100% won't end on time. Oftentimes, they communicate significantly better in those meetings than they do in writing, which also causes issues. I really have not found it to be much different than at a corporate or standard job. I will say, this is mostly the case at my current job and was not so much the case at the startup that was more new.
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