Thank you so much for your thoughtful responses, advice, and reassurances! Clearly, there are things I am still adjusting to and it is quite helpful to have a reality check. Coming from an environment where employees are expected to drink the Kool-Aid and sell their souls to the company, to just abandon ship over more pay or a "better" opportunity seems rather... well, mercenary! I suspect that will take me some getting used to.
Your comments have helped me remember that there are a lot of cultural norms that are different. Some things are so similar, and other things are so different. Start-up culture is often very cult-like. Loyalty to the "tribe" counts for a lot - it's friends AND family. People care a lot about what they've created so things can get very personal. I've found that it's very important for me to watch for people's feelings (especially because engineers usually aren't known to be adept at expressing them). So maybe I am over-sensitive to others' disappointment. I can't help but wonder if there's a more removed and impersonal style that would make this easier...
Also, since I'm trying to decipher theater norms, I'm going to provide a hypothetical/contextual situation: Let's say you're in discussions about a job. There's no offer, but the company has been very specific to let you know they are NOT looking at anyone else for the position. Things should firm things up in several weeks. Let's say that you really want this job, but you also realize that... well, there's no offer. Let's also say for the sake of simplicity that the theater circuit is small, and if you are talking with others word WILL get around. To me, although practical, it feels somewhat rude to go out looking for something else. But if I'm understanding correctly, in the theater world, "always looking" is totally expected - it's normal and there are no hard feelings about continuing to be on the market... Is it so?
I still feel uncomfortable about bringing up other companies and don't know when/how best to do that (would love it if someone on the hiring end has thoughts to share about what they've appreciated from candidates when a candidate is making a decision - is it even something you even care to know?). My intention isn't to pressure anyone or anything... I just want to be working and if someone's said they're interested, I want to treat their interest seriously and respectfully. Anyway, hoping to have more to consider next week - if so, they'll be great choices, so it will probably be totally agonizing... I reckon there may even be another post!
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P.S. PSMKay, I'm not usually one for regret or greener grass... I make the most of it, and life goes on. I'll admit I am a people-pleaser though...
I hate letting people down or making them feel bad. I take it personally. So there's that. Also, I think you are right that there's not enough time to really know about the companies I turned down (there have been several since the summer that do not operate seasonally, so those were the ones I was thinking of). I just love having lots of action and learning things quickly, and the hardest thing for me about this job is the inevitable waiting and not knowing... It drives me crazy!
Can you elaborate on "friendzoning"? I'm at a point in my career where I've already gained a solid skill set, but think it would be so much fun to be able to work with friends! So I really like befriending. What is "friendzoning" and what does one need to keep in mind/be careful about?