I've seen people speculate if they've been pigeonholed in their career, in terms of being stuck with certain technlogy stacks, or tools, or a type of industry. I wonder about something else, if you can get pigeonholed to a limited set of company sizes and cultures.
I feel like I'm pigeonholed with only being able to be hired by very small companies. Fewer than 20 employees small. No fortune 500's, not even any full-time benefits or 401(k). They're very unstable too. I usually lose my job before I could get another one lined up. I had roughly $8000 in my bank account when I graduated and today, ten years later I have only about $400.
I want out of companies that constantly make me walk a tight rope of self-care. I want to ask am I pigeonholed? Because I cast a wide net with job applications, going to larger companies. Even some major ones like Amazon, Cloudflare and Coinbase have phone interviewed me. But they don't want to hire me. Like maybe these smaller companies are giving me a stigma.
Am I stuck in the small company loop forever? Unless I make some major lifestyle change like getting a master's degree or completely changing my personality it seems to be the case.
So what do you think about this sort of pigeonholing? Have you been pigeonholed in a similar sense whether stuck with large companies, small companies or anywhere in between?
You should devote approximately one week to reading about how to interview better and practicing and then get as many interviews as you can at companies which are large enough to offer a competitive benefits suite. If I were in your situation I'd optimize for brand-name ones first, since the last name on your resume dominates people's impression of it. ("Worked for ten years at university IT departments and small software companies then Yelp" rounds to "ex-Yelp employee" according to basically every recruiter I've ever spoken to, and there are a lot of companies which round to Yelp.)
Even if one thought that one was below the supposed bar for large companies, they're sufficiently imprecise regarding interviewing that you have at least a 20% chance of an offer given ability to get onto a phone screen and pass the local version of FizzBuzz. Make it your mission to get failed out of their interview loop twenty times; it's virtually impossible.
P.S. One does not have to change one's personality to present differently for twenty minutes on a phone call if one believes that one's perceived personality is causing the phone rejections.