I hate filling out job applications. Not applying for jobs, but filling out applications because they ask questions I'm not sure how to answer.
Primarily:
Annual Salary. Now, for my last job this is easy. For the two jobs before that, it's not so much. One was as a graduate assistant at a university, the other was a part time job. Should I figure out my actual annual salary (since both were part time - and one skipped 4 months a year), or put it into a full-time figure?
Direct Supervisor - again, my last job this isn't a problem. At the university, I had several professors I worked for, should I just pick one as my supervisor? Also, most of the people I worked for are also going to be my references - should I pick one who I'm not using as a reference as my supervisor?
The position before that I had a lot of supervisors (very nearly every one that came through that department during my time there). To top it, I don't remember who my last supervisor was, or anyone's last name. I know this company will only verify that I was employed there, so the supervisor isn't that important.
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I would just pick one, yeah. Possibly let them know ahead of time if you can. I do a lot of contract work where I work for a recruiting firm and so run into a similar problem... I've got 5-10 people at the recruiting place that I worked with none of which were really a supervisor and my actual supervisor is where I was contracted to but with the way these applications work that's not who I worked for, etc. So I just pick one of the recruiters I worked with most often while on that contract.
I would just fill this out the best you can and explain it to whoever you interview with. That is what I have done on job apps that wanted to go back so far that I couldn't really remember much. I do pretty much the same thing for one of my old jobs where none of my managers/supervisors even work there anymore, I list one with no contact number and then just explain why there's no contact number when I interview.