walterbyrd wrote:
If I took the time to really learn to use python for sysadmin work,
would I be able to find jobs, or even contract jobs?

From what I am seeing on the job boards etc., I would have to say no.
It looks to me as though I could possibly do that with perl, but not
python.

Of course, I could be missing something. Job board ads can be
deceptive.

Being a system admin is about being able to handle to many different situations, and your tasks can often include automating various things and writing tools. Depending on the sort of place you're working in and the size of the IT department, you could find yourself doing a lot of work that lies outside of the standard job description for a system administrator. If you're looking to start out in the field, it would be better to have general knowledge, and as you gain experience you can begin to specialize.

Being adaptable is key, so specializing in python probably won't gain you any ground as a system administrator. That being said, knowing python will mean you have another tool in your chest, which is definitely a good thing. If there's one thing I'd recommend, if you're not going to focus on a windows environment, would be to at least get perl under your belt as well.
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