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> and it's pretty easy to get management to sign off on purchasing something

Whooa, where is this mythical land of milk and honey, and can I but tickets to get there?

Do you work someplace that won't pay for Photoshop or even SublimeText (et al)?

I worked in companies that would try to avoid paying for those and companies that would never pay for those no matter what.

How successful were those companies?

I've worked for companies that would never pay for those, companies that would pay for pretty much anything if we made a case that it would help us, and my current employer, who will pay for things that we can prove delivers value, but don't default to saying "yes, we'll pay for," and who also audit every subscription they're paying for quarterly.

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