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Re:A two-person startup already uses twenty-eight other tools by afarrell on Saturday February 29, 2020 @08:41AM (#22450462)
Note that the phrase "ask the CIO or CTO" hides an "obvious" skill: Concisely make plain the cost vs. value -- grounded in the CIO/CTO's understanding of value.
Re:A two-person startup already uses twenty-eight other tools by GordonS on Saturday February 29, 2020 @10:32AM (#22451021)
I think it's fair that if you want to spend company money, you need to justify it, especially so if it's on something that will be used by a whole team or across the whole company.

At a smaller company that values its devs, there hopefully shouldn't be too much ceremony around this, unless it's a particularly large spend.

But at larger companies, yes, you're likely going to have to know how to make your case in a more formal way, and get involved in company politics (ugh).

Re:A two-person startup already uses twenty-eight other tools by afarrell on Saturday February 29, 2020 @02:13PM (#22452358)
Agreed.

And there should be a good guide for junior devs on how to do that "justify it" step well in startups. Sounds like something that could piggyback off of https://www.kalzumeus.com/2011/10/28/dont-call-yourself-a-pr...