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I've got a background as a software developer and development team lead. I've filled shoes as an architect, infrastructure expert and an IT project manager. I've got a solid understanding of the business side as well.
What books, courses and other "theoretical background" you would recommend to make the jump / transition from a development team lead to a Head of Engineering or CTO at a company with 100-250 employees?
This is not a question about career progression as it is more about "growing with the company" (so gaining all the required knowledge in advance before actually gaining that know-how in practice - for example, when you are a "CTO" of small yet fast-growing startup).
The recommended literature should contain info on:
* scaling the software development team (e.g. if I've lead a team of 8, how do "I" "handle a "team"" of 50-70 engineers? What are the common pitfalls to scaling the engineering team? Some common examples for the organizational structure for handling multiple software development teams?)
* defining and measuring KPIs and/or OKRs for technical people in all the levels
* project management techniques and tools to gather all the data (and what data and how should I gather?) to be able to make any decisions
* talking to the management (reports, bridging the understanding between the business and the IT)
* everything else I haven't thought about
I am looking more for a know-how that could be applied to existing enterprise as well. So more of an enterprise-way how-to than "whatever works" and "let's just do it the start-up way".