Can anyone recommend good books or articles on startup org charts and hiring? Think we’ve hit early signs of product/market fit, but not sure who to hire next, in what order, and how the org should evolve over next few years.

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Check out the library/resources on Y Combinators website as well as Paul Graham’s and Fred Wilson’s websites. Could provide some great perspective.

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Not sure if there's any good one size fits all advice, but as an attorney who represents and diligences many startups, I'll note that after a startup raises money, you usually start to see more growth-oriented people (e.g. people working in signing up customers / partners, people working on branding and marketing) and administrative people (a CFO, an HR person, etc.).

It sounds like you are still in the very early stages though, so it might not make sense to hire anyone, depending on your runway (hiring people is expensive!!)

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It depends. You, the founder, would know the answer best based on the direction of the company. If you’re unclear about it, make sure to talk through your thoughts with a mentor. That really helps, based on experience..

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