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a16z has an article I read and liked recently: https://a16z.com/2017/05/26/hiring-sales-why-what/

Content tagged with sales: https://a16z.com/tag/sales/

Bryan from Entrepid here. We disagree with the advice of hiring a head of sales as your first sales hire. You are better off finding a someone with 3-6 years of experience to be the first hire as an IC. This hire (and maybe a few others) will help you grow the company to a point where you can attract a badass VP of sales / head of sales

This all depends on the capabilities of the current exec team. Generally my experience has been:

Exec team with mature sales presence/leadership = hire less experienced (3-6 years).

Exec team with immature sales presence/leadership = hire more experienced (6-10 years with opp to become a VP of Sales).

Good guide - thanks for putting together.

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