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In SaaS, it is recruiting your VPs and management team : SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. You’ll need more than 5–6 core engineers to go big. She can be your CTO forever.
In SaaS, once you have even a few million in ARR, the #1 challenge is recruiting top-tier VPs and building a truly top-tier management team: SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. It’s the people.
Third, I then managed a small team. This was critical to learning what management really was. The first team I managed I inherited, and I was terrible at it. But I started to learn what it took to recruit, inspire, and yes fail a team. And I learned to recruit. To hire our CTO, our first VPE, etc.
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