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What Order Should You Hire Your Management Team In?

SaaStr

IME, rough order to make hires in: VPM: $0.2m ARR VPS: $1-$1.5m ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. He’d found several good First VP candidates, in particular, a strong first head of marketing and a strong first head of product. He asked which to hire first.

CTO Hire 363
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Dear SaaStr: When should a bootstrapped startup hire a (CFO, COO, CMO)?

SaaStr

Dear SaaStr: When should a bootstrapped startup hire a (CFO, COO, CMO)? How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur? Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $5m ARR, and ideally, Sales and Marketing well before that.

Startup 227
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Dear SaaStr: I’m Bootstrapped. How Can I Afford to Hire Any VPs?

SaaStr

Q: When should a bootstrapped startup hire a (CFO, COO, CMO)? How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur? Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $1m-$2m ARR. You probably have to hire them one at a time, a bit slowly.

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VPs That Can’t Hire … They Aren’t Real VPs. At Least, Not Yet.

SaaStr

Perhaps the single most important thing you can ever do in SaaS, at least after $1m in ARR or so, is hire the best VPs you can. We’ve talked a lot over the years about how not to hire a wrong VP of Sales — 70%+ of the first VPs of Sales don’t make it even 10 months. Check who they hired.

CTO Hire 330
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4 Signs You Might Have a “Bad” CTO — Or At Least, One That Isn’t Going to Make It

SaaStr

or bright line between CTO and VPE, I’d suggest a start-up CTO really only has to do a few things — which are very hard: Assemble a small team (3–9) of very good engineers. So … a “bad” CTO is one that can’t recruit a strong “pizza box” team. Finds a way to increase product velocity when inertia starts to drag you down.

CTO 355
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A Simple 4 Part Test to Know If You’ve Hired the Right VP

SaaStr

Did you hire a good enough VP? 4 part test: – who great did they hire in the first 60 days? – did they take part of the job off your plate? If they don't pass the 4 part test, they aren't good enough. Hiring your VPs as a founder is tough. – does the team believe?

Metrics 200
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Dear SaaStr: What Makes a Bad CTO?

SaaStr

While there is no legal definition for CTO or bright line between CTO and VPE, I’d suggest a start-up CTO really only has to do a few things — which are very hard: Assemble a small team (3–9) of very good engineers. That often were never anticipated and aren’t part of the job spec. Dear SaaStr: What Makes a Bad CTO?

CTO Hire 255