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How the best do it

What separates a great VP of Sales from a merely good one?

A great one recruits. If they have not personally hired and carried two or three quota-carrying reps before, they are a manager of a system somebody else built. The second marker is that they still want to sell: they will get on a hard call, take the objection and win the room, rather than only inspecting a dashboard. The third is that they make your product better, because they bring back patterns from lost deals instead of blaming the product. And the founder's own behaviour matters as much as the hire: the single biggest failure mode is the founder stepping out of sales the week the VP starts.

Go deeper

4 resources, 4 link-checked.

📄 Article
✓ Link checked Free Intermediate

The mistake is not the hire, it is stepping out of sales afterwards, which Lemkin reckons about two thirds of founders do and which backfires almost every time. Six specific reasons your presence still matters, plus where to redirect your hours instead.

The #1 Mistake I See Founders Make When They Hire Their First VP of Sales

From SaaStr by Jason Lemkin short read

  • 66 percent of founders step back from sales after hiring a VP of Sales, and it backfires 95 percent of the time.
  • Getting the first VP of Sales wrong sets you back a year and burns half your cash.
  • Only hire the VP after two individual reps are really closing and hitting quota.
  • Plan to spend the same hours on sales after the hire, just redirected to bigger deals and relationships.
Open saastr.com
📄 Article
✓ Link checked Free Intermediate

A concrete checklist for the first closer hire: close 10 to 20 yourself first, hire scrappy over pedigreed, and expect a deal within one sales cycle. The 'would you buy from this person' test is the one most founders skip.

Dear SaaStr: How Do I Make Sure My First 1-2 Sales Reps Are Strong?

From SaaStr by Jason Lemkin ~6 min read

  • Close 10 to 20 deals yourself before hiring your first AE.
  • Interview 30 plus candidates, and screen for problem solvers and product obsessives over pure closers.
  • A good AE should pay for themselves in 3 to 4 months and close inside one sales cycle.
  • A candidate who asks what systems and processes exist is a bad fit for an early-stage team.
Open saastr.com
📖 Book
✓ Link checked Paid Advanced

The most systematic treatment of recurring revenue as an engineered system rather than a set of departments, with 250+ blueprints you can lift. For leaders building the engine, not for someone still finding the first ten customers.

Revenue Architecture

From Winning by Design by Jacco van der Kooij 556 pages

Open winningbydesign.com

Browse all 796 resources →

The same ground, at another level

How gtm roles and career paths reads from a different seat.

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