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Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders?

SaaStr

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. She can be your CTO forever.

Scale 241
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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. You need to hire up-and-comers.

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What Order Should You Hire Your Management Team In?

SaaStr

IME, rough order to make hires in: VPM: $0.2m He’d found several good First VP candidates, in particular, a strong first head of marketing and a strong first head of product. He’d found several good First VP candidates, in particular, a strong first head of marketing and a strong first head of product.

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How to Build Happier Employees – Lessons From HubSpot’s CTO Dharmesh Shah and Chief People Officer Katie Burke

SaaStr

At SaaStr Annual we had a great session with HubSpot Founder & CTO, Dharmesh Shah, and their Chief People Officer, Katie Burke, on building happier employees. So, let me just share with you what a rogue former marketer as done with a culture and people ops team, and how we approach culture, and how we measure it at HubSpot.

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What’s The #1 Challenge After $1m-$2m ARR?

SaaStr

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. 95% of the time, your super-smart hacker co-founder is not that person. She can be your CTO forever.

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The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin

SaaStr

Startups come in all shapes and sizes on various stages of a timeline, yet it’s not surprising how many have the same questions and concerns about how to scale from x to y to z, the right time to hire and fire, and how to keep a team motivated during hard times. Q: Where Should SDRs Report — Marketing or Sales?

CTO Hire 174
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Be Careful Hiring “Dualies” — Folks That Are a VP of More Than One Thing

SaaStr

A VP of Sales and Success A VP of Sales and Marketing A VP of Sales and Anything Else. Is usually not really a VP of Sales. I don’t know about you, but I’ve had to recruit a lot of types of folks over the years where my domain knowledge was limited. I’ve had to recruit Ph.Ds.