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

SaaStr

You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. You will need a VP of Product to scale your roadmap. Upsell and retention is an art, science and craft. You’ll need more than 5–10 engineers to go big. With nice but mediocre VPs, the competition beats you.

Scale 241
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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. Upsell and retention is an art, science and craft. You’ll need more than 5–6 core engineers to go big.

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Engineering Your Own “Luck”: The 3 Key Rules of Building Globally Distributed Teams with Eventbrite (Video + Transcript)

SaaStr

Building a company made up of distributed teams presents a plethora of complex challenges that can derail productivity and impact employee retention. I started right at the end of 2011, and I started in the role of VP of engineering. 18 hires a year I had to make in San Francisco.

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Dharmesh Shah of HubSpot: From Day 0 to IPO. What Went to Plan. What Most Certainly Didn’t (Video, Podcast + Transcript)

SaaStr

Hire the VP of Marketing, MBA, the VP of Sales, MBA, the VP of Customer, MBA, the VP of Engineering, MBA, and now, the odds of any semblance of survival, let alone success, are vanishingly small at this point. The issue the SMBs had was, “Well, I’m a 20-person consulting company.