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

SaaStr

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders? 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. Upsell and retention is an art, science and craft.

Scale 256
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How To Get Better at Recruiting. (We All Need To).

SaaStr

Recruiting is tough. But to be a great CEO, you need to find a way to force yourself to be a great recruiter. Let me share some learnings, and what I do now to force myself to be a better recruiter. And what I wish I’d done better as a SaaS CEO: Force yourself to interview 30 candidates for each VP position.

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From Zero to Hero: How to Dominate Outbound SaaS Sales with Rippling and Founders Fund on CRO Confidential

SaaStr

In the latest episode of CRO Confidential, host Sam Blond, partner at Founders Fund and former CRO at Brex, sits down with Ashley Kelly, VP of Global Sales Development at Rippling. For context – Ashley had previously helped Sam scale Brex’s outbound sales from $2M to over $300M in ARR as Senior Director of SDR.

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CRO Confidential: Sales Recruitment in 2023 For Candidates and Hiring Managers With Founders Fund Partner Sam Blond and Flexport Fund’s Ben Braverman (Pod 629 + Video)

SaaStr

In particular, hiring for your sales team is critical in an uncertain economic outlook. Additionally, sales professionals looking for a new role should choose their next company wisely. Great Companies Attract Great Talent Blond and Braverman have enjoyed successful careers as sales leaders in high-performing companies.

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How Revenue Leaders at Box, Calendly, and Lattice Scaled From $0 to $100M+ and Beyond

SaaStr

Mark Roberge , SaaStr fan-favorite and Co-Founder and Managing Director of Stage 2 Capital brought together some of the top CROs in SaaS during the SaaStr Annual to share some of their greatest learnings and pivotal moments leading some of the Cloud 100 SaaS companies.

Scale 238
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The “Headless” Sales Team Never Really Works

SaaStr

So there’s a sort of org chart you’ll probably end up with at least twice as you start scaling in SaaS: The “Headless” Sales Org. It’s a bunch of sales reps without anyone to manage them other than … you. With 3, 4, 6, 10 sales reps all reporting to you. Without a VP of Sales, recruiting stalls.

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How to Recruit a Marketing Team with Great Product Marketing and Demand Generation Abilities

Tom Tunguz

But I see this company structure more frequently across SaaS startups. In interviewing great CMOs , the product marketing leader is the first marketer most startups should recruit, and often the first key mishire. If you’re thinking about your marketing team’s structure, the dual lead approach is one to consider.