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The Future of AI in SaaS Sales with Henry Schuck, CEO of ZoomInfo and SaaStr CEO Jason Lemkin

SaaStr

On the topic of building SaaS companies, Henry kicks off the conversation with: “I think a lot of bootstrapped founders who are less capital infused have to actually be great at developing their people. “The best hack,” Jason adds, “is not recruiting one management team. It’s recruiting five or six.”

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The Compound Startup Advantage: Why The CEO of Rippling Believes Focus Is Overrated

SaaStr

Don’t try to evolve into a compound startup later – Unlike conventional wisdom about starting focused and expanding, Conrad believes it’s “really hard” to transition from a point solution to a compound startup: “You kind of have to almost refound the company.” The advantages are substantial: 1.

Startup 157
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The $939B Question: Is AI Eating SaaS or Feeding It?

SaaStr

And the evidence is mounting that AI startups aren’t just complementing SaaS — they’re actively hunting traditional SaaS incumbents for lunch. The Billion-Dollar AI Unicorn Factory The scale of AI startup funding isn’t just impressive — it’s existential for SaaS: The AI Billion-Dollar Club: OpenAI : $8.4

AI Search 289
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The Early Days: 5 Things Vanta Got Right, And 5 It Got Wrong, Getting to First $10m ARR

SaaStr

5 Things Vanta Got Right and 5 They Got Wrong getting to the first $10m ARR When Christina Cacioppo co-founded Vanta in 2017, security compliance was an afterthought for most startups. ” This approach gave them insights no amount of customer development interviews could provide. Fast forward to 2025, and Vanta is valued at $2.45

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A Look Back: How $13 Billion Ramp Began To Scale with Co-Founder and CTO Karim Atiyah

SaaStr

From Parabus to Ramp: The Power of Asymmetric Bets When Karim Atiyah, CTO and co-founder of Ramp, first arrived in the United States from Lebanon in 2007, he couldn’t have predicted he’d build not one but two successful startups in the fintech space. “It’s like playing poker,” Atiyah explains.

CTO Hire 210
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4 Things Most Founders Get Wrong About Marketing with Dave Kellogg

SaaStr

With 10+ years as a CMO at companies ranging from $1M to $1B in revenue, another 10+ years as CEO of companies in the $0-$100M range, and extensive experience as an independent director on startup boards, Dave offers a 360-degree perspective on marketing’s role in SaaS success. This isn’t a generic Marketing 101 course.

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Clouded Judgement 7.25.25 - TAMs Lie

Clouded Judgement

Subscribe now TAMs Lie One of the easiest traps I fall into as an investor (which is even harder during platform shifts) is trying to evaluate a startup through the lens of the existing market. Cloud expanded access to tools that used to be too expensive or too complex for most teams. Not bad,but not world-changing.

Cloud 167