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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 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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Dear SaaStr: How Can I Develop Confidence as a Startup CEO?

SaaStr

Q: Dear SaaStr: How Can I Develop Confidence as a Startup CEO? But you need to be confident enough to lead the team and make everyone believe. Care about your team for real. Caring about your team and colleagues alone isn’t enough. Your team needs to look up to you. Don’t be weak.

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20 YC Startups Demoing at SaaStr 2025 Pushing the AI Frontier! From Abundant AI to Mosaic to Veriflow and More!!

SaaStr

Companies can meet stringent quality requirements at a fraction of the cost of in-house teams, while accelerating their AI initiatives. Why It Matters : Customer support teams are drowning in tickets, with resolution times getting longer, not shorter. The team comes from MongoDB and Elastic, bringing deep search expertise.

AI Search 175
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Why Your Startup's Org Chart is Limiting Your Growth

Tom Tunguz

This is the theoretically ideal organizational chart of a startup. There’s a CEO at the top in red, VPs in orange, senior contributors in dark gray, team leads in green, and junior individual contributors in light gray. This is the org chart of the typical startup. Is this so bad? That won’t work.

Startup 312
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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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90%-95% of Salespeople Won’t Make It At Your Startup. A 6 Part Test to Help You Get It Right.

SaaStr

Most salespeople will succeed somewhere … but fail at >your< specific startup. Earlier stage startups: – Have no brand – Have no/little training – Have very few resources. Most important is making sure they will thrive at your startup. More here. Most actually cannot do it. If not, slow it down.