Remove Acquisition Remove Development Remove Underperforming Technical Team
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How SaaStr Fund-Backed RevenueCat Went from a $1.5M Round at $7M Valuation in 2018 to $500M+ Today

SaaStr

They were two developers who had lived through the nightmare of subscription infrastructure while working at Elevate. The Problem Was Real: Apple and Google’s app stores weren’t giving developers the data they needed. ” required weeks of developer time to answer. Managing Them Will Remain a Headache.

Payments 281
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How to Train Your Sales Leaders: Key Learnings from HubSpot and BILL with Michelle Benfer

SaaStr

Having led sales teams of 500+ at BILL and 800+ at HubSpot, Michelle has unique insights into what makes great frontline managers and why investing in them is crucial for sustainable growth. “Some teams consistently sold more enterprise SKUs, others had high volume but low ACV. Shaping and maintaining company culture.

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The Keys to Getting to $500M ARR In Just 7 Years with Attentive’s CEO

SaaStr

The KPI Alignment System Have customers email explicit performance expectations Build custom reporting dashboards Weekly cross-team optimization meetings Formal performance reviews 2. Because while the payment problem was solved, the marketing side of mobile commerce remained broken. Black Friday playbook) 3.

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SaaStr on 20VC This Week: Why 40% Cloud Adoption Marks the End of Easy Growth. And Why the AI Budget War is Just Getting Started

SaaStr

If you’re not top 2-3 in your category, prepare for acquisition, find a defensible niche, or pivot to less mature markets. When a development team switches to an AI-powered coding assistant, they’re not just adding a new tool—they’re often reducing their dependency on multiple legacy SaaS platforms.

AI 259
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From $10M to $100M ARR in 5.5 Months: Inside Replit’s AI Coding Rocketship

SaaStr

✨ Lemkin (@jasonlk) June 23, 2025 The $10M-$100M ARR Sprint: How Replit Became the Fastest-Growing “Vibe Coding” App (Or One Of The Fastest) A deep-dive into the AI development platform wars and why Replit’s 10x growth in 5.5 And allowing more experienced developer to ship far, far faster. 2023 : $2.4M

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88% of B2B IPOs Have Founder CEOs. And Those Ones Do Far, Far Better

SaaStr

Founders typically possess: Original architectural vision for complex enterprise platforms Deep domain expertise in customer workflows and pain points Technical credibility with both engineering teams and enterprise buyers Product roadmap intuition built from years of direct customer feedback 2.

Scale 185
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The Compound Startup Advantage: Why The CEO of Rippling Believes Focus Is Overrated

SaaStr

.” Cross-selling generates $5M+ in new monthly revenue – Rippling’s cross-sell motion alone drives over $5 million in net new ARR each month before counting any new customer acquisitions. Sales Organization Structure Conrad reveals his preference for dedicated sales teams for each product, despite internal disagreement.

Startup 157