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10 Things Startups Get Wrong Selling to Developers and Engineers (from the CRO Who Scaled Databricks from

SaaStr

Lessons from Ron Gabrisco, CRO at Databricks, who joined when the company had less than $1M ARR and helped scale it to become one of the largest pre-IPO companies in the world. ” The Databricks Example : A16Z’s Ben Horowitz helped set up enterprise forums where Gabrisco could present to large companies. Do both 10.

Scale 261
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Scaling 6 Products to $100M+ ARR Each: Samsara’s CPO Kiren Sekar on Multi-Product Growth

SaaStr

Samsara was intentionally multi-product from the earliest days, and they carefully planned out scaling 5+ products to $100M+ ARR. The most significant advantage came from customer acquisitioncustomers who might reject an incomplete single-product offering were willing to overlook gaps when presented with a multi-product platform vision.

Scale 260
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A Look Back: How $13 Billion Ramp Began To Scale with Co-Founder and CTO Karim Atiyah

SaaStr

” This framework can be applied across every aspect of building and scaling a company: 1. Market Selection: Tackle Problems with High Barriers to Entry The financial services industry presents massive barriers to entry most successful banks are centenarians, with some like Ax being over 160 years old.

CTO Hire 199
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The 250,000 Customer Club: How HubSpot and Monday.com Both Created SMB+ Empires

SaaStr

Convergent evolution from 2 very different start-ups that now have many similarities at scale. The companies that succeed at this scale will be those that maintain their customer-centric innovation while building operational excellence to support their massive customer bases. in cash with a 19% free cash flow margin.

SMB 273
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Building User-Centric and Responsible Generative AI Products

Speaker: Shyvee Shi - Product Lead and Learning Instructor at LinkedIn

This presentation unveils a comprehensive 7-step framework designed to navigate the complexities of developing, launching, and scaling Generative AI products. These products, with their unique capabilities, bring fresh opportunities and challenges that demand a fresh approach to product management.

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SaaStr AI App of the Week: Syllable.ai

SaaStr

The Enterprise-Grade Platform That Makes AI Voice Agents Actually Work at Scale We’re proud to announce that Syllable is returning as a partner for SaaStr Annual + AI Summit 2026 , following their tremendous success and impact at our 2025 event. The Bottom Line: Syllable.ai Cross-Industry Use Cases That Drive Revenue 1.

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What Really Works When Hiring VPs and Executive Teams with HubSpot Co-Founder and Chairman Brian Halligan and SaaStr CEO and Founder Jason Lemkin

SaaStr

They had to present their business to me and show me their website. ” Key Takeaways Executive hiring remains one of the hardest challenges in scaling a SaaS business. And then, the test was after the three weeks of training was in front of me. I think that helped a lot.”