Scaling SaaS -- from SaaStr

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How AI is Really Changing SaaS From the CEO of Procore, co-CEO of Monday and Chair of HubSpot
"With AI, Procore is poised to help its customers do more with fewer resources. “There just aren’t enough people who know how to build data centers…
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Jason M. Lemkin 🦄
The 2025 RevOps Playbook: Owner.com CRO’s Secrets to Scaling
How to Build Your Sales Measurement Engine
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Jason M. Lemkin 🦄
How Tooey Courtemanche Built a $1B+ ARR Construction SaaS Empire Over 23 Years
"Sometimes, it can take decades to dominate a market"
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Jason M. Lemkin 🦄
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42:32
5 Interesting Learnings from Shopify at $11.2B in ARR
Holy cr*p Shopify.
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Jason M. Lemkin 🦄
From $1M to $3B ARR: Databricks CRO Ron Gabrisko on Scaling a Revenue Rocket Ship
In the latest episode of SaaStr’s CRO Confidential Series, our host Sam Blond sits down with Ron Gabrisko, CRO of Databricks, to unpack the journey from…
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Jason M. Lemkin 🦄
5 Interesting Learnings from PagerDuty at $480,000,000 in ARR
PagerDuty was one of the more disruptive B2B apps when it lauched.
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Jason M. Lemkin 🦄
How to Build a World-Class Customer Success Machine: Top Lessons from the CRO of Notion and VP of CS at GitHub
"Your CS org will look TOTALLY different at $1M ARR versus $100M ARR. Embrace the evolution."
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Jason M. Lemkin 🦄
5 Interesting Learnings from Procore at $1.2 Billion in ARR
"It can take Procore 3-7 years to build up to $1m ARR deal."
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Jason M. Lemkin 🦄

January 2025

Going Multi-Product in the Age of AI with CPOs of Webflow, Rubrik, Zoom, and ProductBoard
"‘I don’t care what it costs – if you deliver the highest quality with the best user experience, I will take care of the cost problem for you."
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Jason M. Lemkin 🦄
5 Interesting Learnings from Sailpoint at $820,000,000 in ARR
"One of the very founders who has gotten to IPO their company ... twice."
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Jason M. Lemkin 🦄
10 Ways Sales is Different in Vertical SaaS with Mangomint's VP of Sales
"Our top-performing AE is a domain expert with no SaaS experience ... who was previously a salon manager in San Francisco."
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Jason M. Lemkin 🦄
5 Interesting Learnings from Cloudflare at $1.7 Billion in ARR
"In the end, at scale, your largest customers are likely making up 50%+ of your revenue."
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Jason M. Lemkin 🦄
© 2025 Jason M. Lemkin 🦄
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