The Secrets To Scaling in The Age of AI

The Secrets To Scaling in The Age of AI

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Top 10 Learnings On What Getting Acquired is Really Like From Ex-Head of M&A at Own, Rackspace, NetApp and Yahoo!
"BigCos have a list. Of folks they might want to acquire. And you have to be on it."
 • 
Jason M. Lemkin 🦄
1
AI Agents in B2B: Top 10 Learnings from Aaron Levie, CEO of Box and IBM's VP of AI
"What data are you sitting on that is proprietary to you?" Levie asked. "That's what matters."
 • 
Jason M. Lemkin 🦄
4:11
How We Built ChatGPT Enterprise's Sales Team from Absolute Zero: The Complete Playbook with Maggie Holt, Head of GTM
"We made a dramatic decision: unify both organizations into a single go-to-market team."
 • 
Jason M. Lemkin 🦄
2:12
The Latest 20VC + SaaStr: Was $3B Really Left on the Table, Broken CEO Comp, and Why VCs Are Worse Than Public Markets
"If you paid Elon Musk like Mary [Barra] makes $29 million a year. Do you think Elon cares about $29 million?"
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Jason M. Lemkin 🦄
4:12
Does It Matter How Fast You Get to $1B ARR, Within Reason? Probably Not. Comparing Figma, Palantir, HubSpot, Snowflake and More
"In the end, market TAM, business model, and post-$1B execution matter far more than exactly how quickly you get there."
 • 
Jason M. Lemkin 🦄
From $30M to $11B: The ServiceTitan Playbook - CRO Ross Biestman's Masterclass on Vertical SaaS
"Venture capitalists were telling him he was "crazy" to sell software to plumbers."
 • 
Jason M. Lemkin 🦄
3:47

July 2025

AI in GTM Efficiency: The Playbooks from Databricks, Monday.com and Benchling
"Databricks built their own tool called "Ask Mo" that serves as an entry point into Salesforce."
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Jason M. Lemkin 🦄
8:26
How AI Led Palantir From Slow Growth (13%) to Hypergrowth (49%!)
"Their Artificial Intelligence Platform (AIP) launched in early 2023, right as the AI boom was taking off."
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Jason M. Lemkin 🦄
GTM in The Age of AI: The Top 10 Learnings from ICONIQ’s 2025 B2B Report
"Companies under $25M ARR with high AI adoption are running GTM organizations that are 38% leaner."
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Jason M. Lemkin 🦄
The GOATs of B2B: The Founders That Delivered The Biggest IPO Returns of All. 2000%+
"13 out of 15 top performers (87%) have founder CEOs—only ServiceNow breaks the pattern, but proves the rare exception."
 • 
Jason M. Lemkin 🦄
AI and Cybersecurity: How Rubrik’s Co-Founder Built a $1B+ ARR Platform While Joining the AI Revolution
"You have to say yes to everything with large Fortune 500 customers. If you miss a $100K deal today, you’re potentially walking away from a 20-30x…
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Jason M. Lemkin 🦄
5:03
The AI Automation Roadmap: What Roles You Can Replace in B2B Today. And What You Can’t.
"The companies winning with AI outbound aren’t just buying a tool — they’re building a machine. They’re training their AI on thousands of successful…
 • 
Jason M. Lemkin 🦄
© 2025 Jason M. Lemkin 🦄
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