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The Latest 20VC+SaaStr: Benioff Joins — And Delivers $1B+ AI Revenue; Anthropic Demand is Insatiable; AI Following Up With 1,000,000+ Leads at Salesforce
Aug 31, 2025
We had a real treat this week -- Marc Benioff joined Harry, Rory, and Jason on 20VC+SaaStr this week to deliver one of the most grounded and passionate takes on AI we've heard from any enterprise leader. In a market fueled by AGI promises and $10 billion funding...
Dear SaaStr: We Can Sell to a New Vertical. Should We?
Aug 31, 2025
Dear SaaStr: We Can Sell to a New Vertical. Should We? Getting ahead of expanding into new verticals can be a huge win. You really want to get there, and to a second product, before you exhaust your TAM in your existing markets and product. But of course it’s not...
One Way Even Great Sales Execs Fail: Not Spending Enough Time IRL With Their Team
Aug 30, 2025
I caught up with two sales leaders recently — both seasoned, both with strong track records, both ethical operators. And both had just washed out of their latest sales roles in under 6 months. That seemed... odd. So I dug deeper. What I found was a common thread that...
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The Latest 20VC+SaaStr: Benioff Joins — And Delivers $1B+ AI Revenue; Anthropic Demand is Insatiable; AI Following Up With 1,000,000+ Leads at Salesforce
By Jason Lemkin | August 31, 2025
We had a real treat this week — Marc Benioff joined Harry, Rory, and Jason on 20VC+SaaStr this week to deliver one of the most grounded and passionate takes on AI we’ve heard from any enterprise leader. In a market fueled by AGI promises and $10 billion funding rounds, Salesforce CEO’s cut through the hype…
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Blog Posts, Q&A
Dear SaaStr: We Can Sell to a New Vertical. Should We?
By Jason Lemkin | August 31, 2025
Dear SaaStr: We Can Sell to a New Vertical. Should We? Getting ahead of expanding into new verticals can be a huge win. You really want to get there, and to a second product, before you exhaust your TAM in your existing markets and product. But of course it’s not without risk. The first key…
Continue Reading
Blog Posts
One Way Even Great Sales Execs Fail: Not Spending Enough Time IRL With Their Team
By Jason Lemkin | August 30, 2025
I caught up with two sales leaders recently — both seasoned, both with strong track records, both ethical operators. And both had just washed out of their latest sales roles in under 6 months. That seemed… odd. So I dug deeper. What I found was a common thread that might surprise you: Neither had really…
Continue Reading
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Lew Cirne, CEO of NewRelic

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