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20VC x SaaStr This Week: Why Most VCs Need to Step Aside, What’s Really Defensible Today, and How to Actually Attach to AI Revenue
Nov 14, 2025
We're back! Harry, Rory and Jason! The venture capital playbook is broken. Not bent — broken. In the latest 20VC x SaaStr episode, Harry Stebbings, Jason Lemkin, and Rory O'Driscoll dissect why even Sequoia is making dramatic leadership changes, why seed investing at...
Stop Looking For Sales Magicians
Nov 14, 2025
I see it every single day in my portfolio. CEOs convinced they just need to hire that one rep who will magically turn everything around. And later, that one VP of Sales who will turn things around on their own. The person who can sell ice to Eskimos. The rep who...
Dear SaaStr: Is It Ridiculous To Call Yourself the CEO When Your Startup is Tiny?
Nov 14, 2025
Dear SaaStr: Is It Ridiculous To Call Yourself the CEO When Your Startup is Tiny? I used to feel that way, at least a bit. I used to look at tiny little startups and wince when a founder went around talking about himself as “CEO”. But then I had to learn how to Sell...
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20VC x SaaStr This Week: Why Most VCs Need to Step Aside, What’s Really Defensible Today, and How to Actually Attach to AI Revenue
By Jason Lemkin | November 14, 2025
We’re back! Harry, Rory and Jason! The venture capital playbook is broken. Not bent — broken. In the latest 20VC x SaaStr episode, Harry Stebbings, Jason Lemkin, and Rory O’Driscoll dissect why even Sequoia is making dramatic leadership changes, why seed investing at $50M pre-money might not work anymore, and what it actually takes to…
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Blog Posts, Sales
Stop Looking For Sales Magicians
By Jason Lemkin | November 14, 2025
I see it every single day in my portfolio. CEOs convinced they just need to hire that one rep who will magically turn everything around. And later, that one VP of Sales who will turn things around on their own. The person who can sell ice to Eskimos. The rep who closed $2M at their…
Continue Reading
Blog Posts, Career Growth & Advice, Customer Success, Early, Leadership, Q&A
Dear SaaStr: Is It Ridiculous To Call Yourself the CEO When Your Startup is Tiny?
By Jason Lemkin | November 14, 2025
Dear SaaStr: Is It Ridiculous To Call Yourself the CEO When Your Startup is Tiny? I used to feel that way, at least a bit. I used to look at tiny little startups and wince when a founder went around talking about himself as “CEO”. But then I had to learn how to Sell to…
Continue Reading
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Lew Cirne, CEO of NewRelic

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