Harry Stebbings, every mention
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every year anyone Jason Lemkin 29Sam Blond 1Kyle Parrish 1
Verbatim, from the transcripts: the passages where Harry Stebbings comes up
CRO Confidential: 0 to $600M in Under 4 Years. The ElevenLabs GTM Playbook with Carles Reina
Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
- ▶ 32:49 Jason Lemkin When you and Harry, I started this podcast like a little more than a year ago. 2 times in the scene
Agents Didn't Kill Sales. They Just Exposed It with SaaStrAI CEO and Founder Jason Lemkin
- ▶ 15:19 Jason Lemkin My epiphany on this is, you know, last summer, Mark Benioff came on the TwentyVC podcast with me and Harry and Rory, and I asked him last summer, well, what have you learned from Palantir, right?
- ▶ 46:50 Jason Lemkin And it even means if you listen to the podcast that we do with Rory and Harry, it even means that companies, this is a tough part of venture.
The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
- ▶ 57:06 Jason Lemkin And the reason I say this is if you took all the risk out of the sales process for me, Mark Benioff made this point actually on the TwentyVC with me and Harry last year, right?
$4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
- ▶ 14:26 Jason Lemkin If you listen to our podcast with Rory and Harry, I bet there'll be a hundred billion dollar startup acquired in the next 12 months.
- ▶ 39:21 Jason Lemkin And so I, I kind of leveraged, uh, uh, a segmentation that Rory did on the 20 VC with me and Harry, which of these four categories are you on?
Our AI is Hiring! Would You Work for One? And Are Autonomous Agents ... Safe? The Agents #005
- ▶ 1:38 Jason Lemkin And I brought this up briefly on TwentyVC with Rory and Harry, and Rory made the point that I probably didn't care.
Why Your Next Hire Should Report to an AI, Tragedy Apps, and Too Many AI SDRs? | The Agents #004
- ▶ 32:09 Jason Lemkin It, it, it, you literally, unless you had a team of video producers like Harry does, you couldn't,
- ▶ 1:20:29 Jason Lemkin Look, and, um, you know, Harry, Harry interviewed, uh, the, the, the CEO of Apple Evan, which is like a hundred fifty billion dollar market cap this week, and he, he made the point, I mean, wildly successful.
Managing 20+ AI Agents: Lazy Agents, Our $500K AI Bill, Stealth Churn & the Death of 60% Solutions
- ▶ 48:03 Jason Lemkin But when Mark Benioff came on the TwentyVC with me and Maureen Harry, he said, my number one wish, my number one thing I'm jealous of Palantir's is one, their deal size.
The 90/10 Rule for AI Agents: What to Vibe Code, and What To Just Buy
- ▶ 48:00 Jason Lemkin Well, first of all, we're, we'll, um, on TwentyVC with Harry and Rory, we have Michael Cannon Bricks, the CEO of Atlassian coming to talk about it live.
- ▶ 59:51 unnamed speaker So, we'll do this soon, but yeah, in the meantime, if you want to know more about the market and stuff, yeah, listen to, it's the Twine BC podcast that Jason does with Harry and Rory every week.
From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM
- ▶ 28:26 Jason Lemkin The 20 VC that I did with Harry and Rory when Mark Benioff came on, it was interesting when he said he wished he could, he said he can't hit Salesforce, but he wished he had enough FDs that everyone could be in production on agent force…
The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO
- ▶ 2:50 Kyle Parrish With Harry Stebbings on TwentyVC and Royal Driscoll, which everybody should listen to every week.
AI + B2B in 2026: Find the Tailwinds or Get Left Behind | Jason Lemkin
- ▶ 7:56 Jason Lemkin I don't know how many of you guys listen to the podcast that we've done with Harry and Rory for about five or six months.
- ▶ 13:39 Jason Lemkin And so what, if you talk to investors here or you listen to the podcast that we do with Harry and Rory,
AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
- ▶ 11:06 Jason Lemkin We got a podcast with Harry.
6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer
- ▶ 1:11:17 Jason Lemkin Before you sign and we did with Harry and Rory, we had Mark Benioff on about a month and a half ago when we talked about what's the number one thing you wanted at Salesforce.
Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
- ▶ 1:36 unnamed speaker We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, Fin, and all your favorite B to B companies, including yours truly with Harry Stebbings and more doing our live 20 VC podcast.
The State of AI + Software: Where It’s Going - Fast
- ▶ 1:41 Jason Lemkin We'll have speakers flying in from open AI, Wiz, Clay, Intercom, Fin, and all your favorite B to B companies, including yours truly with Harry Stebbins and more doing our live 20 VC podcast.
- ▶ 21:10 Jason Lemkin We did a 20 VC with Harry, me and Rory maybe a month ago with Mark Benioff.
Snowflake's AI Revolution in Sales, Marketing and GTM with Snowflake‘s CMO and Founding CRO
- ▶ 1:35 unnamed speaker We'll have speakers flying in from open AI, Wiz, Clay, Intercom, Fin, and all your favorite B to B companies, including yours truly with Harry Stebbings and more doing our live 20 VC podcast.
Is The Classic GTM Playbook Really Dead? with SaaStr CEO and Founder Jason Lemkin
- ▶ 1:59 Jason Lemkin We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, Fin, and all your favorite B to B companies, including yours truly with Harry Stebbins and more doing our live 20 DC podcast.
- ▶ 6:50 Jason Lemkin If you listen to this, if you listen to the recent TwentyVC, Harry, Rory, and I did with Mark Benioff, he wants to do more pilots.
SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why
- ▶ 1:44 Jason Lemkin We'll have speakers flying in from around the world from OpenAI, Wiz, Clay, Intercom, all your favorite B to B companies, including yours truly and Harry Stebbings for a live, 20 BC and Sastra podcast.
The Complete Guide to Vibe Coding without a Developer with SaaStr CEO and Founder Jason Lemkin
- ▶ 1:53 Jason Lemkin We'll have speakers flying in from around the world from OpenAI, Wiz, Clay, Intercom, all your favorite B to B companies, including yours truly and Harry Stebbings for a live, 20 BC and Saster podcast.
- ▶ 41:33 Jason Lemkin And you go to like news, there's a cool little video at the top that shows the latest video from 20 VC with me, Rory and Harry, like the latest one.
What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin
- ▶ 5:30 unnamed speaker Listen to your chat with, uh, Rory and then Harry a couple of weeks ago. 2 times in the scene
AI, Sales + GTM in 2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton
- ▶ 29:13 Jason Lemkin Now it's a Harry Stebbins vibe.
AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Salesforce CEO, Co-Founder and Chair
- ▶ 0:53 Jason Lemkin I added over a 100,000 LinkedIn posts, almost a thousand podcasts, especially the ones that Harry Stebbins did for us in the other days. 2 times in the scene
Fundraising from VCs and Hiring VPs in 2025: AMA with Jason Lemkin SaaStr CEO
- ▶ 15:21 Jason Lemkin But for example, I did this, I did a couple of these like round tables with Harry Stebbins on 20 VC and I did 50,000 with him and then 10,000 with a couple other top, top investors that we would have an IPO a week in the second half of the…
SaaStr Live with Jason Lemkin: Europa Edition!
- ▶ 6:13 Jason Lemkin We'll have ever popular Harry Stebbings talking with Ross Mason, the founder of MuleSoft, which was just bought for over six billion by Salesforce, talking about how he got this thing started off on Malta.