Harry Stebbings
16 statements across 2 episodes · 1 bullish · 9 bearish · 1 people on the record · first statement Feb 3, 2023 by Harry Stebbings · said 36 times in 25 episodes since 2018 · across every show →
On the record as a speaker too: Harry Stebbings's record, appearances and statements → this page counts the times other people say the name.
Mentions by year
brought up most by Jason Lemkin (29), Sam Blond (1), Kyle Parrish (1)
tap a year for its mentions
2026 18 mentions in 12 episodes 2 per episode
- Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
- Agents Didn't Kill Sales. They Just Exposed It with SaaStrAI CEO and Founder Jason Lemkin
- $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
- Why Your Next Hire Should Report to an AI, Tragedy Apps, and Too Many AI SDRs? | The Agents #004
- The 90/10 Rule for AI Agents: What to Vibe Code, and What To Just Buy
- AI + B2B in 2026: Find the Tailwinds or Get Left Behind | Jason Lemkin
- CRO Confidential: 0 to $600M in Under 4 Years. The ElevenLabs GTM Playbook with Carles Reina
- The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
- 4 more episodes that year, every mention in 2026 →
2025 16 mentions in 11 episodes 1 per episode
- The State of AI + Software: Where It’s Going - Fast
- Is The Classic GTM Playbook Really Dead? with SaaStr CEO and Founder Jason Lemkin
- The Complete Guide to Vibe Coding without a Developer with SaaStr CEO and Founder Jason Lemkin
- What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin
- AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Salesforce CEO, Co-Founder and Chair
- AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
- 6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer
- Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
- 3 more episodes that year, every mention in 2025 →
2024 1 mention in 1 episode
2018 1 mention in 1 episode
Everything said about Harry Stebbings, oldest first
Feb 3, 2023
Feb 3, 2023 negative
Feb 3, 2023
Feb 3, 2023 negative
Feb 3, 2023
Stebbings: Mature founders navigate downturns better than volatile young founders
“The mature founders, the fathers, the, and the mothers, and the more mature minded are weathering it well.
They know that if their child gets sick, it's going to be much worse than a recession.
But the young, young founders, their volatility is very extreme.
I…”
Aug 30, 2024
Stebbings: Early-stage VCs should roll off startup boards by Series B
“I always want to roll off the board. As you said, you shouldn't have five investors on the board who generally don't have that much of a different perspective. If at the Series B, not that much use for me to be there, really. If the founder wants it, fine. Abs…”
Aug 30, 2024 negative
Stebbings: Small VC Platform Hires Are Ineffective Compared to Top Firms
“Andreessen have hundreds. They're actually very deep across every segment of hiring, across every segment of B to B customer acquisition. They are a machine. Insight is the same. We have Insight who've done our companies, and it is a machine that they roll in.…”
Aug 30, 2024 positive
Stebbings: Pitch Decks Should Explicitly List Reasons Not to Invest
“One slide everyone should have on their deck, I think, is three reasons why you should not invest in us today. And then say, our, I don't know, our sales cycle is too slow, give the data. Our net retention number is too low, give the data. And then on the next…”
Aug 30, 2024 negative
Aug 30, 2024 negative
Stebbings: Offering 10% dilution prevents startups from attracting top-tier VCs
“So if you come to a venture market with a 10% dilution round, you're not gonna get the best venture investors in the world to partner with you, because you're gonna be giving it max eight percent away, because there's gonna be two percent for angels, maybe eve…”
Aug 30, 2024 negative
Aug 30, 2024 neutral
Stebbings: Raising Capital Pre-Launch Is Often Easier Than Post-Launch
“Walt Disney is sell me this story, make it magical, and make it wonderful. That's your pre-seed and your seed, and then you need to know when to sell me the pen. And there is a very rude transition between the two that I think will catch people up, and I think…”
Aug 30, 2024 bearish
Stebbings: Startups Raising Over $5M at Seed Have Consistently Performed Worst
“I've done a 170 investments in 10 years. And we analyzed performance across them, according to actually how much they raised at the seed. And consistently the worst performing companies raised five million or more at the seed round.”
Aug 30, 2024
Stebbings: Founders should construct their cap table like a sports team
“I would just say that build your cap table like you do a sports team. Everyone has a very specific position. A left back, a right back. Have someone for PR and marketing. Have one for engineering and recruiting. Have one for fundraising. Have one for pre-produ…”
Aug 30, 2024 negative
Stebbings: VC funds with heavy reserves are misaligned on round valuations
“If you have actually a very heavy skew towards reserves, Actually, we're not aligned, because that new round that you're getting, I don't want it to be that high, because I want to double down and put more in. It's much more beneficial to me that it's lower.”