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Harry Stebbings

@HarryStebbings656,309 subscribers

🎤 @twentyminutevc, 🏦 @20vcfund, @projecteurope_😇 @fuseenergy @linear @wearelegora @factoryai @lovable @airwallex @mercor_ai @workos @fomo @fireworksAI_HQ

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"We replaced Salesforce with a vibe-coded CRM built for our own workflows. The custom system integrated our AI agents more effectively, worked better for the team, and made Salesforce unnecessary. That decision cut a $600,000 annual software bill to zero." Is this an anomaly or the start of a much larger trend Chamath Palihapitiya Avishai Abrahami Jason ✨👾SaaStr.Ai✨ Lemkin Marc Benioff

"We replaced Salesforce with a vibe-coded CRM built for our own workflows. The custom system integrated our AI agents more effectively, worked better for the team, and made Salesforce unnecessary. That decision cut a $600,000 annual software bill to zero." Is this an anomaly or the start of a much larger trend Chamath Palihapitiya Avishai Abrahami Jason ✨👾SaaStr.Ai✨ Lemkin Marc Benioff

582,481 Aufrufe

“Everyone in IT has woken up and realized that these two frontier models could steal a lot of their TAM. Everyone is saying, ‘We better have a different story.’ The enterprises are saying it, Palantir is saying it. If you are an enabling technology for open-weight models, now is peak moment.” Rory O'Driscoll Love to hear your thoughts Naveen Rao Nathan Lambert Simon Willison Anjney Midha swyx

“Everyone in IT has woken up and realized that these two frontier models could steal a lot of their TAM. Everyone is saying, ‘We better have a different story.’ The enterprises are saying it, Palantir is saying it. If you are an enabling technology for open-weight models, now is peak moment.” Rory O'Driscoll Love to hear your thoughts Naveen Rao Nathan Lambert Simon Willison Anjney Midha swyx

23,192 Aufrufe

Why investing in a neo lab now is like investing in Quora or StumbleUpon: "I think right now, if you're going to invest in the new Neo Lab, you're basically investing in Quora or StumbleUpon when Facebook and X came about." Julien Bek I would love to hear how you think about this Nikesh Arora Anjney Midha Deedy

Why investing in a neo lab now is like investing in Quora or StumbleUpon: "I think right now, if you're going to invest in the new Neo Lab, you're basically investing in Quora or StumbleUpon when Facebook and X came about." Julien Bek I would love to hear how you think about this Nikesh Arora Anjney Midha Deedy

27,848 Aufrufe

Why do we have barely any of our team in San Francisco today? "Our team in San Francisco is maybe 4% of the company, even though that's where we're founded and where I'm based. Cost and loyalty. Retention of good people has always been really hard." Ryan Petersen

Why do we have barely any of our team in San Francisco today? "Our team in San Francisco is maybe 4% of the company, even though that's where we're founded and where I'm based. Cost and loyalty. Retention of good people has always been really hard." Ryan Petersen

106,301 Aufrufe

"The company's Anthropic bill has grown 6x every month because they keep finding more ways to use AI across the business. What started as tens of thousands of dollars in monthly spend has scaled into the millions as AI becomes embedded in more workflows. The challenge now isn't finding new use cases, it's deciding when the spending becomes too large to justify." How has your spend changed both in quantum and provider, over the last 6 months Nikesh Arora Aaron Katz Lin Qiao Matan Grinberg

"The company's Anthropic bill has grown 6x every month because they keep finding more ways to use AI across the business. What started as tens of thousands of dollars in monthly spend has scaled into the millions as AI becomes embedded in more workflows. The challenge now isn't finding new use cases, it's deciding when the spending becomes too large to justify." How has your spend changed both in quantum and provider, over the last 6 months Nikesh Arora Aaron Katz Lin Qiao Matan Grinberg

45,644 Aufrufe

"When companies don't have the best product, they often compete through services instead. Strong enterprise relationships let them sell consulting and implementation, helping customers adopt technology built by others. It's a strategy IBM pioneered, and one that's becoming increasingly common in the AI era." Rory O'Driscoll Does a services-led strategy simply imply inferior product and movement from innovator to incumbent Matan Grinberg Aaron Katz Apoorv Agrawal sunny madra

"When companies don't have the best product, they often compete through services instead. Strong enterprise relationships let them sell consulting and implementation, helping customers adopt technology built by others. It's a strategy IBM pioneered, and one that's becoming increasingly common in the AI era." Rory O'Driscoll Does a services-led strategy simply imply inferior product and movement from innovator to incumbent Matan Grinberg Aaron Katz Apoorv Agrawal sunny madra

25,379 Aufrufe

"We have everyone do work trials so people know what they’re getting into on both sides. We like candidates to do real work for 1 or several days, often over a weekend. When they see the office full on a weekend, they quickly learn that we’re not joking around." nico laqua What are your single biggest lessons on how to test the quality of candidates pre-hiring Jack Zhang Ryan Daniels Ivan Burazin Ronak Malde

"We have everyone do work trials so people know what they’re getting into on both sides. We like candidates to do real work for 1 or several days, often over a weekend. When they see the office full on a weekend, they quickly learn that we’re not joking around." nico laqua What are your single biggest lessons on how to test the quality of candidates pre-hiring Jack Zhang Ryan Daniels Ivan Burazin Ronak Malde

36,407 Aufrufe

"The best organizations won't manage token budgets manually. Instead, they'll rely on orchestration layers that automatically route workloads to the right models based on performance, cost, and use case. Keeping track of which model is best for coding, finance, research, or support will become too complex for humans to manage directly, so intelligent routing will become a core part of enterprise AI infrastructure." Aravind Srinivas How will the best orgs of the future manage token budgeting Michael Mignano Nikesh Arora Ryan Petersen mmurph

"The best organizations won't manage token budgets manually. Instead, they'll rely on orchestration layers that automatically route workloads to the right models based on performance, cost, and use case. Keeping track of which model is best for coding, finance, research, or support will become too complex for humans to manage directly, so intelligent routing will become a core part of enterprise AI infrastructure." Aravind Srinivas How will the best orgs of the future manage token budgeting Michael Mignano Nikesh Arora Ryan Petersen mmurph

29,644 Aufrufe

You Will Die If You Make Software For Humans Not Agents: "If you are not making your software for autonomous agents today, you are going to be challenged in the future. You will be severely challenged if you still think human beings are going to buy your software." jerry murdock How does software change when being designed for agents, not humans DHH Matt Biilmann Des Traynor Dylan Field scott belsky

You Will Die If You Make Software For Humans Not Agents: "If you are not making your software for autonomous agents today, you are going to be challenged in the future. You will be severely challenged if you still think human beings are going to buy your software." jerry murdock How does software change when being designed for agents, not humans DHH Matt Biilmann Des Traynor Dylan Field scott belsky

59,682 Aufrufe

Why Every Large Company is Overstaffed: "Every large company is overstaffed. We could debate how much but it's at least overstaffed by 25%. Most large companies are overstaffed by 50%. I think a lot of them are overstaffed by 75%. Now they all have the silver bullet excuse, ah, it's ai." Marc Andreessen 🇺🇸 Love to hear your thoughts on this tobi lutke dharmesh Eric S. Yuan Jason ✨👾SaaStr.Ai✨ Lemkin Mike Cannon-Brookes 👨🏼‍💻🧢🇦🇺

Why Every Large Company is Overstaffed: "Every large company is overstaffed. We could debate how much but it's at least overstaffed by 25%. Most large companies are overstaffed by 50%. I think a lot of them are overstaffed by 75%. Now they all have the silver bullet excuse, ah, it's ai." Marc Andreessen 🇺🇸 Love to hear your thoughts on this tobi lutke dharmesh Eric S. Yuan Jason ✨👾SaaStr.Ai✨ Lemkin Mike Cannon-Brookes 👨🏼‍💻🧢🇦🇺

43,130 Aufrufe

Why $30BN for Cursor Is A Good Deal: "The pro side is revenue and revenue growth rate. If something's gone from $1-$100M in a year, and then $100M to $1BN this year, with Newton's laws of motion, it is going to $3BN-$4BN next year." Suddenly you're in this thing at 10 times NTM revenues." Legit question, when you do Cursor at $29BN, what do you underwrite to? Miles Clements Lucas Swisher Sarah Wang Tom Hulme

Why $30BN for Cursor Is A Good Deal: "The pro side is revenue and revenue growth rate. If something's gone from $1-$100M in a year, and then $100M to $1BN this year, with Newton's laws of motion, it is going to $3BN-$4BN next year." Suddenly you're in this thing at 10 times NTM revenues." Legit question, when you do Cursor at $29BN, what do you underwrite to? Miles Clements Lucas Swisher Sarah Wang Tom Hulme

67,269 Aufrufe

The Single Biggest Lesson for Emerging Managers: "Liquidity windows open and close. When they are open, take advantage of them. Even your winners, you should be selling 20%-30%. Your job is to return money. DPI is math." What is your single biggest piece of advice to emerging managers Ho Nam Chad Byers Nichole Wischoff Roger Ehrenberg Ryan Hoover Turner Novak 🍌🧢 Packy McCormick

The Single Biggest Lesson for Emerging Managers: "Liquidity windows open and close. When they are open, take advantage of them. Even your winners, you should be selling 20%-30%. Your job is to return money. DPI is math." What is your single biggest piece of advice to emerging managers Ho Nam Chad Byers Nichole Wischoff Roger Ehrenberg Ryan Hoover Turner Novak 🍌🧢 Packy McCormick

37,883 Aufrufe

Is Ribbit the best early-stage fund (above $50M) in history? Alex Rampell Raised in 2013, Ribbit is a 55x DPI fund. Coinbase is the primary driver of fund performance. Can you think of any better Michael Kim Beezer Clarkson Cyan Banister Chris Sacca 🇺🇸 Gili Raanan // Cyberstarts?

Is Ribbit the best early-stage fund (above $50M) in history? Alex Rampell Raised in 2013, Ribbit is a 55x DPI fund. Coinbase is the primary driver of fund performance. Can you think of any better Michael Kim Beezer Clarkson Cyan Banister Chris Sacca 🇺🇸 Gili Raanan // Cyberstarts?

46,255 Aufrufe

Do VCs Truly Add Value to Companies: "There are three types of people: 1. Those who make it happen. 2. Those who watch it happen. 3. Those who wonder what happened. I think at best VCs are in the second camp. Sometimes unfortunately, they can be in the third." Love to hear your thoughts, do the best founders you work with need "VC value" Chetan Puttagunta Keith Rabois Vinod Khosla Elad Gil

Do VCs Truly Add Value to Companies: "There are three types of people: 1. Those who make it happen. 2. Those who watch it happen. 3. Those who wonder what happened. I think at best VCs are in the second camp. Sometimes unfortunately, they can be in the third." Love to hear your thoughts, do the best founders you work with need "VC value" Chetan Puttagunta Keith Rabois Vinod Khosla Elad Gil

22,333 Aufrufe

The best founders all have this one trait: "You need a very primal reason to keep going when things are really bad. When everything is going wrong, and you do not even want to face the bad news, that is what keeps you going. Without that deep motivation, it is very hard to continue fighting." Marc Andreessen 🇺🇸 What is your primal reason when everything is going wrong? Jack Zhang Alex Rampell Alex Bouaziz Brian Chesky

The best founders all have this one trait: "You need a very primal reason to keep going when things are really bad. When everything is going wrong, and you do not even want to face the bad news, that is what keeps you going. Without that deep motivation, it is very hard to continue fighting." Marc Andreessen 🇺🇸 What is your primal reason when everything is going wrong? Jack Zhang Alex Rampell Alex Bouaziz Brian Chesky

28,668 Aufrufe

"I think going to university was a big mistake. If you want to do big things, you need to go out into the wilderness, get humbled, and go through the lows before the highs. I wasted some amount of time in my life doing it." nico laqua How do you advise young people now on the value of university today vs going straight into startups/work Paul Graham Kaz Nejatian Balaji Finn Mallery Walden

"I think going to university was a big mistake. If you want to do big things, you need to go out into the wilderness, get humbled, and go through the lows before the highs. I wasted some amount of time in my life doing it." nico laqua How do you advise young people now on the value of university today vs going straight into startups/work Paul Graham Kaz Nejatian Balaji Finn Mallery Walden

19,292 Aufrufe

Why Labour Displacement Theory Around AI Is Wrong: " This entire labor displacement thing is a 100% incorrect. It's completely wrong. It's classic zero-sum economics. It's the lump of labor fallacy. It happens over and over and over again. It's always been wrong. It's going to be wrong again." Love to hear your thoughts on this Demis Hassabis Sam Altman Jason ✨👾SaaStr.Ai✨ Lemkin Aaron Levie Yann LeCun

Why Labour Displacement Theory Around AI Is Wrong: " This entire labor displacement thing is a 100% incorrect. It's completely wrong. It's classic zero-sum economics. It's the lump of labor fallacy. It happens over and over and over again. It's always been wrong. It's going to be wrong again." Love to hear your thoughts on this Demis Hassabis Sam Altman Jason ✨👾SaaStr.Ai✨ Lemkin Aaron Levie Yann LeCun

27,704 Aufrufe

To every founder that cannot raise, that is being told no, no, no by investors. Klaviyo is a $6.23BN company closing in on $1BN in ARR. "We applied to all these VCs giving $20K grants, no equity, no strings attached. Not one of them accepted us." Stay the course. 👇

To every founder that cannot raise, that is being told no, no, no by investors. Klaviyo is a $6.23BN company closing in on $1BN in ARR. "We applied to all these VCs giving $20K grants, no equity, no strings attached. Not one of them accepted us." Stay the course. 👇

87,458 Aufrufe

So Byron Deeter is one of the greatest investors of the last decade. 19 unicorns. 8 of his companies have gone public. Insane. Anthropic: $170BN Canva: $42BN Twilio: $16.3BN Docusign: $15.1BN Procore: $10.1BN ServiceTitan: $9.1BN Box: $4.6BN Total combined market cap/valuation = $267.2 billion My top 6 lessons from sitting down with Byron 👇

So Byron Deeter is one of the greatest investors of the last decade. 19 unicorns. 8 of his companies have gone public. Insane. Anthropic: $170BN Canva: $42BN Twilio: $16.3BN Docusign: $15.1BN Procore: $10.1BN ServiceTitan: $9.1BN Box: $4.6BN Total combined market cap/valuation = $267.2 billion My top 6 lessons from sitting down with Byron 👇

46,073 Aufrufe

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"If you are not working 7 days per week, you are going to lose". Corgi Insurance is the most intense workplace culture in startups. - The company works 7 days per week. - Founder (nico laqua) lives and sleeps in the office. - He built a cafe in the office because there was no local cafe that was open 24/7. - 2/3 of the first 30 team members have the Corgi logo as a tattoo. Today I went behind the scenes with Nico, who has used this culture to scale the company to a $2.6BN valuation in just two years. My condensed notes below: 1. If You Are Not Working 7 Days Per Week, You Are Going to Lose: Whatever you can get done in 5 days, you'll get more done in 6 and 7. If you are trying to solve the world’s hardest problems, a standard 5-day workweek will not cut it. 2. Work Trials Repel the Mediocre: Corgi forces candidates into mock work trials over the weekend. If seeing a full office on a Saturday scares them, they don't belong. True intensity acts as a natural filter to attract killers and repel clock-watchers. 3. Lead from the Front Lines You can’t demand 7-day weeks while sitting on a yacht. Nico sleeps 3–4 hours a night on a mattress inside the office. If you want your troops to bleed, you have to be in the trenches with them. 4. Culture Only Means One Thing: Winning Forget superficial jargon like "hackers" or "ex-founders." Strip away the corporate fluff. A great startup culture is aggressively optimized around one single word: Winning. 5. Lifespan vs. Victories Building something world-historic requires radical sacrifice. When asked if he'd rather build a trillion-dollar company and die at 50, or fail and live to 80, the answer was easy. "I would rather measure my lifespan in victories." 6. Reject the Comfort of "Quiet Quitting." If you are operating in a hyper-growth environment and your days off happen to be Saturday and Sunday every single week, you are quiet quitting. To win, you must deliberately bypass the off-ramps of personal comfort and low volatility. Corgi isn't for everyone—and that’s exactly the point.

Harry Stebbings

3,121,410 Aufrufe • vor 3 Monaten