AI

also referred to as: artificial intelligence

51 statements across 30 episodes · 19 bullish · 21 bearish · 16 people on the record · first statement May 30, 2023 by Rob Walling · across every show →

Everything said about AI, oldest first

May 30, 2023 bullish
Prediction Not checkable as stated
AI will have 100x the grassroots impact of no-code tools
“No code is changing things at a grassroots level. [431] Rob Walling: It's changing things for a lot of people. [432] Rob Walling: AI is going to do that times a hundred.”
Rob Walling May 30, 2023 ▶ 7:06 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 bullish
Opinion
Dismissing AI as an NFT-like hype cycle is fundamentally wrong
“It's completely the wrong approach to think that this is just NFTs and stick your head in the sand. Like that is fundamentally wrong. Like I'll take an argument with anybody who thinks that.”
Einar Vollset May 30, 2023 ▶ 16:29 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 positive
Insight
Founders should assess AI across generative, categorization, summarization, and predictive models
“It's a model of, if I was running a SaaS app today, I would apply each of those four, generative, categorization, summarization, and predictive, to say where in the app would my users benefit from it doing one of those, or where do I ask them to do it today, t…”
Rob Walling May 30, 2023 ▶ 16:01 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 positive
Insight
Not every SaaS needs AI, but founders should use it internally
“I feel like not every SaaS app itself needs or can use AI inside of it as a feature. But I do think every SaaS company or every SaaS founder could be using it internally pretty much.”
Rob Walling May 30, 2023 ▶ 27:39 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 bearish
Prediction Not checkable as stated
SaaS founders who ignore low-hanging AI features will be outcompeted
“I think a lot of people, not a lot of people, but some people are going to get out competed by this low hanging fruit. But the flip side is like you say, The low hanging fruit isn't in itself a moat.”
Einar Vollset May 30, 2023 ▶ 20:29 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 neutral
Insight
Prompt engineering built over a weekend is not a competitive moat
“Unless you build something novel that is non-obvious and relatively difficult to build, AI is not a differentiator. If all you're doing is engineering a prompt and you can build it in a weekend, even though it can do something totally cool, anyone else can do …”
Rob Walling May 30, 2023 ▶ 18:45 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
May 30, 2023 positive
Disclosure
AI increased Discretion Capital's SaaS tracking from 10% to nearly 100%
“Augmenting our systems for discretion capital in terms of using AI to sort of understand the SaaS, specifically the B to B SaaS market worldwide. [266] Einar Volset: And that has allowed us to basically have a step change. [270] Einar Volset: We're basically g…”
Einar Vollset May 30, 2023 ▶ 4:17 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
Sep 19, 2023 negative
Opinion
Walling: AI content lacking human domain expertise cannot compete for SEO rankings
“I think the AI generated stuff, it just isn't there yet, and so if you don't have That last 20% to get it, you know, again, it's eighty-twenty, right, where AI can maybe get you 80% of the way there, but if you don't have the last 20% yourself, I think it's a …”
Rob Walling Sep 19, 2023 ▶ 15:59 Episode 679 | Mock Features, A Failed Launch, Becoming a Freelanc...
Oct 10, 2023 negative
Assertion Not checkable as stated
Theuma: Several 2023 SaaS conferences completely omitted AI from their programming
“We have been to conferences this year, which are like similar to ours, where AI wasn't mentioned at all, right? It's just the typical is how we got to two hundred million stuff, right?”
Alex Theuma Oct 10, 2023 ▶ 22:29 Episode 682 | The Pros and Cons of Large vs. Small Startup Events
Jan 9, 2024 negative
Insight
Orangio: Product translation introduces long-term multilingual hiring burdens
“Globalization, on the one hand, especially now with AI, is actually very easy, and at the same time, not easy at all. Because you ultimately do need other people to support this additional language. Like, it'll just be you in the beginning, but then assuming t…”
Asia Orangio Jan 9, 2024 ▶ 14:33 Episode 695 | Ideal Customers, Moving from B2C to B2B, and More L...
Jan 23, 2024 positive
Prediction Not checkable as stated
Walling: AI will not take developer jobs, but will augment software builders
“I don't believe AI is going to take a bunch of developer jobs. I think this is the rising tide that raises all the boats. Unless you're a real developer, and you don't, or you resist AI, or you don't want to use it becomes this tool of augmentation that I thin…”
Rob Walling Jan 23, 2024 ▶ 11:15 Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024
Jan 23, 2024 positive
Prediction Not checkable as stated
Walling: 2024 tech shifts from obvious AI to novel tool integrations
“The obvious AI stuff, we're going to be through that this year. And we're going to start to get into novel and surprising integrations with a lot of the tools we use, or novel and surprising new apps that aren't just a thing that, again, is so obvious to build…”
Rob Walling Jan 23, 2024 ▶ 10:27 Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024
Apr 9, 2024 neutral
Insight
Reimer: AI shifts startup value from software implementation to sales
“This is moving in the direction where AI can do so much more of technical implementation. I think it's only going to get more and more. That doesn't mean there's not going to be demand for software developers to know how to, like, use the AI tools to pull thin…”
Derrick Reimer Apr 9, 2024 ▶ 9:46 Episode 708 | Outsourcing Marketing, Competitive Markets, and Mor...
Oct 8, 2024 negative
Insight
Landsman: Support faces AI disruption because companies treat it as a cost center
“Customer service is more directly in the crosshairs of even current AI capability to some degree. Like obviously you can make the case for like, well, every job is going to be affected or whatever, you know, who knows? But I think this is one where it's like, …”
Ian Landsman Oct 8, 2024 ▶ 29:16 Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)
Dec 31, 2024 neutral
Prediction Not checkable as stated
Walling: Fewer startup homepages will feature 'AI' in H1 tags by 2025
“I am predicting that the term AI will be used in fewer H-ones one year from now, because it will just be assumed that AI is built into everything.”
Rob Walling Dec 31, 2024 ▶ 11:55 Episode 746 | 9 Startup Predictions for 2025
Jan 28, 2025 negative
Disclosure
Lars Lofgren immediately terminates freelance writers caught submitting AI-generated content
“I am running content programs on several sites right now, and I have told all my freelancers, if you use AI, if you copy and paste anything from AI into anything in your post, if I ever find it, We're done. You can use it for brainstorming. You can use it for …”
Lars Lofgren Jan 28, 2025 ▶ 23:13 Episode 752 | The State of SEO in 2025
Jan 28, 2025 negative
Insight
Lars Lofgren argues AI produces mediocre content that cannot win rankings
“AI is really good at giving you kind of like that core, like Middle of the bell curve answer. Right. And if they're giving you something, they're going to give the other thousand people in your space, something pretty similar. Cause that's what AI does. And so…”
Lars Lofgren Jan 28, 2025 ▶ 22:20 Episode 752 | The State of SEO in 2025
Feb 4, 2025 neutral
Insight
AI is an operational accelerant, not a SaaS product differentiator
“Think of AI as an accelerant. It gets you there faster. If you don't use it, you will be slower than your competition. It doesn't differentiate you because your competition can and will use it.”
Rob Walling Feb 4, 2025 ▶ 12:00 Episode 754 | Broken Freemium, SaaS Plateaus, and More Listener Q...
Feb 27, 2025 bearish
Opinion
Schnettler: AI is not yet good enough for non-technical database reporting
“And I think part of that was because you can't put it in front of completely non-technical people yet because the AI is just not good enough.”
Colleen Schnettler Feb 27, 2025 ▶ 4:55 Episode 761 | TinySeed Tales s4e7: Identifying Pain Points
Mar 11, 2025 bullish
Insight
Gall: Subpar AI categories are the best areas to build in early
“Because I think everything in AI will be very good. And so the things that aren't that good right now are actually the best things to build in because everyone just assumes, oh, who's, is it a voice? Is it really going to replace a person? Yes, actually it is.…”
Jordan Gal Mar 11, 2025 ▶ 10:49 Episode 764 | Finding Hockey Stick Growth with an A.I. Wrapper (w...
Mar 11, 2025 neutral
Insight
Gall: AI founders must combine extreme optimism with constant paranoia
“Extreme optimism and paranoia. I think that, that is the appropriate stance for the CEO of this company, is we are gonna push so hard, we're gonna crush it, we're gonna get to ten million ARR in 18 months, and at the same time, at any minute, someone could rel…”
Jordan Gal Mar 11, 2025 ▶ 38:07 Episode 764 | Finding Hockey Stick Growth with an A.I. Wrapper (w...
Mar 11, 2025 positive
Insight
Gall: MVPs are easier in AI than SaaS because founders build less
“And the reason MVPs in AI and SaaS are like very, very different things is because in AI, you don't build nearly as much as you do in SaaS. So if you want to build a CRM, you kind of can't launch an MVP. You know, if you want an email, for example, Look, you c…”
Jordan Gal Mar 11, 2025 ▶ 17:06 Episode 764 | Finding Hockey Stick Growth with an A.I. Wrapper (w...
Mar 11, 2025 negative
Insight
Gall: Exposing full AI power to users creates onboarding friction
“Voice and AI is really, really powerful, and when something's really powerful, you're tempted to bring all that power to the user, and that's what creates onboarding friction.”
Jordan Gal Mar 11, 2025 ▶ 30:37 Episode 764 | Finding Hockey Stick Growth with an A.I. Wrapper (w...
Aug 12, 2025 positive
Insight
Dennis: VCs Are Right That AI Startups Must Raise More Capital
“Every venture investor is like, take more and go try to get this thing. And you know what? I don't think that's venture investors trying to be evil. They're actually right. They've seen pattern recognition that you're gonna need more capital. This is AI and yo…”
Braden Dennis Aug 12, 2025 ▶ 5:07 Episode 787 | "We Shut Down a $1.5M Product, and Raised $10M Inst...
Oct 28, 2025 negative
Opinion
Walling: AI does not make category creation easier for bootstrappers
“So I don't think AI makes any of that any easier. AI makes building products easier, and it makes the type, it means the type of products we can build are more varied, and we can build maybe some new product types or categories, but building a product category…”
Rob Walling Oct 28, 2025 ▶ 19:26 Episode 804 | Positioning, Inventing a Category, Marketing Global...
Nov 11, 2025 positive
Assertion Not checkable as stated
Small businesses use AI to build complex custom integrations in Missive
“But now because of AI, we're seeing even like smaller businesses, like twin employees building like really complex custom integration built in Missive with all the different tool in their stack.”
Philippe Lehoux Nov 11, 2025 ▶ 28:43 Episode 806 | Bootstrapping Missive to $8M ARR Over 10 Years
Dec 2, 2025 neutral
Insight
Hewitt: AI workflows only work 80% of the time and require humans
“Yep, like that a hundred percent exists and I built that and it works about 80% of the time. And so it's that 20% that is still, you know, the human in the loop or the human augmented or amplified experience with AI. That's where we are today. And that applies…”
Craig Hewitt Dec 2, 2025 ▶ 5:46 Episode 809 | What I Learned Diving into A.I. for 100 Days (with...
Dec 2, 2025 neutral
Disclosure
Hewitt used almost no AI to produce his 100-day video series
“Like there was almost no AI at all to the whole production process.”
Craig Hewitt Dec 2, 2025 ▶ 22:16 Episode 809 | What I Learned Diving into A.I. for 100 Days (with...
Dec 9, 2025 bullish
Opinion
SaaS is not dead; businesses will not build internal tools with AI.
“No, like we still, I still need team communication software. I need a calendar. I need project management tools. I need an email client. I need a CRM. I need error monitoring. I'm not going to build any of this stuff myself just because I may have some specifi…”
Derrick Reimer Dec 9, 2025 ▶ 25:22 Episode 810 | The Best A.I. Coding Stack, Shipping Fast, and More...
Dec 9, 2025 bearish
Insight
Single-feature utility applications are the most vulnerable to AI replacement.
“If your app is a single feature, the beauty of app being a single feature is you kind of development can be done. It can be done. These are great, like indie hacker lifestyle. Step one, step two businesses. You know, you don't have to constantly build an ad an…”
Rob Walling Dec 9, 2025 ▶ 28:49 Episode 810 | The Best A.I. Coding Stack, Shipping Fast, and More...
Dec 23, 2025 negative
Insight
Walling: Unsupervised AI-coded software becomes unmaintainable within 6 to 18 months
“And it's okay to use AI to code as long as a, like an engineer is supervising slash running that process, because we know That you can have AI build you something, and we know that in six, 1218 months it will become very, very hard to maintain. Feature velocit…”
Rob Walling Dec 23, 2025 ▶ 11:56 Episode 812 | The 2025 State of TinySeed
Dec 30, 2025 bearish
Prediction Not checkable as stated
AI Will Cause at Least One Major No-Code Platform to Fail
“My sixth prediction is that at least one major no-code platform will struggle or go under as AI removes its core advantage.”
Rob Walling Dec 30, 2025 ▶ 22:28 Episode 813 | SaaS Predictions for 2026 (+ Reflections on 2025)
Jan 27, 2026 positive
Insight
Cohen: AI belongs in the solution space, not the problem space
“People talk about AI like it's part of the problem to solve or that people want AI. False. AI is part of the solution space. How is it that I can deliver more of what they already wanted because of AI? AI has made something possible that was previously impossi…”
Jason Cohen Jan 27, 2026 ▶ 40:21 Episode 817 | Bootstrapping in the Age of AI with Jason Cohen
Mar 10, 2026 negative
Opinion
Vollset: Superintelligence requires new breakthroughs, not just more compute and synthetic data
“There has to be, I think, and I think there's, I think most people now, if you look, talk to like leading edge research and stuff, sort of agree with this. They're like, look, there has to be another breakthrough to really start that, like, To get to the next …”
Einar Vollset Mar 10, 2026 ▶ 24:42 Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B SaaS?, ChatGP...
Apr 28, 2026 positive
Opinion
Walling: AI is probably the biggest tech shift of my entrepreneurial career
“It's probably the biggest technological change I've ever seen since I've been an entrepreneur.”
Rob Walling Apr 28, 2026 ▶ 29:54 Episode 830 | Breaking Through Plateaus, Zero-Click Marketing, an...
Apr 28, 2026 neutral
Opinion
Walling: AI is changing things, but not as much as people claim
“I think AI is changing things, but not as much as most people are making it out.”
Rob Walling Apr 28, 2026 ▶ 29:41 Episode 830 | Breaking Through Plateaus, Zero-Click Marketing, an...
Apr 28, 2026 positive
Insight
Reimer: Core bootstrapper advantages remain unchanged despite AI shifts
“And as I reflect on it, I'm like, I feel like these have always been the bootstrapper advantages. So in a sense, it's like, even though so much is changing in our industry, I think ultimately what allows us to succeed and set ourselves apart is kind of staying…”
Derrick Reimer Apr 28, 2026 ▶ 32:16 Episode 830 | Breaking Through Plateaus, Zero-Click Marketing, an...
May 26, 2026 negative
Assertion Not checkable as stated
Ries: AI prompting best practices become obsolete within months
“The durability of these so-called best practices is so short, like the prompting tools and guidelines and context management, like stuff, stuff that we were writing about six months ago, 12 months ago, 18 months ago is now completely wrong.”
Eric Ries May 26, 2026 ▶ 13:02 Episode 834 | Eric Ries Revisits The Lean Startup and Discusses H...
May 26, 2026 negative
Insight
Ries: Outsourcing product building to AI slows startups down
“If you just send it off to do the artifacts for you, if you have it make a product that you don't understand how that product is or what it works, if you don't talk to the customers, but you have the machine talk to customers for you, it will not actually acce…”
Eric Ries May 26, 2026 ▶ 15:25 Episode 834 | Eric Ries Revisits The Lean Startup and Discusses H...
May 26, 2026 negative
Opinion
Ries: AI in-context learning inevitably produces average work
“What they call in context learning is not learning. It's just token prediction does next token guessing. So what happens is it just, it inevitably convinces itself To do average work, because that's what's in the training data.”
Eric Ries May 26, 2026 ▶ 15:07 Episode 834 | Eric Ries Revisits The Lean Startup and Discusses H...
May 26, 2026 bearish
Prediction Not checkable as stated
Walling: AI is garbage at making early-stage product decisions
“Product, like making decisions of what to build next, especially in early stage, I think AI's garbage at that, and I think it will be not good at it for a very long time”
Rob Walling May 26, 2026 ▶ 16:11 Episode 834 | Eric Ries Revisits The Lean Startup and Discusses H...
Jun 2, 2026 neutral
Insight
Hendrickson: AI Excels at Market Research but Fails at Writing Headlines
“Every time I have it go through and do it, it's a really good enabler tool on the backend. I could talk about operationally being able to go do the research, compile the stuff to get it to a point where then you can see the nuance, the details of whatever it i…”
Taylor Hendrickson Jun 2, 2026 ▶ 11:56 Episode 835 | The Right Way to Use AI in Your Startup Marketing
Jun 2, 2026 neutral
Insight
Walling: AI outputs the internet's average, elevating novices while disappointing experts
“AI is the average of the internet. It's the average of everything, and so if you're not a good copywriter, if you're a two out of 10, And you have AI write copy, it's gonna write a five out of 10, let's just say. And you're gonna be like, man, AI is so great. …”
Rob Walling Jun 2, 2026 ▶ 13:06 Episode 835 | The Right Way to Use AI in Your Startup Marketing
Jun 2, 2026 neutral
Prediction Not checkable as stated
Hendrickson: Bulk Ad Generation Is AI's Only Short-Term Path Over Humans
“And that's the whole thing is like people are going to use the AI for is how can I spin up a hundred ads, each with micro differences between what the avatar is, or the hook, or the phrase, and it can really do effectively like that, and hopefully one of them …”
Taylor Hendrickson Jun 2, 2026 ▶ 12:41 Episode 835 | The Right Way to Use AI in Your Startup Marketing
Jun 9, 2026 bullish
Assertion Supported
Vollset: Public SaaS companies report zero AI disruption and no added churn
“Most of the like public SaaS companies are reporting, like, you know, they're coming like, we're not seeing any disruption whatsoever from AI, no additional churn, but in the public markets, the sky is falling.”
Einar Vollset Jun 9, 2026 ▶ 12:13 Episode 836 | The 5 A.I. Moats Acquirers Value Most
Jun 9, 2026 bullish
Insight
Vollset: Bearishness on SaaS assumes top software deployers will fail at AI
“If you're very bearish on SaaS companies, then you're sort of saying that, like, The companies that are the best in the world at deploying software are gonna be bad at deploying this particular kind of software”
Einar Vollset Jun 9, 2026 ▶ 10:59 Episode 836 | The 5 A.I. Moats Acquirers Value Most
Jul 21, 2026 bearish
Insight
Walling: The real SaaS-pocalypse threatens overpriced incumbents, not bootstrappers
“Like, the real SaaS-pocalypse is the big companies, the big incumbents. They're the ones who have raised their prices so much, maybe a little too much, Because they have to grow every quarter for Wall Street, right? So they have bloat, they have legacy, they h…”
Rob Walling Jul 21, 2026 ▶ 19:28 Episode 842 | What is the Future of SaaS in an AI World? (Rob Sol...
Jul 28, 2026 negative
Insight
Marzouk: AI punishes fuzzy positioning and crushes SaaS companies lacking clear ICP
“If you don't have clarity on your ICP, the use case that works for you, how your GTM is designed, You're going to be crushed by AI. The AI, like, punishes fuzzy positioning, rewards clarity, rewards like ROI, clear deliverable, and some founders don't have tha…”
Julian Marzouk Jul 28, 2026 ▶ 29:36 Episode 843 | Success Patterns of $1M+ SaaS Founders
Aug 18, 2026 bullish
Prediction Not checkable as stated
Rob Walling: Many SaaS Business Models Will Survive AI Headwinds
“Even in the age of AI, though, some SaaS will succeed. We know that SaaS is seeing headwinds, but there are a lot of types of SaaS companies that are going to be okay”
Rob Walling Aug 18, 2026 ▶ 2:23 Episode 846 | Snail Mail, Cold Calling, Regulating Your Nervous S...
Aug 25, 2026 bearish
Prediction Not checkable as stated
Rob Walling predicts AI will kill 10% to 20% of SaaS apps.
“I've said on the show, I think it's 10 to 20% of SaaS apps are gonna, gonna eat it. Like, they're gonna have real trouble. And it's some specific Categories and things that AI can specifically just replace or people will build themselves or whatever.”
Rob Walling Aug 25, 2026 ▶ 10:45 Episode 847 | What Second Time Founders Do Differently, Pricing A...
Sep 8, 2026 positive
Opinion
Walling: AI regulation barring B2B SaaS use is highly unlikely
“To Kyle's question, the odds of it being regulated and you not being able to use it in your app, that's a risk tolerance thing, but to me that feels highly unlikely. I think if it's going to be, if it was going to be regulated to not be able to be used in B to…”
Rob Walling Sep 8, 2026 ▶ 14:00 Episode 849 | Legal Threats, AI as Platform Risk, Building Confid...
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