Context Window

topic on 12 shows · 40 statements across 36 episodes · said 1 times in 1 episodes since 2025

Lenny's Podcast 1 Acquired the Y Combinator Startup Podcast Latent Space No Priors the Official SaaStr Podcast the Startup Ideas Podcast Sourcery the MAD Podcast the a16z Podcast Big Technology All-In

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Lenny's Podcast 1

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40 statements about Context Window, every show

LATENT SPACE Prediction Not checkable as stated
Biderman: Model accuracy will still degrade at 10M context window scale
“But two is like, for the agentic tasks of 18 months from now, inside those major repositories of knowledge, and asking the models more and more things in underspecified ways, I suspect that the accuracy of the models would go down. The phenomenon of context fr…”
Dan Biderman Jul 13, 2026 ▶ 17:31 The AI Memory Problem: Why Long Context Isn’t Enough — Dan Biderman, Engram Co-founder & CEO
NO PRIORS Insight
Noam Brown: AI Models Cannot Organically Accumulate Shared Knowledge Today
“We're not seeing that with AI models today. They kind of, they're born into a world for, and they exist for a very short context window, and then they just, like, disappear. And yeah, there are things that you can kind of do to, like, continue them, but it's v…”
Noam Brown Jun 26, 2026 ▶ 28:26 Really Big Test-Time Compute in AI Changes Benchmarks, Safety and Research with OpenAI's Noam Brown
Hassabis: Information retrieval costs remain non-trivial even in massive context windows
“Even though we're working on machines, not biological brains, and so potentially you could have, you know, millions or tens of millions size context window or memory, and it can be perfect. There's still a cost to looking it up and finding the right thing that…”
Demis Hassabis Apr 29, 2026 ▶ 4:42 Demis Hassabis: Agents, AGI & The Next Big Scientific Breakthrough · Y Combinator
Y COMBINATOR Assertion Supported
Hassabis: A million-token context window holds only 20 minutes of live video
“And then the problem is if you're then trying to try and process live video, and you're just going to naively record all the tokens, then actually a million tokens isn't that much. It's only like 20 minutes.”
Demis Hassabis Apr 29, 2026 ▶ 5:49 Demis Hassabis: Agents, AGI & The Next Big Scientific Breakthrough · Y Combinator
STARTUP IDEAS Assertion Supported
Ross Mike: LLMs degrade in performance once context fills past 70-80%
“Cause the model will get dumb as the context window closes, right? So if you have like a context window and I can draw this out, if this is your context window and like the optimal is You're between, like, there's always, like, maybe, like, 10% is already fill…”
Ross Mike Apr 8, 2026 ▶ 28:05 How AI agents & Claude skills work (Clearly Explained)
a16z Insight
Levie: Enterprise AI must assume context window data can be leaked
“And so then thus, if anything can ever enter that context window, because they have access to a resource, then in theory you should assume it can be, you know, prompt ejected out of the context window, and I don't know that we know of a way to solve that at th…”
Aaron Levie Apr 8, 2026 ▶ 21:31 Box CEO on the AI Adoption Gap | The a16z Show
MAD Insight
Chase: Virtual file systems let LLMs manage their own context windows
“And the way that I think about a file system is it basically lets the LLM manage its own context window. So it can decide what to read from files.”
Harrison Chase Mar 12, 2026 ▶ 15:44 Everything Gets Rebuilt: The New AI Agent Stack | Harrison Chase, LangChain
Horthy: Beginners should compact LLM context at 40% of window capacity
“If you don't know what you're doing, and you don't really know what the AI model is capable of, and you don't have a lot of experience, like, you know, training wheels is like, when you get to 40%, start thinking about wrapping it up, or like doing a, like, yo…”
Dex Horthy Mar 6, 2026 ▶ 16:16 Why Your AI Agents Don’t Work with Dex Horthy of HumanLayer | In-Context Cooking
LATENT SPACE Prediction Not checkable as stated
Huber: Model self-pruning of context windows will become standard
“And so, like, I think pruning is also going to be, like, really, it's already becoming a thing, right? But, like, letting models, like, self-prune their context windows.”
Jeff Huber Mar 5, 2026 ▶ 30:19 Why Every Agent Needs a Box — Aaron Levie, Box
MAD Insight
Lacroix: AI agents use file systems to replace long context windows
“And that I think that was the big change in and realization through vibe coding is that agents are good enough at manipulating file systems that they can use this as a replacement for their Context window, basically. They can select parts of what they want to …”
Timothée LeCroix Feb 12, 2026 ▶ 39:52 Mistral AI vs. Silicon Valley: The Rise of Sovereign AI
Context exposure is the ceiling on AI performance, not model intelligence
“If there's a good quote I've read, I can't, I apologize to the author cause I can't attribute it off the top of my head, but it's like the ceiling on the AI isn't the model intelligence. It's what the model sees before it acts. So that's the ceiling right now.…”
Lazar Yovanovich Feb 8, 2026 ▶ 44:15 The rise of the professional vibe coder (a new AI-era job)
French-Owen: Context window limits remain the primary bottleneck for coding agents
“I mean, I still think context window is like probably the number one limit. Like if you look at cloud code executing, it's delegating to all these different context windows. At the end of the day, when each one comes back, it's like getting some sort of summar…”
Calvin French-Owen Feb 6, 2026 ▶ 34:27 We're All Addicted To Claude Code · Y Combinator
McDermott: Enterprise AI Simulates Memory via Context Window Summaries
“I think we're experiencing memory through putting really good summaries into the context window, right, or into the prompt.”
Adrian McDermott Dec 5, 2025 ▶ 32:59 Zendesk's Adrian McDermott: AI's Customer Service Potential, Adoption Cycle, Scale vs. Orchestration
a16z Assertion Not checkable as stated
Masad: LLMs market million-token context but fail after 200,000 tokens
“I would say LLMs today, you know, they're marketed as a million token length. Which is like a million words almost. In reality, it's about 200,000, and then they start to struggle.”
Amjad Masad Oct 23, 2025 ▶ 14:35 Marc Andreessen & Amjad Masad on “Good Enough” AI, AGI, and the End of Coding
Huber: LLM Performance and Reasoning Degrade as Token Counts Increase
“The performance of LLMs is not invariant to how many tokens you use. As you use more and more tokens, the model can pay attention to less, and then also can reason sort of less effectively.”
Jeff Huber Aug 19, 2025 ▶ 14:05 Long Live Context Engineering - with Jeff Huber of Chroma
LATENT SPACE Assertion Not checkable as stated
Dax Reed notes developers avoid context limits via frequent session restarts.
“To be honest, most people haven't complained about this. Like it comes up occasionally. But people tend to start new sessions pretty frequently. They tend to not have super long running things that often. So it is a problem that needs to be solved, but it's on…”
Dax Reed Aug 5, 2025 ▶ 16:44 ⚡️OpenCode: Claude Code but Open Source, with Any Model, and frontier TUI - with Dax Reed (@thdxr)
Continuous knowledge consolidation remains unsolved in LLM research and development
“LLMs don't natively do this, and this is not something that has really been solved in the R&D of LLMs, I think. And so context windows are really kind of like working memory, and you have to sort of program the working memory quite directly because they don't …”
Andrej Karpathy Jun 19, 2025 ▶ 17:02 Andrej Karpathy: Software Is Changing (Again) · Y Combinator
SAASTR Prediction Not checkable as stated
Shevelenko Predicts AI Context Windows Will Continue to Expand Reliably
“The one thing that you can rely on in terms of the direction of AI progress is the context windows will expand, right? You'll be able to feed more into the prompt and get a useful output right now.”
Dmitry Shevelenko Jun 11, 2025 ▶ 22:10 5 Ways AI Has Already Changed B2B Sales Forever with Perplexity's CBO Dmitry Shevelenko
Massive context windows will not eliminate the need for RAG retrieval
“Like if you do have billion token context window model, you throw it all in there. It's still gonna be more expensive. The reason why retrieval is so important for us is because even if there is a model that's going to have these larger context windows, and ce…”
Matan Grinberg May 29, 2025 ▶ 35:43 The AI Coding Factory
MAD Opinion
Elongating context windows is the primary bottleneck in artificial intelligence
“And I think the number one problem in all of AI is elongating the context window.”
George Sivulka May 29, 2025 ▶ 17:22 AI That Ends Busy Work — Hebbia CEO on “Agent Employees”
NO PRIORS Opinion
Glean CEO: AI models are nowhere near replacing retrieval via infinite context
“I mean, I think there's always this thought of that, like, you know, the models will have near infinite context windows and you can just give them everything and they can figure things out automatically. But I don't think, you know, like they're anywhere close…”
Arvind Jain May 15, 2025 ▶ 8:59 No Priors Ep. 115 | With Glean Founder and CEO Arvind Jain
LATENT SPACE Disclosure
Sridhar: Gemini Deep Research falls back to RAG beyond context limits
“We also have we have retrieval mechanisms, if required. So we natively try to use the context as much as it's available beyond which you know, we have, like, a rag setup to figure out”
Mukund Sridhar Feb 18, 2025 ▶ 19:03 Why is everyone cloning Deep Research?
Sehgal: Keep recent research tasks in context, relegating older ones to RAG
“Just to add to that, I think like, just like a simple rule of thumb that we use is like, if it's the most recent set of research tasks where the user is likely to ask lots of follow-up questions, that should be in context. But like, as stuff gets 10 tasks ago,…”
Arush Sehgal Feb 18, 2025 ▶ 21:11 Why is everyone cloning Deep Research?
a16z Insight
Sivulka: AGI will orchestrate sub-agents instead of using massive context windows
“You wouldn't want An AGI to jam a 100,000 documents into its context window and take an infinite amount of time to, or some very, very large amount of time to process that. You'd rather use and orchestrate a bunch of sub-agents.”
George Sivulka Feb 14, 2025 ▶ 13:58 Reasoning Models Are Remaking Professional Services
SOURCERY Assertion Supported
Socher: Gemini's 2M token context window equals one 5MB file
“Google Gemini said, oh, we have a two million token context window, and that sounded amazing until you realize, like, that's one five megabyte file.”
Richard Socher Oct 25, 2024 ▶ 21:41 Former Chief Scientist at Salesforce, Richard Socher | You.com, LLMs, AI Agents, Complex Work · Sourcery with Molly O'Shea
LATENT SPACE Prediction Held up
Altman: 10-million-token fast context windows are coming within months
“Even getting to the, like, Ten million tokens of very fast and accurate context, which I expect to measure in, like, months, something like that.”
Sam Altman Oct 4, 2024 ▶ 2:05:30 Building AGI in Real Time (OpenAI Dev Day 2024)
Nanda: Designing small components in v0 prevents overwhelming the AI's context window
“Technically a page is also a component, but the smaller you go, the more you can iterate and focus on that without overwhelming the context window. And that's why I think it's like a lot more effective.”
Ansh Nanda Sep 6, 2024 ▶ 10:27 Let’s build a social app with AI in 100 min (v0, Cursor AI, Replit, Claude AI)
Autonomous coding agents require grounding all generated code in context windows
“Fundamentally to build a product like this, you need to get as much information in front of the model as possible and make sure that everything ever writes in output can be Traced back to something in the context window, so it's not hallucinating it.”
Alistair Pullen Aug 22, 2024 ▶ 11:32 Is finetuning GPT4o worth it?
Huang: Placing answers at the end of long contexts breaks attention
“You could create, like, a long context dataset where, like, every single time the last 200 tokens can answer the entire question, and that's never gonna make the model attend to anything.”
Mark Huang May 31, 2024 ▶ 30:34 How to train a Million Context LLM — with Mark Huang of Gradient.ai
Huang: LLM session state management will require huge context windows
“Making the model track state and have state management over time is really, really hard. And it's an incredibly hard evaluation that will probably only really work when you have a huge context.”
Mark Huang May 31, 2024 ▶ 51:37 How to train a Million Context LLM — with Mark Huang of Gradient.ai
Clark: AI models need long-term storage instead of massive context windows
“Well, our AI systems today are kind of operating with short term memories that are millions of numbers in length, and it feels very unintuitive. Ultimately, we want them to instead be able to bake stuff into some kind of long term storage, and that's going to …”
Jack Clark May 9, 2024 ▶ 12:51 Anthropic's Co-Founder on AI Agents, General Intelligence, and Sentience — With Jack Clark
NO PRIORS Prediction Held up
Elad Gil predicts AI context windows will exceed 10 million tokens soon
“And then it seems lucky that a lot of people will end up in the ten million plus range in the next a year or two or, you know, some reasonable timeframe ahead.”
Elad Gil May 9, 2024 ▶ 21:06 No Priors Ep. 63 | With Sarah Guo and Elad Gil
Stuhlmüller: Pure long-context LLMs are significantly harder to debug than RAG
“In one sense, I think you're right that the throw everything into the context window thing is easier to maintain because you just can swap out a model. In another sense, it's, if things go wrong, it's harder to debug, where, like, if you know, here's the proce…”
Andreas Stuhlmüller Apr 11, 2024 ▶ 51:48 Supervise the Process of AI Research — with Jungwon Byun and Andreas Stuhlmüller of Elicit
NO PRIORS Prediction Not checkable as stated
Chase: Long context windows will not replace chaining and AI agents
“There are also things where it requires iterations. You need to like decide what to do, interact with the environment, get that back. So this whole idea of chaining and agents, I don't like, That's less around context windows and more around interacting with t…”
Harrison Chase Mar 28, 2024 ▶ 18:07 No Priors Ep. 57 | With LangChain CEO and Co-Founder Harrison Chase
NO PRIORS Opinion
Guo: Large context windows expand RAG trade-offs rather than killing retrieval
“I'm more of the belief that it just opens up the set of trade-offs you can make between retrieval, more sophisticated retrieval and model reasoning by having a larger context window versus saying, like, we don't need any ability to work with a specific data se…”
Sarah Guo Mar 7, 2024 ▶ 3:21 No Priors Ep. 54 | With Sarah Guo & Elad Gil
ALL-IN Insight
Chamath: AI context window size does not correlate with output quality
“The context window is not correlated to the quality of the model outputs.”
Chamath Palihapitiya Feb 17, 2024 ▶ 30:56 E166: Mind-blowing AI Video: OpenAI launches Sora + Is Biden too old? Tucker/Putin interview & more
Royzen: Large context windows outperform RAG chunking for code
“Like, I think it's generally been shown that if you have the space to just put The raw files inside of a big context window. That is still better than chunking and retrieval. It just is.”
Michael Royzen Nov 3, 2023 ▶ 39:24 Beating GPT-4 with Open Source Models - with Michael Royzen of Phind
ACQUIRED Insight
Transformer attention computational cost scales quadratically with input prompt length
“Traditionally, you'd say this is very, very inefficient, and it actually means that the larger your context window, aka token limit, aka prompt length, gets, the more computationally expensive it gets on a quadratic basis. So doubling your input means quadrupl…”
Ben Gilbert Sep 6, 2023 ▶ 33:35 Nvidia Part III: The Dawn of the AI Era (2022-2023) (Audio) · Acquired
NO PRIORS Opinion
Guo: Expanding context windows to 1M tokens will not naively solve LLM context challenges
“The idea that like a hundred K or even a million tokens is going to solve all our problems. And like, you just ask your questions and dump in all context naively is ridiculous to me. I think it's a really important area of product and research work.”
Sarah Guo Jun 8, 2023 ▶ 12:36 No Priors Ep. 20 | With Sarah Guo and Elad Gil
NO PRIORS Prediction Not checkable as stated
Gil: LLM context window size limitations will be solved in two years
“I think in two years it'll be reasonably solved in terms of the size of context windows. It'll be usable. Like, I'd be happy to take that bet, but we'll see. Like, I think the context windows are going to get very large.”
Elad Gil Jun 8, 2023 ▶ 12:57 No Priors Ep. 20 | With Sarah Guo and Elad Gil

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