The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

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why aren't all 30 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 1 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Insight
Eskildsen: Model weights compress reasoning, not all world knowledge
“We can take all of the world's knowledge, all of the exabytes and exabytes of data that there is, and we can use those tokens to train a model, but we can't compress all of that into a few terabytes of weights, right? We can compress into a few terabytes of we…”
Simon Eskildsen Mar 12, 2026 ▶ 2:49 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: Object-storage-first databases trade 200ms write latency for pure upside
“The only real downside to that is that if you go all in on object storage, every write will take a couple hundred milliseconds of latency, but from there, it's really all upside, right? You do the first query, it takes half a second”
Simon Eskildsen Mar 12, 2026 ▶ 13:09 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: Neon retrofitted Postgres for S3, while Turbopuffer built pure object-storage consensus
“I think neon neon was first to, and they're trying to retrofit it onto Postgres. And then they built this whole architecture where you have it in memory, and then you sort of like, you know, mmap back to S-III, and I think that was very novel at the time to do…”
Simon Eskildsen Mar 12, 2026 ▶ 16:38 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Disclosure
Eskildsen: Offered to return capital if Turbopuffer lacked PMF by year-end
“I don't think I've said this publicly before, but I just called Locky and was like, well, Locky, like, if this doesn't have PMF by the end of the year, like, we'll just like return all the money to you. But it's just like, I don't really, Justine and I don't w…”
Simon Eskildsen Mar 12, 2026 ▶ 39:06 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Open · timeframe Mar 2027
Eskildsen: Turbopuffer outperforms Lucene on long LLM search queries
“Turbo Puffer today has a fairly start of the state of the art full text search engine. We beat Lucene on some queries, in particular, very long queries that we've optimized for, because those are the text search queries we see today.”
Simon Eskildsen Mar 12, 2026 ▶ 51:26 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Opinion
Eskildsen: Elasticsearch Was the Most Difficult and Aggravating Database at Shopify
“The database that was the most difficult for me to scale during that time, and that was the most aggravating to be on call for, was Elasticsearch. It was very, very difficult to deal with, and I saw a lot of projects that were just being held back in their amb…”
Simon Eskildsen Mar 12, 2026 ▶ 7:51 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Vector Search for Readwise Would Have Cost Six Times Its Total Infra Bill
“But this was a company that was spending maybe five grand a month in total on all of their infrastructure. And when I did the napkin math on running the embeddings of all the articles, putting them into a vector index, putting it in prod, it's going to be like…”
Simon Eskildsen Mar 12, 2026 ▶ 10:51 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Disclosure
Turbopuffer Bought Oregon Dark Fiber to Serve Notion Across Clouds
“It started getting really painful in like mid-twenty-twenty-four, because we were closing deals with Notion actually, that was running in AWS, and we're like, trust us, you really want us to run this in GCP? And they were like, no, I don't know about that, lik…”
Simon Eskildsen Mar 12, 2026 ▶ 20:08 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: Macro AI predictions are a waste of time because nobody can forecast AI
“I don't like just doing like thought pieces on this is where it's going and like trying to be all macroeconomic about AI. That's as turned out to be a giant waste of time because no one can really predict any of this. So I just, Collect case studies.”
Simon Eskildsen Mar 12, 2026 ▶ 30:02 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Turbopuffer is profitable
“It now means that we're profitable because we had so much pricing pressure in the beginning.”
Simon Eskildsen Mar 12, 2026 ▶ 35:46 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: Turbopuffer benefited from having an investor without database expertise
“The other people were talking at the time where database experts, like they, you know, knew a lot about databases and Lockheed didn't. This turned out to be a phenomenal asset, right? I like Justine and I know a lot about databases. The people that we hired kn…”
Simon Eskildsen Mar 12, 2026 ▶ 40:33 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: Turbopuffer ANN v3 searches 100B vectors with 40ms p50 latency
“ANN v. Three can search a hundred billion vectors with a p-fifty of around 40 milliseconds and a p-ninety-nine of 200 milliseconds. Maybe other people have done this. I'm sure Google and others have done this, but we haven't seen anyone at least not in like a …”
Simon Eskildsen Mar 12, 2026 ▶ 46:40 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: Scaling a database company requires supporting almost every query plan
“If you want to build a big database company, The database over time has to implement more or less every query plan, because when you have your data in a database, you expect it to over time, not just search, but also, Hey, I want to aggregate this column. I wa…”
Simon Eskildsen Mar 12, 2026 ▶ 54:44 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: Cursor moved 20 terabytes from Postgres to Turbopuffer
“Like at some point, cursor moved like 20 terabytes of Postgres data into Turbo Puffer, because it's like, it's there, it works, and these particular query plans we know work well, and so they just moved it all to defer sharding.”
Simon Eskildsen Mar 12, 2026 ▶ 55:44 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Prediction Not checkable as stated
Eskildsen: Every company will connect all data to AI within years
“I don't think you're going to find a company over the next few years that doesn't directly or indirectly have all their data available for search and connected to AI.”
Simon Eskildsen Mar 12, 2026 ▶ 4:30 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: Modern hardware requires databases designed around concurrent requests, not sequential roundtrips
“You really have to build a database where you have as few round trips as possible, right? This is how CPUs work today. It's how NVMe SSDs work. It's how S three works that you want to have a very large amount of outstanding requests, right? Like basically go t…”
Simon Eskildsen Mar 12, 2026 ▶ 13:35 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: The worst outages stem from multi-system unsynchronized state
“And the worst outages are the ones where you have state in multiple places that's not syncing up. So it really came from a, like, just a very pure source of pain of just imagining what we would be okay being woken up at three a.m. About, and having something i…”
Simon Eskildsen Mar 12, 2026 ▶ 22:10 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Insight
Eskildsen: AI shifts build-versus-buy from technical ability to speed
“And I think AI has also changed the buy versus build equation in terms of, it's not really about, can we build it? It's about, do we have time to build it?”
Simon Eskildsen Mar 12, 2026 ▶ 25:15 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Turbopuffer reduced Cursor's infrastructure costs by 95%
“They migrated everything over the next like week or two, and we reduced her cost by 95%, which I think like kind of fixed their per user economics.”
Simon Eskildsen Mar 12, 2026 ▶ 28:22 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: Cursor obfuscates file paths and encrypts code stored in Turbopuffer
“Cursors like security posture into Turbo Puffer is exceptional, right? They have their own embedding model, which makes it very difficult to reverse engineer. They obfuscate the file paths. They are like, You, it's very difficult to learn anything about a code…”
Simon Eskildsen Mar 12, 2026 ▶ 30:26 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Disclosure
Eskildsen: Turbopuffer cuts query pricing 5x for agentic workloads
“We've reduced query pricing. This is probably the first time actually I'm saying that, but the query pricing is being reduced. Like, Five X. And we'll probably try to reduce it even more to accommodate some of these workloads of just doing very large amounts o…”
Simon Eskildsen Mar 12, 2026 ▶ 33:57 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Anthropic, Notion, and Cursor use Turbopuffer across three deployment models
“You can run Turbo Puffer either in SAS, right? That's what cursor does. You can run it in a single tenant cluster. So it's just you. That's what Notion does. And then you can run it in, in, in BYOC where everything is inside the customer's VPC. That's what, fo…”
Simon Eskildsen Mar 12, 2026 ▶ 37:25 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Disclosure
Eskildsen: Turbopuffer interview debriefs default to rejecting candidates unless championed
“And so I have a document called Traits of the P-Nine engineer, and it's a bullet point list, and I look at that list after every single interview that I do, and in every single recap that we do, and every recap we end with, I end with some version of, I'm gonn…”
Simon Eskildsen Mar 12, 2026 ▶ 44:49 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Turbopuffer loses no data if all servers shut down
“In fact, you could turn off all the servers that TurboPuffer has, and we would not lose any data because we have All completely all in on our big storage.”
Simon Eskildsen Mar 12, 2026 ▶ 5:36 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Partly supported
Eskildsen: Kardashian Sales on Shopify Peaked at 1 Million Requests per Second
“And a lot of that was really just the you know the Kardashians would drive very, very large amounts of data to Shopify as they were rotating through all the merge and building out their businesses. And we just needed to make sure we could handle that, right? A…”
Simon Eskildsen Mar 12, 2026 ▶ 7:21 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: AWS S3 Only Achieved Strong Consistency in December 2020
“S III only became consistent in December of twenty-twenty.”
Simon Eskildsen Mar 12, 2026 ▶ 17:19 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: AWS S3 Did Not Support Compare-and-Swap Until Late 2024
“Compare and swap to do metadata, which wasn't in S three until late, 20, 24.”
Simon Eskildsen Mar 12, 2026 ▶ 20:51 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Supported
Eskildsen: Oregon GCP-to-AWS latency is roughly 14ms due to Seattle routing
“Like U.S. East, the Google, like the GCP and AWS data centers are like within a millisecond on each other on the public exchanges. But in Oregon, uniquely the GCP data center sits like a couple hundred kilometers, like east of Portland and the AWS region sits …”
Simon Eskildsen Mar 12, 2026 ▶ 21:27 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Disclosure
Eskildsen: Turbopuffer's Notion workload still runs reliably on GCP
“This workload still runs on GCP for what it's worth, right? Because it's so, it was just, it was so reliable. So it was never about moving off GCP.”
Simon Eskildsen Mar 12, 2026 ▶ 23:08 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
Assertion Not checkable as stated
Eskildsen: Notion and Cursor agents run unprecedented search query concurrency
“Notion does a ridiculous amount of queries in every round trip, just because they can. And I'm also now, when I use the cursor agent, I also see them doing more concurrency than I've ever seen before.”
Simon Eskildsen Mar 12, 2026 ▶ 32:48 Retrieval After RAG: Hybrid Search, Agents, and Database Design — Simon Eskildsen of Turbopuffer
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