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Simon Last: evaluation

15 Apr 2026 Latent Space Notion’s Token Town: 5 Rebuilds, 100+ Tools, MCP vs CLIs and the Software Factory Future — Simon Last & Sarah Sachs of Notion

“We, we sort of designed our own like, like tool calling framework and then we tried to fine tune the models to, uh, to use it over multiple turns. Um, and because it, it didn’t work well out the box, I think.”

— Simon Last

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Speaker
Simon Last
Attribution
Verified speaker
Claim type
evaluation
Recorded
15 Apr 2026
Publisher
Latent Space

Transcript context

…We were fine to, like, before function calling came out. We were trying to fine tune with the Frontier Labs and with fireworks, like a function calling model on notion functions. This is right when I joined. I joined because, um, we needed a manager as Simon was needed to be able to go on vacation. So, uh, that’s, that’s around when I joined, so you can speak much more to it. Yeah, we did partnerships with both philanthropic and open AI at different times, uh, to try to, at the time the, I mean, when we first tried, there wasn’t even a constant of like tools yet. We, we sort of designed our own like, like tool calling framework and then we tried to fine tune the models to, uh, to use it over multiple turns. Um, and because it, it didn’t work well out the box, I think. Yeah. The models are just too dumb and the context thing was also way too short. Alsesio: Yeah. Um, and yeah, we just kind of banged our head against it for a long time. Uh, unfortunately it was always like, there was always like sort of. Glimmers that it was working, but um, it never felt quite robust enough to be like a useful, delightful thing. Um, until I would say, uh, the big unlock was probably like Sonic 3.6 or seven, uh, early last year. And that’s when we started working on our agent, which we shipped last year. Um, and then, and then uh, uh, custom agents, kinda a similar capability and that, that one just took longer because we, we just wanted to get the reliability up a lot higher. ‘cause it’s actually running in the background. And the product interface of like permissions and understanding, you know, this custom agent is shared in a Slack channel with X group of people and has access to documents that are surfaced to Y group of people. And the intersect experts, Y might not be whole. And so how do you build the product around making sure administrators understand that permissioning took multiple swings. Alsesio: Everything is hard back at the end of the day. Yeah. I’m curious, like when the models are not working, how do you inform the product roadmap of like, okay, we should probably build, expecting the models to be better at some reasonable pace, but at the same time we need to, you know, you had a lot of customers in 2022. It’s not like you were a new company or like no user base.…

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