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

Latent Space: The AI Engineer Podcast1h 17mApril 15, 2026

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AI-Generated Summary

Simon Last and Sarah Sachs of Notion join the Latent Space podcast to discuss the evolution of their AI capabilities, particularly the launch of Custom Agents and the broader vision of a 'software factory' future. They reflect on five major rebuilds since 2022, highlighting how early attempts at agent development failed due to immature models, short context windows, and poor tooling—until breakthroughs in reasoning models and tool calling (around Sonnet 3.6) enabled real progress. The team emphasizes a culture of rapid iteration, 'demos over memos,' and a 'Simon Vortex' of high-velocity prototyping, where engineers are empowered to build, delete, and rebuild without ego. Central to their approach is a focus on user journeys over flashy tools, with agents built to solve real workflows like email triaging, lease processing, and meeting note summarization. They also explore the tension between MCPs and CLIs, arguing for CLIs in deterministic, permissioned tasks and MCPs for broader tool access, while advocating for value-aligned pricing and a 'Notion's Last Exam' framework to evaluate frontier capabilities. The conversation reveals a company deeply committed to being the system of record for enterprise work, where agents are not replacements for humans but enablers of deeper collaboration and productivity. The episode underscores Notion’s unique position: not just a tool builder but a platform that abstracts complexity through primitives like databases, pages, and evals, enabling agents to compose workflows seamlessly. They discuss the importance of agent self-healing, internal tooling, and the rise of 'model behavior engineers'—a new role focused on understanding model behavior, not just coding. Despite the excitement around AI, the team remains grounded in practicality, prioritizing robustness, security, and enterprise readiness. They also touch on the future of AI, including the potential for fine-tuning on company-specific data and the critical role of retrieval and ranking systems optimized for agent use. Ultimately, the vision is clear: Notion is not building the next AI model, but the best environment where agents can thrive and humans can focus on what matters most.

Key Takeaways
1

Rebuilds are inevitable: Notion has rebuilt its agent framework five times since 2022, learning that success comes from aligning with model capabilities, not fighting them.

2

Focus on user journeys, not tools: The best ideas come from solving real problems like email triaging or lease processing—not from building cool new tools.

3

Demos over memos: Notion’s culture prioritizes rapid prototyping and live demos over documentation, enabling faster iteration and stronger product conviction.

4

CLIs > MCPs for deterministic tasks: For permissioned, lightweight agents, CLIs are superior due to bootstrapping and self-debugging capabilities; MCPs are better for broader tool access.

5

Notion’s Last Exam: A dedicated team runs frontier evals at 30% pass rate to push model boundaries and prepare for future capabilities.

…and 3 more takeaways available in PodZeus

Chapters
0:00
10 min

The Evolution of Notion's Agent Vision

We've had a lot of things which were just not swimming in the right direction with the streams.

Highlight
10:00
10 min

Building a Culture of Rapid Iteration

We don't need to do hackathons for that. We need to have senior engineers that we trust to come in and out of those projects.

Highlight
20:00
10 min

The Power of User Journeys Over Tools

We still focus on this has like, this should work. Email triaging should work. Right?

Highlight
30:00
10 min

CLIs vs. MCPs: The Right Tool for the Job

I think the most important thing that's super cool is that it's also inherently bootstrapped. If there's an issue, the agent can debug and fix itself within the same environment that it uses the tool.

Highlight
40:00
10 min

Notion's Last Exam and Frontier Evaluations

We have a whole org dedicated to agent platform velocity, so that you can build your own eval and then maintain it once you ship it.

Highlight
High-Impact Quotes
The job is to not make the best harness for agentic work. Our job is to be the best place where people collaborate.
Simon Last76:10
Viral: 92.0
I think the most important thing that's super cool is that it's also inherently bootstrapped. If there's an issue, the agent can debug and fix itself within the same environment that it uses the tool.
Simon Last37:15
Viral: 90.0
We're not trying to build for everyone here. We're not trying to build the model that or build the user experience that anyone can figure out how to use because the more we do that, the more we just diminish its capabilities.
Sarah Sachs51:52
Viral: 88.0
Speakers

Hosts

AlessioSquix

Guests

Simon LastSarah Sachs
Topics Discussed
Agent Rebuilds and Iteration95%CLIs vs MCPs90%User Journeys Over Tools88%Software Factory85%Notion's Last Exam82%Model Behavior Engineers80%Pricing and Value Alignment78%Meeting Notes as Data Flywheel75%
People & Brands

Notion

organization

85xNeutral

Custom Agents

product

25xPositive

MCP

other

18xNeutral

Sarah Sachs

person

18xPositive

Simon Last

person

15xPositive

CLI

other

15xPositive

Meeting Notes

other

12xPositive

Model Behavior Engineer

other

8xPositive

Agent Factory

other

7xPositive

Notion's Last Exam

other

6xPositive

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