# PESTER — LIVE

> [https://www.toldyou.build/ventures/001](https://www.toldyou.build/ventures/001)

**Status:** live
**Source:** [https://github.com/stansolo93/pester](https://github.com/stansolo93/pester)

## Opportunity

Accountability engine for founders — AI-powered knowledge vault with action tracking, semantic search, and multi-source sync. Our pipeline identified acute demand among founders drowning in scattered context across Notion, Linear, Google Docs, and Otter, confirmed through founder interviews and consistent pain signal across industries.
First venture through ToldYou's multi-stage validation pipeline. pester is open-source (MIT), CLI-native, and AI-powered — shipping 13+ features from semantic search to an escalation engine. v1.0.0 is live; core CLI is stable.

## Metadata

- **product:** founder operating system
- **stage:** v1.0.0 live
- **model:** open source
- **stack:** Python / CLI

## SECTION 01. The Opportunity

Your meeting notes are in Notion. Your action items are in Linear. Your decisions are in Google Docs. Your transcripts are in Otter. Every tool has a piece of the picture — none of them have the whole thing. You spend more time searching for context than making decisions. And when something falls through the cracks, you don't find out until the board meeting.

## SECTION 02. The Evidence

We talked to founders and team leads. The pain is universal: scattered context, lost accountability, no single view of who owes what by when. Demand is acute among teams making 10+ critical decisions per month. The signal was consistent across industries — this is a hair-on-fire problem that existing tools don't solve.

## SECTION 03. The Build Plan

pester is a Python CLI that reads your markdown vault and gives you structured operational visibility. Shipped: action tracking (AI + regex hybrid), semantic search (ONNX E5 + ChromaDB), health checks, HTML and terminal dashboards, multi-source sync (Google Drive, Telegram), background daemon with file watcher and scheduler, escalation engine, interactive Telegram bot with LLM function calling, coaching system, goal tracking with OKRs, voice transcription, and MCP integration with 17 tools for Claude Code.

## Related

- [All ventures](https://www.toldyou.build/)
- [Apply to build this](https://www.toldyou.build/#apply)
- [toldyou.vc venture page](https://www.toldyou.vc/ventures/001)