---
title: 'AI Engineer, Evals & Agent Quality at Town.com, Inc.'
canonical: 'https://feeny.ai/job/ai-engineer-evals-agent-quality-town-com-inc-san-francisco-w4f2pgzbepsp'
type: 'job'
last_seen: '2026-09-04'
---

# AI Engineer, Evals & Agent Quality at Town.com, Inc.

- **Company:** Town.com, Inc.
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-08-29
- **Last confirmed live:** 2026-09-04
- **Apply:** https://jobs.ashbyhq.com/town/bf1d82a5-7875-410b-bad6-06d392921365

## Job description

## ABOUT TOWN

Town (town.com http://town.com) is AI that starts from who you are. We build a persistent model of your identity, your voice, your judgment, your relationships, and your priorities, and use it to do real work on your behalf across every tool where you operate: email, calendar, documents, Slack, and more. Town doesn't wait for you to prompt it. It observes, learns, and acts. The more you use it, the more it becomes an extension of you.

Town was founded by Jean-Denis Greze (CEO), former CTO of Plaid, and Tony Vincent (CPO), former Director of Applied AI Product at Google. We're a small, talent-dense team backed by Andreessen Horowitz, Forerunner Ventures, First Round Capital, and Conviction, with more than $73M raised to date.

## ABOUT THE ROLE

Town is building the most personalized, most capable AI assistant for everyone — one that knows you deeply, works across every tool you use, and gets sharper over time. Building the best assistant means proving it's the best: every model, prompt, and system change has to be measurably better, on every surface it touches.

That's what you'll own. You'll build the evals and quality systems that turn assistant performance into numbers the whole team can trust, measuring and improving the full multi-step trajectory the assistant takes to do real work. You'll build the model routing that puts the right model in the right place balancing cost, quality, and speed.

This is a foundational, 0→1 build with ownership to match: the eval framework, the golden datasets and labeling loop, model routing, and online measurement, and you set the bar for what "best" means at Town.

## WHAT YOU'LL DO

- Build a generalized eval system that measures assistant quality across every surface it touches — and, crucially, across multi-step agent trajectories.
- Stand up golden datasets and the labeling loop that keeps them up to date and constantly checking to validate improvements and avoid regressions.
- Build model routing and online evaluation tooling to help us learn and route to the best models.
- Make every prompt and system change measurable, so the team can move fast without breaking what works.
- Partner with engineers across the product to instrument quality and close the loop from signal to fix.

YOU MIGHT THRIVE HERE IF YOU...

- Have built or owned LLM eval systems, or offline/online quality measurement at scale.
- Think rigorously about measurement. Maybe that came from an MLE or applied-ML background, maybe not, the instinct for how to measure "better" matters more than the exact pedigree.
- Know the eval landscape hands-on, off-the-shelf tooling and eval frameworks, and have opinions on what to reach for when.
- Are comfortable reasoning about model routing and the tradeoffs between models.
- Ship the fixes, not just the dashboards and metrics.
- Are a senior or staff engineer comfortable in greenfield, where the system doesn't exist yet.

## LOCATION

San Francisco, CA. Five days a week in person at our Financial District office.

## About Town.com, Inc.

## Company Overview
- **One-liner**: An applied AI company building a proactive, persistent AI assistant that learns how you work and acts on your behalf across email, calendar, docs, Slack, and CRM.
- **Entity Type**: Private (Series A)
- **Headquarters**: San Francisco, California, USA
- **Founded**: 2024
- **Founders**: Jean-Denis Greze (CEO, former CTO of Plaid) and Tony Vincent (CPO, former Director of Applied AI at Google)

## Core Business
- **Primary industries**: Artificial Intelligence, Enterprise Software, Productivity
- **Target customers**: B2B (SMB to mid-market teams looking to automate knowledge work)
- **Mission**: "Make it easy for anyone to create and use software in their everyday work." — Town careers page

## Products & Services
- **[Town AI]**: A SaaS assistant that builds a persistent model of a user’s voice, judgment, relationships, and priorities. It observes, learns, and acts without waiting for prompts — triaging inbox, managing schedules, running workflows, and generating drafts. Replaces general-purpose chatbots like ChatGPT and Claude for daily work.

## Market Standing
- **Valuation**: Not publicly disclosed
- **Key Metric**: Total funding of **$73M** (Seed $18M + Series A $55M) — some sources report $78.1M, likely including a smaller prior round or adjusted amount.
- **Notable Investors/Partners**: Series A led by **Andreessen Horowitz** with participation from **Forerunner Ventures**, **First Round Capital**, **Alt Capital**, and **Conviction**. Seed led by **First Round Capital**. Angel investors include Adam D’Angelo, Soleio Cuervo, and Immad Akhund.
- **Growth Signals**: Headcount grew **82.4% year-over-year** (LinkedIn, 2026). Currently **13–31 employees** depending on source. Early customers report replacing Claude, ChatGPT, and “OpenClaw” with Town because it “actually understands them.” The company was founded in 2024 and closed a $55M Series A in May 2026, signaling strong investor confidence.

## Competitive Advantages
- **Proactive persistence**: Town builds a model of the user’s preferences and takes action without explicit prompting — a deeper “memory” than chat-only AIs.
- **Deep tool integration**: Connects to email, calendar, Slack, CRM, and docs, acting across all of them.
- **Founder pedigree**: CEO scaled Plaid from $10M to $300M+ ARR; CPO co-founded a company acquired by Google and another by Dropbox.
- **Early traction**: Customers report preferring Town over leading competitors for daily work.

## Strategic Focus
- Aggressively building out the product and team in 2026 (5 open roles across engineering, product, design, business operations, and marketing).
- Scaling from early adopters to a broader SMB/mid-market audience.
- Continuing to iterate on the “persistent AI assistant” paradigm.

## Why Work Here
- **Culture**: “Action first. Chat second.” Principles include owning outcomes, making decisions with 70% information, and debating hard with ego aside.
- **Work environment**: Fully in‑person, five days a week in San Francisco’s Financial District. Early‑stage (one of first ~20 teammates) means high impact and ownership.
- **Compensation**: AI Product Engineer $225K–$300K, Staff Backend Engineer $250K–$300K, Business Operations $130K–$170K, Product Marketing $150K–$200K — all with competitive equity.
- **Benefits**: Fully covered medical, dental & vision; unlimited PTO; free daily lunch; commuter benefits; parental leave; 401(k).
- **Team**: Engineers and operators from Plaid, Apple, Facebook, Stripe, Lyft, Dropbox, CrowdStrike, HubSpot, Quora, and Asana.

## Sources
1. [town.com/careers](https://town.com/careers)  
2. [LinkedIn – Town](https://www.linkedin.com/company/town-com)  
3. [PrivCo – Town.com, Inc.](https://www.privco.com/company/town)  
4. [Tracxn – Town](https://tracxn.com/d/companies/town/__IJxZtewAmsdD7JiOf5kkZuPMNKxlPULw5YtJqhKYrtI)  
5. [Ashby Careers – Business Operations](https://jobs.ashbyhq.com/town/52ff57cf-4e1f-4244-8504-92a52ef0dd9c)

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