Founding Chief of Staff

About Litmus

Enterprises are rapidly deploying agents to automate complex work, and every one of them needs a reliable way to simulate, verify, and optimize those agents before trusting them with real work. Litmus gives them that confidence. We learn how a company's people actually work, generate the sandboxes, tasks, and verifiers to match, and evaluate its agents before they ship and once they're in production. The goal is an autonomous research engine that gives every enterprise the kind of internal benchmarking function the frontier labs have.

Litmus was founded by Sidharth Srinivasan, who led AI evals at Box after its CEO recruited him out of Stanford CS. He built the function from inception, running a research engineering team and owning Box's relationships with the frontier labs and data vendors. Litmus has raised $5M from Pear, BoxGroup, Workbench, and Emergence, alongside angels including Aaron Levie (CEO of Box), Arash Ferdowsi (co-founder of Dropbox), and senior leaders at OpenAI, Anthropic, Google, and Mercor. Demand already spans Fortune 15 enterprises, top US banks, AI transformation firms, and AI-native services companies, and we're hiring to keep up.

How we work: in person in FiDi, five days a week. Small team, high ownership, and we care about outcomes, not hours.

The role

Work side by side with the founder to decide where Litmus goes deepest, then build the engine to win there.

We're confident about two things: every enterprise will need to evaluate its agents against its own workflows, and we know how to do it. Interest is coming from every direction, from Fortune 15 enterprises and top banks to AI transformation firms, AI-native services companies, and fast-growing agent startups. Your first job is to help decide which of those to scale first, test it with real buyers, and turn what we learn into how Litmus sells. From there, the role grows into whatever the company needs most.

What you'll work on:

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Market segmentation: which buyers feel this most today, and why, with clear criteria for choosing

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Getting Litmus in front of the right buyers, fast, and turning conversations into data

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The ROI story for each buyer, plus pricing, packaging, and positioning

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Customer engagements alongside the founder, from first call to signed pilot

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Recruiting, operations, and special projects as the company grows

Why it's exciting:

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Enterprise agents are one of the fastest-moving markets in software, and the buyers include some of the largest companies in the world.

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You'll be in the room for every big decision, working directly with the founder.

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A broad remit from day one. Over time, you can grow into running go-to-market, operations, or another part of the company, based on what you love and what you prove you can own.

You might be a fit if

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You think in markets and segments, and you'd rather test a hypothesis with customers than debate it in a meeting

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You've done structured, high-stakes work in consulting, banking, investing, startup operations, or sales

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You'll do whatever the company needs, from strategy to the unglamorous details, and take pride in both

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You turn ambiguity into a plan, and a plan into shipped work in days

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You write and present at a level that holds up with enterprise executives

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You learn technical domains fast. You don't need to be an engineer.

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You typically have 2–8 years of experience

Nice to have

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Go-to-market strategy, pricing, or market research for a B2B product

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Early-stage startup experience

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Selling to technical buyers, or familiarity with AI or developer tools

Probably not a fit

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You want a job description that stays the same

What we offer

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Founding equity and competitive cash

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One of the first hires, working directly with the founder and customers from day one

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A role that grows with what you're best at

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A beautiful office in FiDi

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Breakfast, lunch, and dinner

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Medical, dental, and vision coverage

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Equinox membership or a fitness stipend

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Essentially unlimited budget for AI tools and tokens

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Relocation support if you're moving to San Francisco