Tailored answers, filled into supported job forms.Your tailored resume and answers, filled into supported job forms for you to review.

Download the Chrome Extension
AI AdoptionJob SimulationCertificationsRoadmapsPricing
Sign In
OneRoadmap

OneRoadmap is a career platform built around ORI, its AI career agent. ORI finds overlooked job opportunities, matches them to your profile and shows the skill gaps to close, with roadmaps, challenges, job simulations and certifications to close them. When you are ready, it prepares a tailored resume, application answers and an application strategy, with a cover letter where the application asks for one. The OneRoadmap Chrome extension fills supported application forms for you to review and submit, and you keep track of every application in one place.

gaurav.ghai@oneroadmap.io
Delhi NCR, India

Platform

  • AI Roadmaps
  • Free Certifications
  • Learning Resources
  • Pricing

Training

  • AI Adoption Workshops
  • Expert Sessions
  • Upcoming Events
  • Workshop Gallery

Company

  • About
  • Blog
  • Contact

Legal

  • Privacy
  • Terms
  • Refunds
  • Delete your data

© 2026 OneRoadmap

Operated by Ghai Technologies, India · International operations through One Roadmap Marketing Management, Dubai, UAE

Built for your next chapter.

Open roles

AI / ML · Engineering

Senior / Staff AI Engineer — Evals & Model Quality

FurtherAI

Senior · 5+ yrsOn-site · San FranciscoFullTime$300K – $350K • Offers EquityListed 11d ago
Apply now

Backed by

Y Combinator

HQ

🇺🇸 San Francisco

Open roles

9

How to stand out for Senior / Staff AI Engineer — Evals & Model Quality at FurtherAI

Auto Match agent

Let ORI find you the best jobs.

Set up your Auto Match agent once - your target role, level and where you want to work. It searches every day, scores each opening against your profile and resume, and delivers the ones worth applying to, with a prepared application a click away.

Searches every day Scored against your profile Applications prepared for you
Sign in & set up Auto Match agent

Resume & career call

Get your resume reviewed for this role - 30-minute 1:1 call

Line-by-line resume feedback for this application, how to position your Role Readiness, and a clear plan for what to do next - with a OneRoadmap career coach.

Experience Senior · 6+ yrs (5+ years)

About the role

structured by ORI

About Us At FurtherAI, we’re building the AI agents that run insurance — a trillion-dollar industry still powered by manual work. By combining frontier agentic AI with deep domain expertise, we’re reshaping how the industry’s most critical work gets done.

What you will do

  • Own evaluations across FurtherAI: Build the evaluation frameworks and infrastructure that measure the accuracy, quality, and reliability of our AI agents across workflows, Assistant, document processing, and computer use.
  • Build high-quality datasets: Develop golden datasets, benchmarks, and regression suites, working closely with Forward Deployed Engineers and domain experts to capture real-world insurance tasks and edge cases.
  • Evaluate complex agent behavior: Design evaluations for multi-step agent trajectories, tool use, reasoning, and end-to-end task completion — not just individual LLM responses.
  • Build automated grading systems: Develop LLM-as-judge evaluations, deterministic graders, human evaluation workflows, and rubrics that accurately reflect real-world quality.
  • Make development evaluation-driven: Integrate offline and online evaluations into development and release processes so engineers can measure improvements, catch regressions, and ship confidently.

What they are looking for

  • 5+ years of software engineering experience, with strong hands-on experience building production AI/ML systems.
  • Experience building evaluation frameworks, LLM-based applications, model benchmarking systems, or applied AI infrastructure.
  • Strong understanding of modern LLMs, agent architectures, evaluation methodologies, and model performance tradeoffs.
  • Strong Python engineering skills and the ability to build reliable, production-grade systems.
  • Ability to independently own ambiguous technical problems, from research and experimentation through production.
  • Clear communicator — both in person and in writing.
  • Above all: drive, grit, and ownership. If you excel here, other requirements are secondary.

Nice to have

  • Experience with LLM-as-judge, human evaluation systems, agent trajectory evaluations, or large-scale benchmarking.
  • Experience with open-weight models, fine-tuning, post-training, or model routing.
  • Background in B2B SaaS and 0-to-1 experience.

Benefits

  • Fully covered, best-in-class health, dental, and vision benefits
  • Competitive compensation, meaningful stock options, company 401(k)
  • Unlimited PTO
  • Lunch and dinner onsite
  • Pre-tax commuter benefits
software engineeringproduction AI/ML systemsevaluation frameworksLLM-based applicationsmodel benchmarkingagent architecturesevaluation methodologiesPythonLLM-as-judge
Full posting text

About Us

At FurtherAI, we’re building the AI agents that run insurance — a trillion-dollar industry still powered by manual work. By combining frontier agentic AI with deep domain expertise, we’re reshaping how the industry’s most critical work gets done.

We’ve raised more than $30M from top investors (Andreessen Horowitz, YC, Nexus, South Park Commons), grown more than XY00% in the last 12 months, and work with some of the largest names in insurance — top 10 carriers/brokers, Fortune 100 companies, and public companies.

We are a deeply technical company. Both founders are engineers, and engineers have an outsized say on product direction.

Now, we’re looking for an exceptional AI Engineer to own how we evaluate and continuously improve the quality of AI agents across our platform.

Why Join Us

  • Outsized ambition: We’re out to build the definitive AI company for insurance — and we’re moving faster than anyone in the space.
  • Elite team: Founders and engineers from the best companies and schools in the world — ex-Apple AI Research, Brex, Coinbase, and Uber; 4 YC founders and 6 ex-founders; grads of Stanford, Berkeley, IITs, and Cornell.
  • Massive market impact: Insurance is the backbone of global commerce. Our work reshapes how the industry operates.
  • Founder’s mindset: Own big pieces of the product from day one — ideal if you want to start your own company one day.

What You’ll Do

  • Own evaluations across FurtherAI: Build the evaluation frameworks and infrastructure that measure the accuracy, quality, and reliability of our AI agents across workflows, Assistant, document processing, and computer use.
  • Build high-quality datasets: Develop golden datasets, benchmarks, and regression suites, working closely with Forward Deployed Engineers and domain experts to capture real-world insurance tasks and edge cases.
  • Evaluate complex agent behavior: Design evaluations for multi-step agent trajectories, tool use, reasoning, and end-to-end task completion — not just individual LLM responses.
  • Build automated grading systems: Develop LLM-as-judge evaluations, deterministic graders, human evaluation workflows, and rubrics that accurately reflect real-world quality.
  • Make development evaluation-driven: Integrate offline and online evaluations into development and release processes so engineers can measure improvements, catch regressions, and ship confidently.
  • Drive model evaluation and selection: Continuously benchmark frontier and open-weight models across accuracy, latency, cost, and reliability. Use results to inform model selection, upgrades, and production releases.
  • Build continuous improvement loops: Turn production failures, customer feedback, and agent traces into new evaluation cases and measurable improvements in agent quality.

Representative Projects

  • Build an end-to-end evaluation framework for FurtherAI agents, measuring success across multi-step workflows, tool calls, and complex insurance tasks.
  • Create a library of golden datasets and benchmarks for common insurance workflows, reusable across customer implementations and out-of-the-box AI skills.
  • Build an automated benchmarking system that evaluates new frontier and open-weight model releases and identifies the best models for different tasks.
  • Develop production evaluation pipelines that detect quality regressions, identify failure patterns, and turn them into actionable improvements.

What We’re Looking For

  • 5+ years of software engineering experience, with strong hands-on experience building production AI/ML systems.
  • Experience building evaluation frameworks, LLM-based applications, model benchmarking systems, or applied AI infrastructure.
  • Strong understanding of modern LLMs, agent architectures, evaluation methodologies, and model performance tradeoffs.
  • Strong Python engineering skills and the ability to build reliable, production-grade systems.
  • Ability to independently own ambiguous technical problems, from research and experimentation through production.
  • Clear communicator — both in person and in writing.
  • Bonus: Experience with LLM-as-judge, human evaluation systems, agent trajectory evaluations, or large-scale benchmarking.
  • Bonus: Experience with open-weight models, fine-tuning, post-training, or model routing.
  • Bonus: Background in B2B SaaS and 0-to-1 experience.
  • Above all: drive, grit, and ownership. If you excel here, other requirements are secondary.

At FurtherAI, we set a high bar. We’re not looking for someone who just wants a job. We’re looking for someone who wants to build something transformative. If you thrive in environments where the pace is fast, expectations are high, and the rewards are outsized, you’ll love it here.

You can look forward to the following benefits:

  • Fully covered, best-in-class health, dental, and vision benefits
  • Competitive compensation, meaningful stock options, company 401(k)
  • Unlimited PTO
  • Outstanding in-office culture in the heart of San Francisco, 5x per week
  • Lunch and dinner onsite
  • Team events, such as happy hours and off-sites
  • Pre-tax commuter benefits
Apply on company site

Meet Ori - your career agent on WhatsApp

Find jobs, get your roadmap, check if you're ready for a role and prepare applications - in chat, any language.

Ask Ori about this role
Checking your fit…
FurtherAI

B2B

AI Workforce for the Insurance Industry

Backed by Y Combinator

Company pageWebsite

More at FurtherAI

FurtherAIEngineeringFunded

On-site · San Francisco

Senior · 8+ yrs · $250K – $400K • Offers Equity · 2mo ago

Staff Product Engineer
ReactTypeScriptPython+3 more
View role
FurtherAIFunded

On-site · San Francisco

Senior · 5+ yrs · $300K – $450K • Offers Equity · 3mo ago

Senior Engineering Manager - AI Agents
AIMLLLM+3 more
View role
Apply