Lead and scale forward-deployed engineering pods to convert complex customer workflows into production AI agent deployments. Build operating cadence, quality bars, deployment playbooks, partner with product, and hire/coach leaders while staying technically hands-on to ensure reliable, observable, and safe agent systems.
About Us:
Liberate builds AI agents to automate manual tasks for the $2.7T insurance industry. We started with voice — the hardest and most valuable channel in insurance — and are now expanding into full workflow automation across sales, servicing, and claims. Our long-term vision is to build reasoning agents capable of handling the entire spectrum of insurance carrier and broker operations. We've raised $72M to date, including a $50M Series B in October 2025, backed by top-tier venture firms.
Location: Boston or Bay Area, hybrid preferred (2x/week in office)
Reporting: VP Engineering, dotted line partnership with CPO, and Customer Success leadership
Mission
Build and scale Liberate’s forward deployed agent engineering function. Turn complex customer workflows into production grade agent deployments quickly, safely, and repeatably, while feeding product and platform improvements upstream.
What you will do
- Lead multiple forward deployed pods delivering customer facing agent workflows end to end.
- Build the operating system, intake and scoping, technical discovery, success metrics, deployment gating, and post launch validation.
- Define and enforce engineering quality bars for agent systems, eval coverage, reliability, and observability.
- Partner with Product to translate repeated customer patterns into roadmap priorities and platform primitives.
- Own planning cadence, monthly lookahead and quarterly execution, capacity, dependencies, and predictable delivery.
- Coach pod leads and senior engineers, hire and develop managers as needed.
- Stay hands on where it matters, debug hard issues, review designs, set the technical bar.
What we are looking for
- 10+ years in software engineering, 5+ in engineering leadership, ideally scaling customer facing or forward deployed teams.
- Strong systems instincts, distributed systems, APIs, reliability, production debugging.
- Comfort with AI agent systems, orchestration, evals, tool calling, safety patterns, and rapid iteration.
- Customer facing leadership presence, you can translate ambiguity into a plan and deliver.
Success looks like
- Faster time to production for new deployments, fewer surprises, higher reuse of patterns.
- Clear signal into platform, fewer one off builds, more leverage over time.
- Predictable delivery across pods with a consistent quality bar.
What you own
- Own outcomes for forward deployed agent delivery across multiple customers or verticals, reliability, eval quality, timeline predictability.
- Build the playbook, intake, scoping, deployment methodology, rollout gates, post launch learning loop.
- Set quality bars for agent systems, evals, safety patterns, observability, incident learnings, and what goes upstream into the platform.
- Staff and grow pod leads, coach senior ICs into leads, keep execution tight when teams are fluid.
Liberate Innovations Boston, Massachusetts, USA Office
One Seaport Square, 77 Sleeper St, Boston, Massachusettes, United States, 02210
Similar Jobs
Artificial Intelligence • Cloud • Edtech • HR Tech • Sales • Software • Generative AI
As an Enterprise Account Executive, you'll engage with strategic organizations, drive revenue through complex sales cycles, and manage key accounts.
Top Skills:
B2B SaasHr TechLmsLxp
.png)
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
The Inside Sales Account Executive role involves converting inbound leads into customers, sourcing new opportunities, managing the sales cycle, and delivering consultative solutions while exceeding revenue goals in a fast-paced environment.
Top Skills:
Salesforce
Artificial Intelligence • Cloud • Edtech • HR Tech • Sales • Software • Generative AI
As a Customer Success Partner, you'll collaborate with clients to optimize their use of the 360Learning platform, analyze platform usage, and ensure contract renewals through strategic partnerships and project management.
Top Skills:
Hr TechLearning SolutionSaaS
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
