Strategic Operations Lead
Build and operate an AI-powered governance system for Benefits Labs, managing intake, pilots, measurement, and leadership recommendations. The role requires 4+ years in operations, program management, or business operations, plus hands-on experience building AI agents, automations, or multi-step workflows.
About the job
Responsibilities
- Own the Benefits Labs lifecycle, including intake, pilot design, execution governance, measurement, and recommendations to leadership.
- Operate and improve an AI-powered intake system that classifies, routes, and prepares incoming work.
- Govern pilots with defined success metrics, checkpoints, and outputs; recommend whether to scale, iterate, or stop.
- Pressure-test hypotheses, refine success criteria, and hold Pilot Leads accountable to execution standards.
- Extend agent and automation architecture across intake routing, workflow execution, evidence synthesis, and readout generation.
- Identify systemic operational inefficiencies and convert repeatable problems into scalable AI-powered workflows.
- Develop analytical approaches and evidence-based narratives to support leadership decisions.
- Lead coordination across product, engineering, operations, enablement, and business partners.
- Produce leadership-ready readouts, post-mortems, and recommendations.
- Coach Pilot Leads and Business Operations partners on AI-powered ways of working.
Requirements
- 4+ years of experience in operations, program management, or business operations in a SaaS, technology, or operationally complex environment.
- Experience owning complex, cross-functional work and delivering outcomes end-to-end.
- Experience designing and deploying AI agents, automations, or workflows that execute multi-step work.
- Ability to measure operational leverage and improve systems at the process level.
- Strong data fluency, including structuring problems, defining success metrics, and turning data into decision-driving narratives.
- Experience leading initiatives across product, engineering, and operations without direct authority.
- Ability to create structure and move work forward amid ambiguity.
Nice-to-haves
- Experience in benefits, insurance, or brokerage operations.
- Experience working with operational metrics such as cycle time, quality, and throughput.
- Direct experience building or managing AI agents in a production or operational context.
Compensation and Benefits
- Cash compensation is $98,725/year to $116,000/year in Denver and most major metro locations.
- Cash compensation is $114,285/year to $140,000/year for San Francisco and New York.
- Final offers vary based on candidate location, experience, and expertise.
- Full-time employees receive competitive base pay, benefits, and equity in the form of RSUs.
- Employees based in Denver, San Francisco, and New York City are expected to work from the office approximately 2–3 days per week or more depending on the role.
Skills
AI Agents, Automation, Workflow Design, Data Analysis, Operational Metrics, Pilot Governance, Process Improvement, Cross-Functional Leadership, SaaS, Evidence Synthesis
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