Senior People Operations Lead

MGT Insurance•San Francisco, CA

9d•Hybrid

About The Position

MGT is the first AI-driven, neo-insurer focused on evolving commercial P&C insurance for the brokers and small business owners. By combining the expertise of industry veterans with state-of-the-art technology, we are ushering in the next evolution of commercial insurance and working to move the industry forward through the use of modern technology, better processes, and a rock-star team. We seek visionary leaders who thrive in dynamic, entrepreneurial settings, and excel in autonomous roles. We’re looking for a Senior People Operations Lead to build and own the operational foundation of the employee experience at MGT. This senior individual contributor will ensure our HR systems, benefits, payroll, compliance, data, and employee lifecycle processes run reliably while building ahead of growth. Partnering with the Head of People, Product, Engineering, and teams across MGT, you’ll use AI and automation to simplify work, create leverage, and shape how people and AI teammates work together as we scale.

Requirements

5+ years in People or HR Operations, with experience building scalable processes and infrastructure
Hands-on experience using AI, automation platforms, integrations, or scripting to improve workflows
Experience owning an HRIS such as Rippling, including workflows, integrations, reporting, and data integrity
Strong knowledge of payroll, benefits, and multi-state employment compliance
Strong systems thinking and technical fluency, including partnering with Product and Engineering
Sound judgment in balancing automation, human involvement, and employee experience
Ability to work autonomously and build structure in a fast-moving environment

Nice To Haves

Experience as an early or first People Operations hire, building infrastructure from the ground up in a startup or high-growth company
Experience applying business systems to People Operations, particularly workflow design, automation, and systems integration
Experience building internal tools, automated workflows, or AI agents using platforms such as Claude, ChatGPT, custom scripts, or LLM-based tools
Hands-on experience with multi-state payroll
Experience building People dashboards or reporting with tools such as Looker, Tableau, or an equivalent platform
Experience in insurance, financial services, or another regulated industry

Responsibilities

Build the systems, workflows, and infrastructure that allow People operations to scale with MGT
Redesign manual or fragmented processes from onboarding through offboarding, using AI and automation to make them simpler, faster, and more reliable
Create self-service tools, internal AI agents, and clear resources that give employees and managers timely, accurate support
Own and optimize our HRIS and People technology stack, including workflows, integrations, data quality, and system governance
Partner with Product and Engineering to shape how MGT integrates and manages AI teammates and builds effective human-AI ways of working
Evaluate and implement People technology that creates capacity, improves the employee experience, and reduces unnecessary administrative work
Turn People data into useful, self-updating reporting on headcount, turnover, compensation, and workforce trends
Ensure payroll and benefits are accurate, dependable, and increasingly automated
Build scalable systems for multi-state compliance, required reporting, tracking, and alerts
Partner with Finance and Talent to maintain accurate headcount and compensation data and create a seamless path from offer through onboarding