Senior People Operations Lead

RiseMe; San Francisco (CA); Hybrid; USD 160,000 - 200,000; Full time

Job summary

MGT Insurance is seeking a Senior People Operations Lead to build and own the employee experience infrastructure, ensuring HR systems, payroll, benefits, compliance, data, and lifecycle processes run reliably while leveraging AI and automation to scale.

You will partner with the Head of People, Product, and Engineering to design self‑service tools, automate workflows, and shape how humans and AI teammates collaborate as we grow. This hybrid SF role requires in‑office presence three days weekly.

Qualifications

• 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.

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.

Skills

5+ years HR Operations

AI & automation

Rippling HRIS

Payroll & benefits

Systems thinking

Automation balance

Autonomy

Job description

About MGT Insurance

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.

What You’ll Do

• 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

What You’ll Bring

• 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

Preferred Experience

• 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

Location

San Francisco, CA. This is a hybrid role and requires a minimum of 3 days per week in the office.

Compensation

$160,000 - $200,000 annual base salary, plus bonus and equity.

We recognize that no candidate will meet every qualification and encourage individuals with relevant experience and interest in the role to apply.

Please note: MGT does not accept unsolicited resumes from staffing vendors, including recruitment agencies and/or search firms. Please do not forward resumes to our jobs alias, MGT employees, or any other company location. Any submittals without a prior signed agreement will become property of MGT.

Our Commitment to Diversity, Equity & Inclusion

At MGT, inclusion drives excellence and belonging sustains it. We believe diverse perspectives make us stronger, more innovative, and more connected to the people we serve. We value every voice, champion equity, and create space where all people can grow and succeed together.

Equal Employment Opportunity Statement

MGT is proud to be an Equal Opportunity Employer. We do not discriminate in employment opportunities or practices based on race, color, religion, gender, gender identity or expression, sexual orientation, national origin, age, disability, genetic information, marital status, military or veteran status, or any other status protected by applicable law.

All employment decisions are based on qualifications, merit, and business needs. We are committed to providing reasonable accommodations for qualified individuals with disabilities throughout the application and employment process. If you need assistance or accommodations, please contact us at [e-mail].

This job description is intended to outline the general nature and level of work performed by employees in this role. It is not an exhaustive list of all responsibilities, duties, or qualifications required. MGT Insurance reserves the right to modify, interpret, or apply this job description in any way the company deems appropriate.