Director, Benefits Growth

National Director of Benefits Growth

Who We Are:

PeopleLoop is an AI-powered experience that modernizes benefits and PEO solutions for people-driven companies. It reduces complexity and errors across critical people operations, gives leaders clearer insight into compensation and benefits costs, trends, and tradeoffs, and delivers a more modern employee experience. Visit or follow us on to learn more.

What You Get To Do:

This is an opportunity to join PeopleLoop, an AI‑first Global Workforce Platform, as a senior revenue leader responsible for building and scaling our national benefits growth strategy. As the National Director of Benefits Growth, you will lead a relationship-first approach focused on helping small businesses and high-growth companies design and optimize their benefits strategy across a modern, global workforce.

You will operate as both a player-coach and strategic leader, partnering with executive stakeholders while building a scalable benefits-led growth engine. This includes ownership of broker-driven motions, BOR transitions, and advisory-led sales, while collaborating cross-functionally to deliver an integrated PeopleLoop experience.

This role is ideal for a benefits-led sales leader with deep brokerage or consulting experience who thrives at the intersection of strategy, execution, and revenue accountability, and is excited to build and scale a national function.

• Own and scale PeopleLoop’s national benefits growth strategy, with accountability for pipeline generation, revenue, and partner performance

• Build, develop, and lead a high-performing team focused on benefits-led acquisition and expansion

• Establish and grow relationships with brokers, consultants, and strategic partners, driving BOR opportunities and long-term partnerships

• Lead complex, consultative sales engagements across benefits strategy, employee experience, global benefits, and total rewards

• Partner with CEOs, CFOs, and People leaders to align benefits strategy with broader compensation and workforce planning goals

• Drive adoption of PeopleLoop’s platform across benefits administration, wellbeing, employee care, and global benefits solutions

• Create and operationalize repeatable programs and motions across brokerage partnerships, direct sales, and expansion channels

• Implement and manage operating rhythms and performance metrics (pipeline, conversion, partner productivity, revenue outcomes)

• Collaborate cross-functionally with Sales, Product, Marketing, and Customer Success to ensure seamless client delivery and experience

• Serve as a thought leader in the benefits space, influencing product direction and go-to-market strategy

What You Bring:

• Bachelor’s degree required (BA or equivalent).

• 10+ years of experience in benefits, brokerage, or advisory-led sales, with a strong track record of driving revenue growth

• 5+ years of experience in sales leadership or national-level roles, building and scaling teams or functions

• Deep expertise across benefit solutions, including benefits administration, BOR, employee care, wellbeing, global benefits, and total rewards strategy

• Strong brokerage or consulting background with experience managing carrier relationships, plan design, and risk advisory

• Proven success developing and scaling partner ecosystems, broker channels, or advisory networks

• Demonstrated ability to connect benefits strategy to measurable business outcomes (pipeline, revenue, retention, cost optimization)

• Experience working with executive stakeholders (CEOs, CFOs, CHROs) on strategic workforce and benefits decisions

• Strong command of metrics and operating rigor, including pipeline management, forecasting, and partner performance evaluation

• Ability to balance strategic thinking with hands-on execution in a fast-scaling environment

• Strong leadership presence with the ability to influence cross-functional stakeholders and drive alignment

• Bonus (not required): Active insurance broker license

Peopleloop’s Culture – Our most important asset

• Integrity

• Passion for service

• Innovative

• Growth oriented

• Caring for others

• Promise-centric

• Focused on relationship building

PeopleLoop provides equal opportunity to all applicants without regard to race, color, creed, religion, citizenship, national origin, age, sex, sexual orientation, gender identity, pregnancy, marital status, military or veteran status, disability, or any other basis prohibited by applicable law.

Compensation & Benefits

PeopleLoop provides competitive compensation including base salary, performance-based bonus programs, equity, and comprehensive benefits package.

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