Job Listing

Head of Advocacy

 

What you'll do

  • Lead and grow a team of 4-5 full-time advocates, scaling up during peak periods as needed. Hire thoughtfully, coach consistently, and help people get visibly better at their customer service craft.
  • Own our carrier and marketplace relationships, along with the day-to-day work of getting enrollments processed and issues put to bed.
  • Stay close to complex cases, helping resolve escalations, spot patterns, and turn recurring issues into better processes.
  • Own the member experience across enrollment, eligibility, carrier issues, marketplace questions, and follow-up support.
  • Partner with engineering to bring AI and agentic tools into the workflow — deciding where automation genuinely helps and where a human needs to stay close.
  • Build the training, onboarding, QA standards, reporting, and operating rhythms that help the team scale without losing quality.
  • Use data to understand team performance, member needs, volume trends, resolution times, and where the function can keep getting better.
  • Bring insights from the front lines back to leadership, product, and operations.

 

What you bring

  • A real love of customer experience, and a clear point of view on what great support should feel like in health insurance.
  • Hands-on experience with health insurance and enrollment, including open enrollment, eligibility, life events, carrier workflows, marketplaces, TPAs, and the real-world friction members run into.
  • High emotional intelligence and a natural pull toward leading, coaching, and developing a team.
  • A deep belief in training, with a track record of people who grew because you taught them.
  • Strong operational judgment around when to escalate, when to solve, when to document, and when a process needs to change.
  • The ability to bring structure to complicated workflows without making the work feel heavier than it needs to be.
  • Genuine curiosity about AI, automation, and agentic tools, with the instinct to build toward where customer support is heading instead of protecting the old way of doing things.
  • Comfort staying close to the day-to-day work while also building the standards, systems, and team rhythms that help the function scale.

 

Job details