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About the Role

We are seeking an experienced Operations Leader to establish and oversee the teams, systems, workflows, and operating rhythms essential for our brokerage operations. This is an early-stage leadership position with direct responsibility for the brokerage team and its daily performance. Collaborating closely with the founders, this individual will develop the core operating model for the brokerage, defining work processes, performance measurement, issue resolution, and knowledge management. They will also be responsible for hiring, developing, and managing the team, ensuring these systems function effectively.

Responsibilities

Own the day-to-day performance and execution of our brokerage operations
Recruit, develop, and manage the brokerage team, with clear roles, expectations, and accountability
Build the operating model for the function, including how workflows are managed across people, software, and AI agents
Establish the metrics, reporting, and capacity plans needed to manage quality, productivity, and staffing
Identify operational bottlenecks and recurring issues, then lead improvements through implementation and adoption
Partner with product and engineering to determine which work should be standardized or automated and turn operational needs into tools and AI capabilities that enable the business to scale

Requirements

At least 8 years of experience, with a mix of time in consulting, investing, and/or high growth startup operations
Meaningful experience building and managing teams, including hiring, coaching, performance management, and organizational design
Strong systems thinker who can understand how people, processes, tools, and incentives work together
Excited by the opportunity to redesign a traditionally services-based operation around software, automation, and AI
Energized by zero-to-one environments and want to build the workflows, systems, and operating foundations that enable a new organization to scale
Able to move comfortably between high-level operating design and detailed day-to-day execution
Uses data to diagnose problems, establish priorities, measure performance, and improve operations
Comfortable working with dashboards, workflow tools, automation, and operational reporting
Communicates clearly and can establish alignment across teams with different priorities
Thrives in fast-moving environments and takes ownership of outcomes from beginning to end

Skills

Systems thinking
People management
Process orientation
Organization
Data analysis
Communication

Location

San Francisco

Work Type

In-person

Experience Level

8+ years

About the Company

We are reimagining how people buy and navigate healthcare.
Our goal is not to build a better brokerage. It is to redefine how healthcare is bought and managed across America.
Scaling quickly - We are growing quickly and looking for zero-to-one operators who want an outsized opportunity to learn and shape the company’s future.
High impact - Healthcare costs are rising at record rates, while the user journey has never been worse. Join us as we rebuild an industry.
Best-in-class talent - Work alongside teammates from leading tech companies including Uber, Faire, Airbnb, Rippling, Google, Forward, and Collective Health, as well as brokerage industry leaders including Newfront, WTW, Marsh, and Sequoia.
Well funded Seed stage startup incubated alongside the healthcare and AI roll-up teams at General Catalyst.