Licensed Health Insurance Broker / Benefits Sales Consultant

Workstream•San Francisco, CA

2d•$140,000 - $160,000•Remote

About The Position

Workstream is a mission-driven company building the all-in-one HR, payroll, and hiring platform for managing the hourly workforce. There are 2.7 billion hourly workers, making up 80% of the global workforce, but this market has been heavily underserved by technology and deserves better. Workstream has been purpose-built for the hourly workforce from day one so that these businesses and their employees can thrive. Our customers include leading brands from multiple sectors, including Burger King, Carl's Jr./Hardee's, IHOP, KFC, and Culvers. We are a high growth series B company and quickly expanding our product portfolio to deliver on our vision. We are backed by legendary VCs and industry experts like Founders Fund, BOND, and Coatue. Grow With Us We are looking for a Licensed Health Insurance Broker / Benefits Sales Consultant to join Workstream. In this role, you’ll advise and sell health benefits and insurance plans to both existing and new Workstream customers across the U.S. You’ll partner closely with our sales, partnerships, and product teams to deliver compliant, affordable, and scalable benefits solutions that meet client needs. This is an ideal opportunity for a broker with 1–2 years of experience who’s looking for stability, career growth, and strong earning potential—without the burden of building a book of business from the ground up. This is a full-time, remote role. Candidates should be comfortable with occasional travel for in-person conferences (such as Culver’s or other brand conferences) and periodic company offsites, which may take place in Utah or San Francisco, to support collaboration and relationship-building.

Requirements

Active U.S. Health Insurance Broker License (individual producer)
1+ year experience selling health insurance or employee benefits
Interest in working at a technology company (SaaS experience a plus)
Strong communication and consultative selling skills
Coachable, motivated, and excited to grow a long-term career
Comfortable working remotely with distributed teams

Nice To Haves

Experience with ACA, group health, or SMB benefits
Experience working at a SAAS company

Responsibilities

Sell health insurance plans and benefits solutions to U.S. SMB employers
Advise customers on plan options, compliance, and best-fit coverage
Manage the full sales cycle: discovery → recommendation → close
Work warm leads and inbound opportunities generated through Workstream
Collaborate with internal sales, partnerships, and broker channel teams
Stay compliant with state and federal health insurance regulations
Maintain accurate records in CRM and benefits systems

Benefits

A mission-driven and value-based company dedicated to empower deskless workers and local businesses
An early employee opportunity at a Series B hyper-growth startup with over $120M in funding
Work directly with the founding team and industry veterans to accelerate your career
Uncapped Commission: Earn commissions on all health plans sold
On-Target Earnings: Strong six-figure potential for high performer
Comprehensive health coverage: medical, dental, and vision. We pay 95% of your premiums for our employees and 85% for dependents
In office amenities and stocked kitchen
401K Plan
Pre-tax commuter benefits
Learning/development stipend
Flexible PTO