Health Insurance Broker / Benefits Sales Consultant - Remote Eligible

Health Insurance Broker / Benefits Sales Consultant

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.

Day In The Life

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

Who You Are

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 Have

Experience with ACA, group health, or SMB benefits

Experience working at a SaaS company

What We Offer

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

Salary Range

In accordance with the California Pay Transparency Law, this role offers on-target earnings of $140,000–$160,000 in Utah, based on a 50/50 base salary and commission structure. The role includes uncapped commission, with commissions earned on all health plans sold, providing strong six-figure earning potential for high performers. This range does not include discretionary bonuses or equity. Compensation is determined based on factors such as skills, experience, job scope, and current market data.