Licensed Benefits Advisor

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 Benefits Advisor 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 Texas, 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.

Know More About Workstream

• https://www.workstream.us/blog/funding-series-b

• https://techcrunch.com/2021/08/26/workstreams-text-based-recruitment-tool-gets-a-48m-bet-from-bond-and-beyond/

• https://techbuzz.news/buzzworthy-august-27-2021/

Additional Information

Workstream provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

We are committed to the full inclusion of all qualified individuals.