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Remote, Oregon, United States
Remote only
About Stride
Stride helps independent workers access health, dental, and vision benefits. Stride is now part of Integrity, expanding the resources and capabilities available to the workers we serve.
Position Details
● Seasonal W-2 employment beginning October 12, 2026
● All Enrollment Operations Specialists are expected to remain through the December 31, 2026 CCA enrollment deadline. After December 31, the team will be reduced in phases based on enrollment volume and business needs, with individual assignments anticipated to end on January 15 or February 5, 2027.
● $23.00 per hour
● 40 hours per week, Monday–Friday, 8:00am–4:00pm PST
● Non-exempt and overtime eligible; additional hours may be available or required during peak periods based on business needs
The Role
We are looking for detail-oriented professionals to join our Enrollment Operations team during Open Enrollment.
This is a high-trust operational role responsible for accurately processing insurance enrollment activity and resolving issues that can directly affect a consumer's coverage. The work requires strong judgment, attention to detail, discretion, and the ability to follow established processes in a high-volume environment.
Experience with ACA health insurance enrollment, Healthcare.gov, or state-based marketplaces such as Covered California is strongly preferred.
Responsibilities
● Review and process consumer enrollment, termination, and cancellation requests
● Identify and resolve enrollment errors, discrepancies, and missing information
● Follow established processes for handling enrollment activity and sensitive consumer information
● Contact consumers when additional information or action is required
● Research issues and coordinate with internal teams when appropriate
● Escalate complex or high-risk issues with clear documentation
● Maintain accurate records of enrollment activity and communications in Zendesk or similar systems
● Identify recurring issues and communicate trends or process gaps to management
● Support the Enrollment Operations team during periods of high volume
Qualifications
When reviewing resumes, we'll look for experience that indicates:
● Experience managing detailed, process-driven work in which accuracy and timely execution were essential
● Experience identifying discrepancies, researching issues, and determining or coordinating the appropriate next step
● Experience following established processes and handling sensitive or confidential information
● Experience maintaining accurate records and documenting actions and communications in business systems
● Experience communicating directly with consumers or customers and coordinating with internal teams to resolve issues
● Experience working independently in a high-volume environment with changing priorities
● Experience using technology and digital tools to manage workflows, records, and communications, including learning new systems as needed
Preferred Experience
We'll prioritize candidates with resumes that indicate:
● Experience in health insurance operations, broker services, member support, or enrollment processing
● Experience with ACA enrollment, including eligibility, plan selection, or coverage changes
● Experience using Healthcare.gov or state-based marketplaces such as Covered California
● Experience using Zendesk or a similar CRM or support platform
● Experience working in a high-volume Open Enrollment environment
● Experience working effectively in a fully remote environment
● Experience in a startup, small business, or similarly fast-paced environment where you were expected to take ownership and wear multiple hats
What We'll Assess During the Interview
During the interview process, we'll assess:
● Critical thinking and problem-solving - the ability to assess a situation, identify relevant information, and determine the appropriate next step
● Attention to detail - the ability to maintain accuracy under pressure
● Judgment, discretion, and accountability when handling sensitive information and enrollment activity
● Process discipline and independence - the ability to work with limited guidance while following established processes precisely
● Written and verbal communication - the ability to document actions clearly and communicate effectively with consumers and internal teams
● Comfort in a high-volume environment with changing priorities
● Technical learning agility - the ability to learn and navigate new systems quickly
● Ownership and adaptability - the willingness to take responsibility for work and respond effectively to new or unfamiliar tasks
What Success Looks Like
You process enrollment work accurately, consistently, and on time. You take ownership of your work, recognize when something is wrong, document your actions clearly, and escalate issues appropriately.
Accuracy is critical in this role. Small enrollment errors can have significant consequences for consumers, and we expect every team member to treat that responsibility seriously.
About Integrity
Integrity is one of the nation’s leading independent distributors of life, health and wealth insurance products. With a strong insurtech focus, we embrace a broad and innovative approach to serving agents and clients alike. Integrity is driven by a singular purpose: to help people protect their life, health and wealth so they can prepare for the good days ahead.
Integrity offers you the opportunity to start a career in a family-like environment that is rewarding and cutting edge. Why? Because we put our people first! At Integrity, you can start a new career path at company you’ll love, and we’ll love you back. We’re proud of the work we do and the culture we’ve built, where we celebrate your hard work and support you daily. Joining us means being part of a hyper-growth company with tons of professional opportunities for you to accelerate your career. Integrity offers our people a competitive compensation package, including benefits that make work more fun and give you and your family peace of mind.
Headquartered in Dallas, Texas, Integrity is committed to meeting Americans wherever they are — in person, over the phone or online. Integrity’s employees support hundreds of thousands of independent agents who serve the needs of millions of clients nationwide. For more information, visit Integrity.com.
Integrity, LLC is an Equal Opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, national origin, disability, veteran status, or any other characteristic protected by federal, state, or local law. In addition, Integrity, LLC will provide reasonable accommodations for qualified individuals with disabilities.