We’re looking for our first dedicated Talent Acquisition Lead to build and scale a best-in-class recruiting function. Reporting to the Vice President of Human Resources, you’ll be a key member of the HR team and partner closely with leaders across the business to attract exceptional talent. You’ll own full-cycle recruiting while designing scalable processes, selecting the right recruiting technology, building talent pipelines, and establishing best practices that support our continued growth. Initially, this is a team of one, with the opportunity to build and lead a larger Talent Acquisition function as the company grows.

See Full Job Description Below

Apply Here

We’re looking for our first HR Operations Lead to build the operational foundation of our growing People team. You’ll own the day-to-day execution of HR operations, ensuring our processes are efficient, compliant, and employee-focused – from maintaining HR data and supporting payroll to administering benefits and leave programs, driving employee engagement, and continuously improving how HR supports the business.

See Full Job Description Below

Apply Here

As Midwest Market Director, you will lead sales growth within an assigned territory while managing and developing a team of Senior Sales Consultants. This player-coach role combines sales leadership, broker relationship management, and strategic business development. Reporting to the Vice President of Sales, you will be accountable for territory growth, team performance, pipeline development, and market expansion.

See Full Job Description Below

Apply Here

As Southwest Market Director, you will lead sales growth within an assigned territory while managing and developing a team of Senior Sales Consultants. This player-coach role combines sales leadership, broker relationship management, and strategic business development. Reporting to the Vice President of Sales, you will be accountable for territory growth, team performance, pipeline development, and market expansion. Success in this role will be measured by your ability to grow revenue, develop top-performing talent, expand broker relationships, and consistently achieve territory objectives.

See Full Job Description Below

Apply Here

The goal of this position is to delight our clients through superior customer service and relationship building. This position helps external and internal customers by answering questions, fulfilling requests, providing education about health care, and resolving problems that may arise. This position will service external and internal customers via phone and SalesForce queues email. This position answers a high volume of calls and cases on a daily basis. In addition, travel to client meetings is expected periodically.

See Full Job Description Below

Apply Here

You’ll report directly to the Vice President of Marketing and will work closely with members across the organization to control and execute The Difference Card’s Brand standards across of forms of content. This role is equal parts visual storyteller and educator, bringing clarity and cohesion to materials designed for brokers, employers, and members.

This role will manage strategic initiatives in collaboration with Client Services, Client Success, Education/Implementation, Member Services, and the New Business Sales Team. You’ll partner with Executive Leadership and cross-functional teams throughout the organization to support the execution and consistency of The Difference Card brand across all customer and employee-facing materials.

See Full Job Description Below

Apply Here

For a complete overview of this role, please review the full job description. The Ops Manager will lead and support a claims team by ensuring high-quality service delivery, meeting performance and service level goals, and driving operational efficiency. This role includes coaching team members, overseeing workforce planning, analyzing claim trends, and implementing best practices to improve customer satisfaction and productivity. The position also requires collaboration across departments, managing remote and offshore teams, and supporting training, hiring, and performance management to prepare the organization for continued growth.

See Full Job Description

Apply Here

For a full overview of this opportunity, please review the complete job description. The Difference Card is seeking a detail-oriented professional to manage member enrollment processes, validate data accuracy, and support file integrations with payroll vendors and insurance carriers. This role involves auditing enrollments, collaborating with internal and offshore teams, identifying data trends, and using SQL to streamline processes and resolve issues. It’s an ideal position for someone who thrives in a fast-paced environment and is passionate about accuracy, efficiency, and delivering high-quality service.

See Full Job Description Below

Apply Here

The goal of this position is to delight our clients through superior customer service and relationship building. This position helps external and internal customers by answering questions, fulfilling requests, providing education about health care, and resolving problems that may arise. This position will service external and internal customers via phone and SalesForce queues email. This position answers a high volume of calls and cases on a daily basis. In addition, travel to client meetings is expected periodically.

See Full Job Description Below

Apply Here

The Implementation Specialist plays a critical role in bringing these solutions to life by onboarding new clients, coordinating across stakeholders, managing multiple implementations simultaneously, and ensuring a seamless transition to long-term account management. This role combines organization, communication, and client support to set every group up for success from day one.

The objective of the Implementation Specialist is to bring on new business that is choosing to implement creative cost containment strategies in such a way that allows Sales to succeed without having to implement the work they have sold and sets up clients for success.

See Full Job Description Below

Apply Here

The goal of this position is to support and advocate for our members by delivering accurate, timely, and compassionate assistance. This role focuses on answering questions, fulfilling requests, educating members about their healthcare benefits, and resolving issues through phone, email, and chat while maintaining high standards for quality, productivity, and customer satisfaction. Team members are expected to demonstrate accountability, problem‑solving skills, and a strong commitment to providing an exceptional member experience in a fast‑paced, high‑volume environment.

This position works with broker distribution networks to retain and grow an existing client book of business. This role requires an individual who is professional and exhibits the determination and self-motivation to delight customers. Your primary goal will be to retain a book of employer accounts. Ideally the candidate would be a team player with a great attitude and the ability to work in a fast-paced, ever-changing environment.

See Full Job Description Below

Apply Here

This position creates broker distribution networks to promote the Difference Card product suite and help employers to reduce their health insurance spend, while maintaining great benefits for employees.

· Identifying potential strategic broker partners

· Selling to customers in the 50 – 5,000 employee range through broker partners

· Accountable for prospect from presale through implementation.

· Providing the necessary broker support for successful education and implementation of the Difference Card. This includes interacting with broker partner teams and conducting broker education meetings to ensure thorough explanation and understanding of the product.

· Develop and maintain key internal relationships.

· Understand customer needs and provide value-added consultation.

· Present a positive image of the Difference Card in the marketplace.

· Understanding the importance of Wellness and the pivotal role it plays in the employee benefits arena.

See full job description below.

Apply Here

This position creates broker distribution networks to promote the Difference Card product suite and help employers to reduce their health insurance spend, while maintaining great benefits for employees.

· Identifying potential strategic broker partners

· Selling to customers in the 50 – 5,000 employee range through broker partners

· Accountable for prospect from presale through implementation.

· Providing the necessary broker support for successful education and implementation of the Difference Card. This includes interacting with broker partner teams and conducting broker education meetings to ensure thorough explanation and understanding of the product.

· Develop and maintain key internal relationships.

· Understand customer needs and provide value-added consultation.

· Present a positive image of the Difference Card in the marketplace.

· Understanding the importance of Wellness and the pivotal role it plays in the employee benefits arena.

See full job description below.

Apply Here