The Client Success Specialist III is a senior individual contributor responsible for delivering an exceptional client experience and building trusted relationships with clients, brokers, and key decision-makers.

This role combines client relationship management, complex problem-solving, client education, and renewal support. You’ll serve as a knowledgeable resource for clients, own issues through resolution, support implementations and renewals, and identify opportunities to strengthen and grow client relationships.

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The Client Success Manager is responsible for coaching, developing, and supporting members of the Client Success Team to foster a positive, engaging, and high-performing workplace culture. This role ensures the team is equipped to deliver exceptional client experiences that drive strong customer satisfaction, high Net Promoter Scores (NPS), and a 95% client retention rate. In addition, the Client Success Manager partners with clients to identify opportunities for greater product adoption, operational efficiencies, and expanded solutions that enhance client outcomes while contributing to organizational growth and margin expansion.

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The goal of this position is to help members. This position helps members by answering questions, fulfilling requests, educating members about health care and resolving problems that may arise. This position will service members via phone, email and chat. Skilled in problem-solving, conflict resolution, and researching complex member inquiries while maintaining a high level of customer satisfaction. Proven ability to handle high-volume interactions, educate members on maximizing their benefits, resolve concerns efficiently, and collaborate with internal teams to ensure exceptional service delivery. Strong communication, organizational, and relationship-building skills with a commitment to accuracy, empathy, and member-focused support.

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The Staff Accountant will support the day-to-day accounting operations of the company, including month-end close, general ledger maintenance, journal entries, account reconciliations, and financial reporting. Reporting to the Accounting Manager, this role will work closely with the Finance team to ensure financial transactions are recorded accurately and on time. Success in this role means consistently delivering accurate accounting work, meeting close deadlines, maintaining well-supported financial records, and continuously improving accounting processes while developing broad technical accounting expertise.

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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.

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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.

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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.

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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.

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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.

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