Creating innovative benefit solutions paired with superior service.
At The Difference Card, we believe that a world with affordable healthcare can exist.
This role offers an exciting opportunity to make a direct impact on the member experience by guiding individuals through the open enrollment process with clarity, confidence, and compassion. As a Member Education Associate, you’ll create engaging educational content, deliver presentations to diverse audiences, and serve as a trusted resource for members as they navigate their health insurance options. With extensive travel during peak enrollment season, this position is ideal for someone who thrives in dynamic environments, enjoys connecting with people, and is energized by helping others make informed decisions.
In this role, you’ll collaborate with internal teams to stay ahead of plan updates, support both onsite and virtual meetings, and provide thoughtful follow‑up to ensure members feel supported every step of the way. Your ability to simplify complex material, communicate clearly, and present with confidence will be key to success. If you are an organized, proactive communicator with strong presentation skills and you’re ready for a role that blends travel, education, and meaningful member engagement, this opportunity may be the perfect fit.
In this role, you’ll collaborate closely with internal partners, provide consultative guidance, and use your analytical abilities to prepare renewals, explain savings models, and support high retention rates. You’ll also have opportunities to present in webinars and client meetings, manage complex problem‑solving across multiple stakeholders, and identify improvements that enhance our processes and service delivery. If you’re organized, adaptable, and committed to delivering extraordinary customer care, this position offers a dynamic, supportive environment where your expertise and empathy truly make a difference.
As a key contributor to our client experience, you’ll support onboarding, renewals, and high‑volume daily inquiries while helping customers feel confident, informed, and valued. Success in this position comes from strong communication skills, personal accountability, and a genuine passion for helping others.
This role offers the chance to make a meaningful impact by ensuring the accuracy, consistency, and overall excellence of our operations. You’ll play a vital role in reviewing core functions such as claims, calls, eligibility, and client services, helping strengthen processes and elevate performance across the organization. Strong communication skills, attention to detail, and the ability to provide clear, constructive guidance will be essential as you support team development and broader operational improvements.
In this position, you’ll collaborate closely with operations leaders, deliver actionable insights based on audit findings, and contribute to ongoing enhancements in policies and workflow efficiency. You’ll also manage critical tasks such as overpayment processes, departmental reporting, and timely responses within the QA queue. If you’re proactive, analytical, and motivated to help teams grow through consistent, high‑quality work, this opportunity offers an engaging and rewarding environment where your contributions truly matter.
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. This position answers a high volume of calls on a daily basis.
See Full Job Description Below
Join a fast‑paced, collaborative team where you’ll play a key role in ensuring accurate billing, smooth payment processing, and excellent client support. This role is perfect for someone who is detail‑oriented, organized, and passionate about delivering high‑quality financial operations.
We’re looking for a detail‑driven Billing Specialist to manage client invoicing, payment posting, account reconciliation, and A/R follow‑up. As a Billing Specialist you’ll handle daily billing operations, resolve payment issues, support month‑end close, and partner with Client Success, Sales, and Finance to ensure billing accuracy and strong client communication.
If you excel at organization, accuracy, and working cross‑functionally in a fast‑paced environment, this role may be the perfect fit.
See Full Job Description Below.
This role offers the opportunity to join a fast‑paced, collaborative team dedicated to delivering exceptional service and meaningful results. As a key contributor, you’ll support both daily operations and long‑term initiatives that help drive our organization’s growth. We’re looking for someone who brings strong communication skills, creative problem‑solving, and a genuine passion for making an impact.
In this position, you’ll work closely with cross‑functional partners, manage important tasks with accuracy, and help support projects from initial idea to completion. Your ability to stay organized, adapt quickly, and proactively contribute ideas will play a major role in your success. If you’re motivated, detail‑oriented, and excited to grow in a supportive and innovative environment, this opportunity may be the perfect fit for you.
See full job description below.
Business Systems Manager will play a critical role in designing, supporting, and implementing the systems that power our rapidly growing organization. You’ll manage and optimize Salesforce as part of a broader systems ecosystem, ensuring data integrity, seamless integrations, and secure, scalable workflows. This role requires strong technical fluency across APIs, SaaS platforms, and internal applications, paired with the ability to map processes, identify bottlenecks, and drive cross‑functional improvements that enhance efficiency and data flow across the business.
You’ll contribute to the long‑term architecture of our Business Systems stack by evaluating new platforms, aligning system strategy with organizational goals, and building solutions hands‑on when needed. This position partners closely with teams across Sales, IT, Product Engineering, Operations, and Finance, ensuring systems remain compliant with frameworks such as SOC 2 and HIPAA while supporting automation, scale, and operational excellence. If you thrive at the intersection of strategy, systems design, and execution, this role offers the opportunity to shape the infrastructure behind a fast‑growing organization.
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Human Resources Senior Director will lead the development and execution of a multi‑year HR strategy that aligns with company growth, culture, and business goals. You’ll drive initiatives that strengthen company culture, boost employee engagement, and elevate the employer brand. This includes overseeing HR analytics to inform strategic decisions and forecast organizational needs, as well as managing the creation and continuous improvement of HR policies, procedures, and compliance frameworks across all states of operation.
This role provides senior‑level guidance on complex employee relations, conflict resolution, and performance management. You’ll ensure consistent application of organizational values and employment practices across all teams while maintaining strict compliance with federal, state, and local employment regulations. You will oversee risk‑mitigation strategies such as workplace safety, investigations, and policy enforcement, staying ahead of legislative changes to proactively advise leadership.
See Full Job Description Below.
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.
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.
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.
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.
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.
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.
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.
As Director of Client Success, you will lead and scale the Client Success function for a client base exceeding $50M in annual revenue, growing at 15%- 30% per year. You will manage Managers. The Managers’ direct reports service brokers and employers and retain employer business. The total Client Success organization today represents about 30 individuals. See full job description below.
At The Difference Card, we believe that a world with affordable healthcare can exist.
“I joined The Difference Card because I saw an opportunity to change member’s lives by alleviating some of their out-of-pocket medical expenses and creating more educated consumers with every conversation I have.”
-Karli, Member Service Representative
“I joined The Difference Card team because I was eager to find a company that offered a product that was truly trying to “Change the Game” when it comes to containing healthcare costs. As a former educator in the public sector, I firmly believe in the importance of high-quality benefits at a price that is affordable for everyone! I love being able to build upon those relationships with my teams of driven colleagues, our loyal clients and trusted strategic partners; I have sincerely found a home with The Difference Card.”
-Jourdan Englert, Client Retention Team Leader
“I joined The Difference card because I believe in people who do things right. This company fosters core values that drive me daily. A passion for who we service, accountability to get it right, innovation for the future and showing respect in all we do. I am so proud to be a part of this amazing group of individuals who bring all of the core values to life!”
-Renee Hoppes, Operations Manager | Customer Care
“I decided to join The Difference Card because of an amazing team I get to work with. Having an opportunity to help our members in understanding their benefits in the best way possible is an absolute joy.”
-Ayana Temple, Senior Customer Care Specialist
As an equal opportunity employer, our team leverages it’s diversity to make a difference in our members lives every day.
We Believe in Representation. Our Diversity and Inclusion Committee meets weekly to make sure employees are heard and respected every day in the workplace.
The D&I Committee is an employee-led organization with executive sponsorship. Our teams come together to adopt the following mission:
Benefits Made For You
Our employees are at the heart of what we do. We offer a rich set of benefits to provide our employees with the best possible work/life balance.
How We Take Care Of You:
The Difference Card knows you are amazing, and we want to help you continue to grow professionally and personally.
How You’ll Grow With Us: