Careers

Join Our Team

Software Engineer

The Software Developer will be responsible for writing clean, secure, and high‑performing code that supports business objectives from development through production. You will collaborate closely with Product Management to translate business requirements into clear technical solutions while ensuring all deliverables are fully tested and meet quality standards.

In this role, you’ll work across cloud‑based infrastructure (with a preference for Microsoft Azure), troubleshoot and debug legacy applications, and contribute to scalable architecture and design as the company builds new systems and retires older platforms. Strong communication is essential, as you will engage with a variety of stakeholders including internal teams, partners, and occasionally customers.

Additional responsibilities include supporting agile development practices, maintaining documentation, and performing other related duties as assigned.

See Full Job Description Down Below.

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Human Resources Senior Director

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.

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Underwriter

This position will be responsible for assisting in the underwriting of health benefit plan data and assessing frequency of claims to produce accurate proposals. This individual will use established underwriting criteria and guidelines to determine proper rating for our employer groups and prospects. The position will work closely with The Difference Card sales consultants and recommend alternative pricing options and plan design changes based on group specific utilization and claims data and trends.

See Full Job Description Below.

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Manager of Customer Success

This position leads and manages a team of account managers, senior account managers and renewal consultants. Responsibilities include team management of broker distribution networks to retain a territory client book of business. This role requires an individual who is professional and exhibits the determination and self-motivation to renew business. Your primary goal will be to lead a team to retain customers and achieve service excellence. Ideally the candidate would be a team player with a great attitude and the ability to work in a fast-paced, ever-changing environment.

  • Oversee and coordinate the renewal and account service team activities
  • Establish client books of business and retention goals for the team
  • Analyze statistics to identify areas of improvement
  • Track results and trends regularly for business forecasting
  • Report on team and individual performance
  • Develop and execute innovative retention strategies
  • Build and form partnerships with existing brokers and clients

See Full Job Description Below.

Apply Here

Sales Consultant - New York, NY

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

Senior Sales Consultant - Atlanta, GA

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

Senior Sales Consultant - Morristown, NJ

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

Senior Sales Consultant - Madison, WI

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

Senior Sales Consultant - Des Moines, IA

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

Senior Sales Consultant - Las Vegas, NV

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

Senior Sales Consultant - Richmond, VA

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

Senior Sales Consultant - New Orleans, LA

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

Events Marketing Specialist - Remote

You’ll report directly to the VP of Marketing and will work closely with the Marketing Team to meet The Difference Card’s marketing objectives and KPIs.

The Marketing Events Specialist will be an integral part of our marketing teams, managing marketing and sales events including trade shows, lunch and learns, sales-hosted dinners, regional and national conferences, and The Difference Card Annual Growth Conference held in the Spring every year.

You be responsible for ensuring a top-notch experience for participants, driving leads, and reflecting a great brand experience. This person will own the whole function of event management, including collaborating on content creation, leading lead generation for participation, and tracking and analyzing ROI to identify the event impact.

The Marketing Events Specialist should have solid experience in managing corporate events with a proven track record of managing logistics on simultaneous projects.

See full job description below.

Apply Here

 

Client Success Associate II

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

Part-Time Operations Specialist I - Greenwich, CT

The goal of this position is to provide strategic support to our Operations Department through service, production and administrative support. This position supports internal and external customers by fulfilling duties of various departments within operations to ensure department service goals are achieved. This position processes claims and enrollments, answers emails from multiple SalesForce queues, takes inbound calls from members and clients (customers), makes outbound calls to members and clients, conducts employee education meetings, and performs in-office administrative duties. In addition, travel to client meetings is expected periodically (up to 30% annually). Operations Specialist reports to Operations Manager. See full job description below.

Apply Here

Director of Client Success

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.

Apply Here

Team Videos

New York East Team event

The New York East team kicked things off with a visit to our brand-new office in Connecticut, followed by a meetup at the iconic Grand Central Terminal in NYC. We wrapped up the day in true New York style — cheering on the Yankees at a game with our amazing broker partners! From team bonding to client connections, it was a day full of energy, collaboration, and unforgettable moments.

Team Videos

2025 Growth Conference

Our team spent the 2025 Difference Card Growth Conference in Austin, Tx. Yeehaw!  Join us as we share some of our highlights from our time learning and growing together!

Team Videos

2024 Growth Conference

Our team spent the 2024 Difference Card Growth Conference in beautiful Newport, Rhode Island. Join us as we share some of our highlights from our time learning and growing together!

Team Videos

The Difference Card 2023 Growth Conference

Here at The Difference Card we value our four core values of Passion, Accountability, Innovation, and Respect. We also value our employees and the time we get to share together at our yearly growth conference. Take a peek into our world and discover what makes The Difference Card a special place to work.

 

Team Videos

Leadership Development Retreat

Leadership development is just more fun when you spend it in the beautiful mountains of Vermont!

Our People Leaders gathered at Stratton Mountain for three jam packed days of presentations, outdoor team building activities and delicious meals.

As you can see, we had a blast participating in all the winter activities. snowboarder We are geared up and ready for our leaders to drive Difference Card success in 2023!

Team Videos

New York East Team event

The New York East team kicked things off with a visit to our brand-new office in Connecticut, followed by a meetup at the iconic Grand Central Terminal in NYC. We wrapped up the day in true New York style — cheering on the Yankees at a game with our amazing broker partners! From team bonding to client connections, it was a day full of energy, collaboration, and unforgettable moments.

Team Videos

2025 Growth Conference

Our team spent the 2025 Difference Card Growth Conference in Austin, Tx. Yeehaw!  Join us as we share some of our highlights from our time learning and growing together!

Team Videos

2024 Growth Conference

Our team spent the 2024 Difference Card Growth Conference in beautiful Newport, Rhode Island. Join us as we share some of our highlights from our time learning and growing together!

Team Videos

The Difference Card 2023 Growth Conference

Here at The Difference Card we value our four core values of Passion, Accountability, Innovation, and Respect. We also value our employees and the time we get to share together at our yearly growth conference. Take a peek into our world and discover what makes The Difference Card a special place to work.

 

Team Videos

Leadership Development Retreat

Leadership development is just more fun when you spend it in the beautiful mountains of Vermont!

Our People Leaders gathered at Stratton Mountain for three jam packed days of presentations, outdoor team building activities and delicious meals.

As you can see, we had a blast participating in all the winter activities. snowboarder We are geared up and ready for our leaders to drive Difference Card success in 2023!

Creating innovative benefit solutions paired with superior service.

At The Difference Card, we believe that a world with affordable healthcare can exist.

The Difference Card mission and core values

Meet Some Of Our Team

“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

The Onboarding Process

Meet our Sales Enablement Managers, Maria Gamb, as she walks you through a typical Sales Bootcamp Onboarding.

 

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HELP US MAKE A DIFFERENCE

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 Difference Card Today

  • 70% of our workforce is Female
  • 48% Minority
  • 31% Black
  • 9% Hispanic
  • 5% Asian
  • Leadership Breakdown: 47% are minority | 64% are Women

Diversity And Inclusion

The D&I Committee is an employee-led organization with executive sponsorship. Our teams come together to adopt the following mission:

  • Promote education and celebrate the diversity of our teams at The Difference Card, ensuring people can be met with open ears, hearts and minds.
  • Ensure through processes and policy that The Difference Card is an inclusive organization that eliminates fear and discrimination and promotes diversity at all levels of the organization.
  • Ensure we use our collective voice and power to advocate for justice in our communities
Business woman celebrating with arms up in office

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:

  • Health Insurance Benefits with $0 copays
  • Dental and Vision Insurance
  • 401(k) Retirement Plans with Employer Match Program
  • Employee Assistance Programs (EAP)
  • Telehealth + Virtual Care
  • Incentivized Wellness Programs through Healthy Difference
  • Access to HSA, FSA, DCA, and Commuter Accounts
  • Discount Programs
  • Paid Family Leave in Qualifying States
  • Paid Leave Including:
    • 10 Paid Holidays Annually
    • Paid Sick Time
    • Paid Volunteer Time
    • Paid Vacation Time
A young, smiling woman reading paperwork in front of her laptop

We Want To See You Grow!

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:

  • Interdepartmental Training
  • Career Courses Available with Reimbursements Offered
  • Monthly Performance Reviews with 360 Feedback
  • Peer Support Groups
A young, smiling woman reading paperwork in front of her laptop

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