Careers

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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.

Your Key Responsibilities Will Include:

  • Supporting the organization of events by maintaining a calendar of tradeshows and thought leadership conferences. Consistently evaluating and refining marketing support across all event types.
  • Managing deadlines for ordering of materials, tracking leads and attendance, ordering swag and collateral, managing budgets, and handling all promotional and follow-up tasks.
  • Coordinating internal resources and teams to develop a communication strategy by working closely with the Sales Team.
  • Collaborating with vendors and partners to ensure exceptional experiences for prospects and customers, generating new pipelines and supporting customer retention.
  • Leading the overarching event strategy in partnership with sales leadership by identifying the right events to attend and defining the optimal presence at each to maximize ROI through thoughtful selection, resourcing, and performance evaluation.
  • Assessing and improving our event management processes, from tracking and project management systems to event marketing stack and integration.
  • Championing the brand at events and ensuring consistent adherence to The Difference Card brand style and voice.
  • Traveling approximately 60% of the time to oversee event execution and represent The Difference Card at industry events.

 

Skills and Experience You’ll Bring:

  • Bachelor’s degree in Marketing, Advertising, Hospitality, Business Administration or equivalent experience preferred.
  • 1-3 years’ experience conference/corporate event planning.
  • Experience measuring, analyzing, and reporting on event ROI.
  • Proficient in Canva.
  • Good project management skills, including problem-solving, collaboration, and communication.
  • A strong sense of personal responsibility and initiative.
  • Resourcefulness and willingness to take on all projects, no matter how big or small.
  • Ability to work and thrive in a fast-paced environment with multiple competing priorities and high expectations for delivery.
  • Creative and innovative thinker. Willing to learn new or unfamiliar tasks or platforms.
  • And, highly organized and detail oriented.

Remote Sales Support Analyst

Role & Responsibilities
The Sales Support Analyst plays an integral role in supporting the growth and success of the Sales Team. This individual will assist in the execution of new business initiatives by managing quoting activities, preparing client-facing materials, and collaborating closely with Senior Sales Consultants. The ideal candidate is a proactive, detail-oriented professional who demonstrates determination, self-motivation, and the ability to work both independently and as part of a dynamic, fast-paced team environment.

  • Assist in the set-up of New Business Exhibits in the Online Quoting Tool within Salesforce
  • Translate and prepare quote Exhibits into Excel format health insurance proposals and PowerPoint presentation decks – ensuring clarity and professionalism.
  • Collaborate with the Senior Sales Consultants team to learn effective sales strategies and best practices used by the Difference Card.
  • Participant in a daily status update meetings for all quotes generated and presentations.
  • Other relevant duties as assigned.

Position Metrics

  • Activity: Daily setup of financial exhibits and presentation materials for senior consultants
  • Quality: High quote accuracy and customized outputs for each case
  • Production: Drives process improvements to support sales growth

Skills & Qualifications

  • A Bachelor’s degree in Business, Marketing, or a related field, or equivalent relevant experience.
  • Sales Support experience preferred.
  • Strong verbal and written communication skills with the ability to convey complex information simply.
  • Basic understanding of health insurance terms and principles (i.e. summary of benefits).
  • Basic understanding of sales principles and marketing presentation.
  • Salesforce proficiency – basic data entry, reporting and data manipulation.
  • Motivation to learn and grow within the health insurance industry.
  • Ability to work independently in a remote environment while managing time effectively.

Apply Here

Sales Consultant- Greenwich, CT

Role and Responsibilities

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 – 500 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.

Position Metrics

· Activity: 8 broker meetings per week and 10 client meetings per month

· Opportunity: 10 RFP’s per month resulting in 18,500 quoted lives per year

· Close Ratio: 22 sold accounts per year with 1,850 enrolled new business lives

Education and Licensure Requirements

· Bachelor’s degree or experience otherwise equivalent to a bachelor’s degree.

· State Health Insurance License or ability to obtain a state health insurance license within three months of starting position

Skills and Experience

· Two years’ experience in the broker / employer group benefits industry

· Excellent public speaking skills with ability to present to business decision makers, brokers and employees and influence outcomes.

· Superior presentation skills both in person and virtual capacity, experience utilizing Zoom and Microsoft Teams preferred.

· Proficiency in Microsoft Outlook, PowerPoint, Word, Excel, and Salesforce

· History of new business sales success

· Strong network of group health insurance brokers and consultants

Apply Here

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 – 500 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.

Position Metrics

· Activity: 8 broker meetings per week and 10 client meetings per month

· Opportunity: 10 RFP’s per month resulting in 18,500 quoted lives per year

· Close Ratio: 22 sold accounts per year with 1,850 enrolled new business lives

Education and Licensure Requirements

· Bachelor’s degree or experience otherwise equivalent to a bachelor’s degree.

· State Health Insurance License or ability to obtain a state health insurance license within three months of starting position

Skills and Experience

· Two years’ experience in the broker / employer group benefits industry

· Excellent public speaking skills with ability to present to business decision makers, brokers and employees and influence outcomes.

· Superior presentation skills both in person and virtual capacity, experience utilizing Zoom and Microsoft Teams preferred.

· Proficiency in Microsoft Outlook, PowerPoint, Word, Excel, and Salesforce

· History of new business sales success

· Strong network of group health insurance brokers and consultants

Apply Here

Senior Sales Consultant- Atlanta, GA

Role and Responsibilities

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.

Position Metrics

· Activity: 8 broker meetings per week and 10 client meetings per month

· Opportunity: 10 RFP’s per month resulting in 18,500 quoted lives per year

· Close Ratio: 22 sold accounts per year with 1,850 enrolled new business lives

Education and Licensure Requirements

· Bachelor’s degree or experience otherwise equivalent to a bachelor’s degree.

· State Health Insurance License or ability to obtain a state health insurance license within three months of starting position

Skills and Experience

· Two years’ experience in a sales role in employer group benefits or relevant industry

· Excellent public speaking skills with ability to present to business decision makers, brokers and employees and influence outcomes.

· Superior presentation skills both in person and virtual capacity, experience utilizing Zoom and Microsoft Teams preferred.

· Proficiency in Microsoft Outlook, PowerPoint, Word, Excel, and Salesforce

· History of new business sales success

· Strong network of group health insurance brokers and consultants

Apply Here

Client Success II - Remote

Role and Responsibilities

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. The position requires:

· Personal Accountability: Prioritize and stay organized. Report to shift on time and meet attendance expectations of the position. Attend client meetings on time, when scheduled. Ability to organize daily workload to effectively achieve turnaround time, and customer satisfaction. Actions and key customer touch points are properly documented in SalesForce, to allow for transparency.

· Passion: Delight customer by providing amazing customer services as demonstrated by generating positive customer satisfaction scores and testimonials, responding to emails in a high-volume environment within 4 -8 hours-

· Productivity: Ensure we are working as efficiently as possible, and able to meet productivity goals of the position. Strive for one-touch resolution of customer issues while communicating appropriate options in a timely and professional manner.

· Innovation: Be open to change.

· Presentation Skills: Ability to conduct webinars and open enrollment meetings for clients.

· Analytical Skills: Ability to review renewal exhibits and explain savings models for customers.

· Extraordinary Customer Service Skills: Service customers by maintaining a client friendly approach when answering calls and emails. Apply listening skills to fully understand scope of customer requests. Establish and maintain effective relationships with customers to gain their trust and respect. Advise, consult, and negotiate with customers.

· Problem Solving Skills: Ability to ask questions to customer and internal stakeholders to determine the nature of a problem to help effectively solve issues. Research required information using available resources and reporting including claim systems, websites, and databases. Exercise critical thinking. Properly enlist internal department resources for assistance with effective and efficient resolution.

· Inquisitive skills:

· Exceptional Communications Skills: Ability to identify and explain to internal and external customers, in both written and verbal format, the root-cause of issues presented in an easy-to-understand manner that does not result in escalation.

· Consultative Skills: Ability to de-escalate issues, raised from internal or external customers when desired client outcome is not viable by providing guidance and alternative solutions that will achieve client satisfaction.

· Patience and Diplomacy: Manage and resolve customer complaints.

· Commitment: Identify and escalate priority issues. Follow up with customers and internally to ensure we always keep our word to our clients. Own client issues from initial report to resolution or escalation, communicating with customers regularly regarding issue status.

· Sales Skills: Ability to present and offer products and services to existing customers that will complement and enhance their benefit package and generate revenue for the organization.

· Help Others: Provide customers with product and service information, educating customers and making sure they know how to maximize their benefits.

· Flexibility: Other duties as assigned.

· Complex Problem-Solving Skills: Ability to manage and solve complex problems for clients, anticipating client communication needs, and influence outcomes across multiple parties.

· Humility: Help team members when they encounter cases they could not de-escalate or when they need help to resolve open matters to the satisfaction of the client through an escalation process.

· Subject Matter Expert: Ability to become a subject matter expert in complex areas of the organization to resolve client issues and provide training to team members.

· Documentation Skills: Ability to document processes and formulate checklists that result in process efficiencies amongst the team.

Qualifications and Educational Requirements

· College degree or work experience otherwise equivalent to a college degree.

· 2-5 years’ experience in a client facing role working with key decision makers preferred.

·Insurance industry knowledge preferred.

·Experience communicating with executives and decision makers to resolve inquiries and issues.

·Position requires positive and high energy, flexibility, strong multi-tasking skills, and outstanding customer service skills.

·Superior communication skills both written and verbal are expected including ability to effectively communicate clearly across to teams and customers.

· Excellent time management skills and organizational skills are required.

· Excellent critical thinking skills.

· High-level of diplomacy and patience.

· Proficiency in basic office professional computer skills using Microsoft suite (Outlook and SharePoint), data entry, video conferencing. Proficiency in office computer programs like Word, OneNote, and Power Point. Preferred high proficiency in Excel skills including basic formulas and concepts for calculation and data analyzation.

· Ability to type quickly and accurately.

Apply Here

Client Success I - Remote

Role and Responsibilities

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. The position requires:

·       Personal Accountability: Prioritize and stay organized. Report to shift on time and meet attendance expectations of the position. Attend client meetings on time, when scheduled. Ability to organize daily workload to effectively achieve turnaround time, and customer satisfaction. Actions and key customer touch points are properly documented in SalesForce, to allow for transparency.

·       Passion: Delight customer by providing amazing customer services as demonstrated by generating positive customer satisfaction scores and testimonials, responding to emails in a high-volume environment within 4 -8 hours-

·       Productivity: Ensure we are working as efficiently as possible, and able to meet productivity goals of the position. Strive for one-touch resolution of customer issues while communicating appropriate options in a timely and professional manner.

·       Innovation: Be open to change.

·       Presentation Skills: Ability to conduct webinars and open enrollment meetings for clients.

·       Analytical Skills: Ability to review renewal exhibits and explain savings models for customers.

·       Extraordinary Customer Service Skills: Service customers by maintaining a client friendly approach when answering calls and emails. Apply listening skills to fully understand scope of customer requests. Establish and maintain effective relationships with customers to gain their trust and respect. Advise, consult, and negotiate with customers.

·       Problem Solving Skills: Ability to ask questions to customer and internal stakeholders to determine the nature of a problem to help effectively solve issues. Research required information using available resources and reporting including claim systems, websites, and databases. Exercise critical thinking. Properly enlist internal department resources for assistance with effective and efficient resolution.

·       Exceptional Communications Skills: Ability to identify and explain to internal and external customers, in both written and verbal format, the root-cause of issues presented in an easy-to-understand manner that does not result in escalation.

·       Consultative Skills: Ability to de-escalate issues, raised from internal or external customers when desired client outcome is not viable by providing guidance and alternative solutions that will achieve client satisfaction.

·       Patience and Diplomacy: Manage and resolve customer complaints.

·       Commitment: Identify and escalate priority issues. Follow up with customers and internally to ensure we always keep our word to our clients. own client issues from initial report to resolution or escalation, communicating with customers regularly

regarding issue status.

·       Sales Skills: Ability to present and offer products and services to existing customers that will compliment and enhance their benefit package and generate revenue for the organization.

 

·       Help Others: Provide customers with product and service information, educating customers and making sure they know how to maximize their benefits.

 

·       Flexibility: Other duties as assigned.

 

Qualifications and Education Requirements

·       College degree or work experience otherwise equivalent to a college degree.

·       2-5 years’ experience in a client facing role working with key decision makers preferred.

·       Insurance industry knowledge preferred.

·       Experience communicating with executives and decision makers to resolve inquiries and issues.

·       Position requires positive and high energy, flexibility, strong multi-tasking skills, and outstanding customer service skills.

·       Superior communication skills both written and verbal are expected including ability to effectively communicate clearly across to teams and customers.

·       Excellent time management skills and organizational skills are required.

·       Excellent critical thinking skills.

·       High-level of diplomacy and patience.

·       Proficiency in basic office professional computer skills using Microsoft suite (Outlook and SharePoint), data entry, video conferencing. Proficiency in office computer programs like Word, OneNote, and Power Point. Preferred high proficiency in Excel skills including basic formulas and concepts for calculation and data analyzation.

·       Ability to type quickly and accurately.

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.

 

Purple and Orange background

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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