Do you have experience working in Benefits and working with employees? Do you enjoy interfacing with other people? If so, we're looking for you! Web Benefits Design is a fast-growing, award winning company. Recipient of Orlando Sentinel's Best 100 Places to Work Awards for the last three years! We offer exciting and challenging projects with industry leading companies, competitive health benefits, flexible work arrangements, ongoing career development, company outings and tons of other fringe benefits!

We mean business – but we have fun!

Web Benefits Design is a fast-growing, award winning company and the recipient of the Orlando Sentinel's Best 100 Places to Work for the last three years! Some of our team building activities include a company picnic at Dave and Busters, holiday parties, comedy club, monthly happy hour, company sponsored Friday lunches during peak season for all employees, unlimited drinks coffee, and more!

One of our core philosophies at Web Benefits Design is our unique individuality. We respect your skills, ideas and contributions – and provide an entrepreneurial environment where you can make things happen. Your voice and your opinions matter!

To apply, click the button below and come grow with us!

Some of the benefits and perks we offer:

  • Medical, prescription, dental and vision coverage
  • Short and long term disability coverage
  • TeleDoc
  • Life and AD&D benefits
  • Voluntary life insurance
  • 401K retirement plan
  • Paid vacation and sick time
  • Career development opportunities
  • Employee referral bonus programs
  • Free polo shirts
  • Free parking

Open Positions

Website Content Specialist

This position will assist in the process of completing various html updates and initial website builds (from an existing system PHP template) as well as other duties assigned. You have the ability to increase in both salary and position based on your ability to learn our business and add value to our team. Overtime during busy months is expected and required. Basic html5, CSS3 PHP knowledge desired.  Cross platform browser testing (including mobile and tablet devices).  HTML code editor knowledge required.  Adobe Creative Cloud knowledge (Acrobat Reader, InDesign, DreamWeaver required).  Attention to detail and 100% accuracy for data entry.


Account Representative

Successful candidate will partner with the Implementation team to gather information about the client's current benefit processes to assist in the configuration of their communication website and Benefits Administration portal. Candidate will work as a team with the Sr. Account Manager’s team to provide ongoing support to the customer. This position will work with multiple departments within the organization to troubleshoot and resolve system issues in a timely manner. Position will be accessible and responsive to our customer’s needs. Ability to communication with others professional with accurate spelling, proper use of capitalization, punctuation, and sentence structure required. Prior experience with benefit implementations highly desired.


Call Center Specialist (Bi-lingual candidates are a plus)

Successfully answer and resolve every benefits hotline call that you receive or initiate to help ensure client satisfaction and retention. Partner with the Account Management team to handle special projects and additional services per client as needed.   Candidates will be trained on all call center clients and will be required to learn how to navigate their website and online enrollment system, learn about their benefits and eligibility detail so that they can assist every caller with any questions, issues or concerns.  Ability to communication with others professional with  accurate spelling, proper use of capitalization, punctuation, and sentence structure required. 


Benefit Services Account Manager/Sr. Benefit Services Account Manager

The Benefit Services Account Manager or Sr. Benefit Services Account Manager will lead client facing consulting activities to help the client realize their objectives and ensure ROI. This role will monitor and coordinate the ongoing efforts of teams and multiple departments and will be a liaison between WBD and our customers. Responsible for proactive, creative relationship-building with customers and brokers. Emphasis is on client retention and upselling products and services. This position requires someone who is highly organized, has excellent communication skills and displays good judgment.

5+ years’ experience in sales and customer service management along with technical knowledge relevant to the benefits technology industry required. Familiarity with field’s concepts, practices and procedures. Able to rely on experience and judgment to plan and accomplish goals. Self-motivated; with good planning and analytical skills, the ability to develop deep understanding of the technical and business challenges our clients face. Must be able to identify opportunities to increase sales of products and services to meet those needs.


Benefit Data Analyst (Excel skills required)

The EDI Account Executive will be part of the Data Connections department, supporting all phases of  implementation in the Web Benefits Design's Total Access Exchange enrollment platform.  This position will be responsible for troubleshooting and resolving errors utilizing Excel.  Participation in all phases of  implementations (initiation, build, test, production).   Perform testing and thoroughly document progress and issues.  Process and monitor inbound and outbound documents (including TPA agreements).  See that file discrepancies are addressed and resolved in a timely manner.  Work with the technical/development team to identify and resolve issues in a timely manner.  Review documented training material for accuracy and assist in end user training and support .


Regional Sales Director (Territories available in New York, Boston, Philadelphia, Los Angeles, Houston, Cincinnati, Minneapolis,
Charlotte, Northern Virginia, and Denver)

In this position, you’ll identify and cultivate new prospects inside our three-tier distribution channel: Benefit Brokers, Insurance Carriers, and Human Resource Professionals. This is a Hunter position, and as such we’re looking for intelligent, high-character individuals with a track record of success and a competitive fire to win. Enterprise sales skills are a prerequisite, with experience in Benefits and/or HR an added plus. In this role, you will work smart, work hard, have fun, join a great team of like-minded professionals, and experience a level of success and satisfaction we all strive to achieve!



Inside Sales Representative

Successful candidates will identify and set up software demonstrations and cultivate new prospects from relationships built within our three tier distribution channel (Benefit Consultants, Insurance Carriers & Human Resource Professionals).  Candidate will also be responsible to effectively communicate and schedule product demonstrations for our suite of shared services to existing clients. Generate New Sales Opportunities for the outside sales team.  Source new sales opportunities through inbound campaign follow up and outbound cold calls, emails, and LinkedIn messages.  Drive conversion of suspect to prospect through account research, identifying key players and generating interest in WBD solutions.  All positions are located in our Orlando office.


We never want to miss out on great talent!

WBD is growing quickly and anticipates an exciting future! We are always interested in meeting talented, hard working professionals that share our passion. Please share some information about yourself and we will be in touch if we have a position that is right for you!

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