Benefits Project Manager

St. Petersburg or Tampa, Florida

Benefits Project Manager

Recognized on the Inc. 5000 Honor Roll of fastest growing companies in the nation - Engage is a leading, national Professional Employer Organization (PEO) - and we continue to grow! We are seeking a Benefits Project Manager to join our experienced team of HR & benefits professionals.

The role of the Benefits Project Manager is to provide project management for annual open enrollment. The ideal candidate will possess strong project management and content development skills with an ability to work across departments, manage changing and overlapping deadlines, and collaborate with both creative teams and key stakeholders to develop and execute effective open enrollment processes according to strict timelines.  This position plays a critical role in establishing and managing the successful completion of open enrollment thus requiring the ability to manage multiple priorities, communicate effectively with a client centric focus, develop effective solutions, and closely monitor open projects to closure.

Job Duties:

  • Work with Director of Benefits Operations to develop effective open enrollment strategies that drive specific actions and communicates the benefits of change
  • Manage and provide oversight around the development and maintenance of large-scale project plans for client and worksite employee base to ensure deliverables are executed according to schedule
  • Develop and/or edit content as needed to describe specific benefit scenarios – must have be able to understand complex benefit and compliance circumstances in order to explain clearly and drive the appropriate action
  • Interact with key stakeholders on a regular basis by leading meetings, resolving unique and difficult organizational issues, and presenting effective communication solutions 
  • Collaborate with strategic leads, designers, content developers and other team members to create effective deliverables
  • Peer review and direct the communications to deliver projects on time, in scope, and on budget 
  • Facilitate the review process and evaluate requested changes/edits with key stakeholders, includes hands-on execution of content development and refinement
  • Must be able to manage the life cycle of a complete open enrollment strategy, consisting of many key strategic pieces, while overseeing several other small projects and competing deadlines
  • Adapt to quickly changing priorities and direction at both a strategic and detailed level, while maintaining the highest level of accuracy and effectiveness
  • Internal interacts with all Engage departments, including Benefit Operations & Benefits Technology Group, Account Management, Implementation, Information Technology, and Payroll Operations
  • External interacts with Benefits Agency, Benefits carriers, and Print vendor


  • Solid business acumen and a combination of communication, problem-solving and negotiation skills
  • Must have the ability to drive results and demonstrate expertise in building and managing relationships, strong analytical skills. This individual should be comfortable in a fast paced and high-pressure environment
  • Maintains social, ethical, and organizational norms; firmly adheres to codes of conduct and ethical principles
  • Writes and speaks clearly, informatively and persuasively; adapts style to meet needs, listens and seeks clarification.  Responds well to questions, demonstrates group presentation skills and participates in meetings
  • Effectively manages emotional or difficult customer situations, responds promptly to customer needs, solicits customer feedback to improve service, responds to request for service and assistance, meets commitments
  • Focuses on building relationships, effectively resolving conflict and maintaining confidentiality, approaches others in a tactful manner, treats others with respect and consideration regardless of status or position
  • Volunteers readily, undertakes self-development activities, seeks increased responsibilities, asks for and offers help as needed when appropriate
  • Adapts to changes in the work environment, manages competing demands, changes approach or method to best fit the situation, able to deal with frequent change, delay or unexpected events
  • Identifies problems in a timely manner, gathers and analyzes information skillfully; develops alternative solutions
  • Follows instructions and responds to Management’s direction, takes responsibility for own actions, keeps commitments, commits to long hours of work when necessary to reach goals, completes tasks on time or notifies appropriate person with alternative plan; ability to work independently with minimal supervision
  • Strong knowledge of PEO, Benefits Administration, Benefits policies, practices and administrative procedures
  • Advanced skills in Microsoft Office (i.e.  Word, Excel, PowerPoint, Adobe, etc.) required
  • Intermediate skills in HR Program Software and HRIS Systems preferred
  • Excellent Organizational Skills with a focus on time management
  • Ability to multi-task and manage project with a strong attention to detail
  • Experience creating project plans/timelines
  • fluency a plus
  • Davison/HRP software experience
  • Minimum of 3 years’ experience in benefits administration
  • Familiarity with and understanding of employee benefit plans
  • Familiarity with PEO benefit operations
  • Knowledge of benefits policies, practices and administrative procedures
  • Outstanding client service abilities
  • Demonstrated ability to execute and implement benefits projects
  • Strong analytical, verbal and written communication skills
  • Excellent problem-solving, interpersonal and organizational skills
  • Strong computer skills in Microsoft Office products


  • Bachelor's degree in Business Administration or related field from an accredited college
  • Minimum of 3+ years’ experience in PEO Benefit Operations and 5+ years’ experience in a PEO project management role working in a high pressure and fast paced environment preferred
  • Knowledge of and experience using PrismHR and ClientSpace software a plus
  • Project Management Professional Certification (PMP) preferred
  • Bilingual (English and Spanish) a plus

 Excellent benefits and competitive salary.

To apply, please email cover letter and resume to

Engage PEO provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.