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Employee Benefits, Enterprise Lead

Job in Tampa, Hillsborough County, Florida, 33602, USA
Listing for: Baldwin
Full Time position
Listed on 2026-08-05
Job specializations:
  • IT/Tech
    Change Management, IT Consultant
Job Description & How to Apply Below

Employee Benefits Enterprise Lead

The Baldwin Group is an award-winning entrepreneur-led and inspired insurance brokerage firm delivering expertly crafted Commercial Insurance and Risk Management, Private Insurance and Risk Management, Employee Benefits and Benefit Administration, Asset and Income Protection, and Risk Mitigation strategies to clients wherever their passions and businesses take them throughout the U.S. and abroad. The Baldwin Group has award-winning industry expertise, colleagues, competencies, insurers, and most importantly, a highly differentiated culture that our clients consider an invaluable expansion of their business.

The Baldwin Group, takes a holistic and tailored approach to insurance and risk management.

The Employee Benefits Enterprise Lead is an experienced operator, trusted by peers and influential in the adoption of new systems and ways of working. This individual serves as the connective tissue between the transition project team and front-line colleagues, translating strategy into practical execution. The Enterprise Lead is fully dedicated from Project Kick Off through BAU transition.

Core Responsibilities

Bridge Between Teams

  • Acts as the liaison between the transition project team and end-users
  • Communicates process changes clearly and translates technical jargon into practical steps

Subject Matter Expertise

  • Deep understanding of legacy processes to support optimization to new workflows
  • Provides feedback during testing and pilots to ensure usability and desired outcomes
  • Obtains data to provide analysis for process requirements

Change Champion

  • Advocates for the benefits of the new process
  • Encourages adoption and proactively addresses resistance among peers

Training & Support

  • Conducts hands-on training sessions
  • Offers real-time troubleshooting during go-live

Business Decision

  • Analyzes options and evaluates outcomes
  • Makes decisions timely to maintain momentum and progress
  • Communicates decisions clearly to impacted business partners

Strategic & Operational Leadership

  • Defines and drives strategic initiatives to enhance the overall client experience
  • Evaluates and expands outsourcing opportunities to improve operational efficiency
  • Establishes and leads a process design committee to govern, standardize, and provide national oversight for process changes
  • Develops and implements professional standards for the EBG team to deliver a high-touch, white-glove client experience
  • Partners with the data team to design datasets and dashboards supporting quality assurance, governance, and professional standards initiatives
Key Skills
  • Process Knowledge – Knows both legacy and new systems thoroughly
  • Communication – Skilled at explaining complex changes in simple terms
  • Problem-Solving – Quickly identifies issues and escalates critical ones
  • Empathy – Understands user concerns and builds trust
  • Adaptability – Comfortable with ambiguity and rapid change
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