hirly

Baldwin

Employee Benefits, Enterprise Lead

Tampa, Florida, US

See how you match this job — and similar ones. Free.

Upload your resume and hirly scores it against this role at Baldwin first, then against similar open jobs, and shows where you fit and why.

PDF or DOCX, up to 12MB. No sign-up to see your matches.

Get past the screening software and onto a recruiter's desk

hirly rewrites your resume for this job — matching the keywords and skills in the posting, moving your most relevant experience to the top, and writing a cover letter to fit. About 30 seconds.

  • Keywords matched to this posting
  • Fit score before you apply
  • Cover letter included

Matched against 2.4M live jobs from 200,000+ employers in 200+ countries.

Tailor my resume for this job →

Apply from your AI assistant

Connect hirly to Claude and ask it to apply to this job. hirly tailors your resume, fills the employer’s form and asks before sending. ChatGPT: manual setup today.

Some employer sites stop an application at a CAPTCHA or sign-in and hand it back with a link. Applying needs a paid plan. Works with any assistant that supports MCP.

hirly's read of this role

Seniority
Lead / management
Country
US
Work mode
On-site / unstated
First seen by hirly
27 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

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 (NASDAQ: BWIN), 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

Job Level ZZ

Click here for some insight into our culture!

The Baldwin Group will not accept unsolicited resumes from any source other than directly from a candidate who applies on our career site. Any unsolicited resumes sent to The Baldwin Group, including unsolicited resumes sent via any source from an Agency, will not be considered and are not subject to any fees for any placement resulting from the receipt of an unsolicited resume.

Original posting on Baldwin's site ↗

Browse similar roles

Want this one?

Upload your resume and hirly rewrites it for this job and writes the cover letter — in about thirty seconds, before you sign up.

Tailor my resume for this job