Six Figure Work

Deputy General Counsel, Global Head of Legal Enablement & Strategic Transactions

Sedgwick

Company websitesedgwick.com (Sedgwick, opens in new tab)

Base salary $240K  to $300K

Employer-published annual base salary, USD. Advertised base range in Naperville, IL

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  • LocationNaperville, IL
  • WorkplaceWorkplace not stated
  • Status at last checkSource accepting applications when checked
  • Last checked (9 min ago) · observed since

About this job

By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve.

Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies

Certified as a Great Place to Work®

Fortune Best Workplaces in Financial Services & Insurance

Deputy General Counsel, Global Head of Legal Enablement & Strategic Transactions

PRIMARY PURPOSE: The Deputy General Counsel, Global Head of Legal Enablement & Strategic Transactions leads the Legal and Compliance Organization's Enablement and Strategic Transactions function, with a dual mandate. The first is modernizing and running legal and compliance operations, meaning the processes, technology, metrics, and workflows that allow the legal and compliance department to operate efficiently at scale. The second is embedding strategic legal counsel directly into the business to identify, structure, and create value for Sedgwick and its clients. This role serves as a trusted advisor to business leaders across Sedgwick's claims and risk administration operations, translating complex commercial, technology, and transactional matters into practical guidance. Partners closely with the Global Chief Legal Officer to advance the legal and compliance department as an enterprise intelligence center, serving as a function that anticipates risk, informs business decisions, and creates value across the enterprise and for its clients.


ESSENTIAL FUNCTIONS and RESPONSIBILITIES

Legal and Compliance Operations Leadership

  • Ensures legal and compliance functions operate as generators of enterprise intelligence, with enhanced feedback loops, agile processes, and execution focus.
  • Designs, builds, and runs the legal and compliance department's operating infrastructure, including budgeting, outside counsel management, matter management, legal technology, workflow design, and performance metrics, to support a modern, efficient, and scalable legal and compliance function.
  • Identifies and leads adoption of legal and compliance technology, including AI enabled tools, to improve efficiency, consistency, and visibility across the department.
  • Develops and tracks department-wide metrics and reporting to demonstrate the legal and compliance function's impact and support data-driven decision-making by the Global Chief Legal Officer and executive leadership team.
  • Manages outside counsel relationships, budgets, and alternative fee arrangements to control cost and ensure value.
  • Oversees knowledge management, contract templates and playbooks, and training to standardize and scale legal and compliance support across the enterprise.
  • Strategic Transactions & Commercial Counsel
  • Embeds as a strategic partner within key business units, advising on commercial transactions, strategic partnerships, and new business and product initiatives.
  • Structures, drafts, reviews, and negotiates complex commercial agreements, including client, vendor, technology, and strategic partnership agreements, to protect the company while enabling growth and new revenue opportunities.
  • Partners with business leaders to identify legal and structural opportunities to create value for Sedgwick's clients, including through new service offerings, contract structures, and commercial models.
  • Advises on mergers, acquisitions, and other strategic transactions as needed, coordinating with outside counsel and internal stakeholders.
  • Anticipates legal and regulatory risk in new and evolving business lines and proposes creative, business-minded solutions.
  • Leverages subject matter experts in critical areas such as AI, privacy, and cyber to quickly and creatively counsel the business on complex or fast-moving matters.

ADDITIONAL FUNCTIONS and RESPONSIBILITIES

  • Performs other duties as assigned.
  • Travels as required

SUPERVISORY RESPONSIBILITIES

  • Provides support, guidance, leadership and motivation to promote maximum performance.
  • Administers company personnel policies in all areas and follows company staffing standards and training recommendations.
  • Interviews, hires and establishes colleague performance development plans; conducts colleague performance discussions.
  • Builds and leads a team spanning legal and compliance operations professionals and commercial/transactional attorneys.

QUALIFICATIONS

Education & Licensing 

J.D. from an accredited law school required. Active license to practice law and membership in good standing with at least one U.S. state bar required.

Experience

Fifteen (15) or more years of progressively responsible legal experience, including significant experience in legal and compliance operations, complex commercial transactions, mergers and acquisitions, and strategic business advisory, required. Demonstrated experience leading legal teams and advising senior executives within a complex, highly regulated and/or multinational organization required. Experience with artificial intelligence, privacy, data governance, and legal technology preferred.

Skills & Knowledge

    • Excellent oral, written, and presentation skills
    • Strong business acumen; translates legal and compliance risk into practical guidance
    • Experience with legal and compliance technology and operations best practices
    • Experience structuring and negotiating complex commercial agreements and M&A transactions
    • Working knowledge of AI, privacy, and data governance law, including AI governance and digital ethics
    • Analytical and interpretive skills
    • Strong organizational and project management skills
    • Excellent interpersonal and negotiating skills
    • Proven management/leadership skills, including building and scaling teams
    • Effective across a highly matrixed, global organization
    • Experience with transformation and change management
    • Ability to meet or exceed Performance Competencies

WORK ENVIRONMENT

When applicable and appropriate, consideration will be given to reasonable accommodations.

Mental:  Clear and conceptual thinking ability; excellent judgment, troubleshooting, problem solving, analysis, and discretion; ability to handle work-related stress; ability to handle multiple priorities simultaneously; and ability to meet deadlines

Physical:  Computer keyboarding, travel as required

Auditory/Visual:  Hearing, vision and talking

The statements contained in this document are intended to describe the general nature and level of work being performed by a colleague assigned to this description.  They are not intended to constitute a comprehensive list of functions, duties, or local variances.  Management retains the discretion to add or to change the duties of the position at any time


PAY TRANSPARENCY

As required by law, Sedgwick provides a reasonable range of compensation for roles that may be hired in jurisdictions requiring pay transparency in job postings. Actual compensation is influenced by a wide range of factors including but not limited to skill set, level of experience, and cost of specific location. For the jurisdiction noted in this job posting only, the range of starting pay for this role is $240,000 - $300,000. A comprehensive benefits package is offered including but not limited to, medical, dental, vision, 401k and matching, PTO, disability and life insurance, employee assistance, flexible spending or health savings account, and other additional voluntary benefits.

Sedgwick is an Equal Opportunity Employer and a Drug-Free Workplace.

If you're excited about this role but your experience doesn't align perfectly with every qualification in the job description, consider applying for it anyway! Sedgwick is building a diverse, equitable, and inclusive workplace and recognizes that each person possesses a unique combination of skills, knowledge, and experience. You may be just the right candidate for this or other roles.

Source: Sedgwick on Workday · View original posting (opens in new tab)

Pay in context

This role's base floor ($240,000) is above 85% of the 83 Legal roles in Illinois listed on this site. Their median floor is $160,100; the middle half runs from $123,500 to $214,600.

Only jobs on this site count, and each one publishes a base salary of $100,000 or more, so this compares six-figure jobs with each other, not with the whole market. Computed Nov 8, 2026.

This range next to 6 other live Sedgwick roles with the nearest advertised base floor
Chart as a table
This range next to 6 other live Sedgwick roles with the nearest advertised base floor
RolePublished base
Deputy General Counsel, Global Head of Legal Enablement & Strategic Transactions (this listing)$240K - $300K
Deputy General Counsel, Global Chief Privacy Officer, Global Head of Innovation & Resilience$240K - $300K
SVP Compliance Program Professional$200K - $230K
ML Architect$175K - $220K
VP Compliance Program Professional$165K - $200K
Senior Forensic Structural Engineer, P.E.$135K - $160K
Senior Forensic Structural Engineer, P.E.$135K - $155K

Same $100K to $400K scale as every card. All Sedgwick roles · How to read the bar

Observed changes

  1. First observed on the employer's board
  2. Began meeting the published-salary criteria
Observed since
Employer-stated posting date
2026-11-06
Where this pay comes from

Location as the employer wrote it: Naperville, IL

skill set, level of experience, and cost of specific location. For the jurisdiction noted in this job posting only, the range of starting pay for this role is $240,000 - $300,000. A comprehensive benefits package is offered including but

Method
Employer text, read with fixed rules and re-verified
Checked
Rule set
us-base-v2

The pay passage appears in the employer's own job text. Fixed, deterministic rules located it, and the passage below was checked against the stored copy of the posting.

What we verified

  • The pay figures come from the employer's own listing, quoted exactly above.
  • The pay is an annual base salary in US dollars with a minimum of at least $100,000.
  • The role was publicly listed on the employer's job board when last checked.

We do not verify what the employer will actually offer, whether the employer is still recruiting for the role, or anything beyond what the employer published. Full methodology.

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