Everest Re Group

Global Wholesale & Specialty Strategy and Transformation Lead, North America

Everest Re Group$152K — $215K *
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of experience in wholesale/E&S and specialty markets
  • Background in A&H and/or Facultative markets is a plus
  • Experience in technology optimization and digital/AI implementation in the re/insurance sector is advantageous
  • Proven experience in shaping and delivering strategy in complex environments
  • Experience leading large-scale transformations
  • Strong analytical skills with ability to use data for underwriting and pricing decisions
  • Effective in project management and change management scenarios
  • Demonstrated capability in executive-level reporting and business case development

Responsibilities

  • Lead strategy development and execution with a focus on profitability and growth.
  • Monitor and analyze business performance, translating insights into strategic actions.
  • Collaborate with leaders across underwriting, finance, and commercial to pinpoint high-value opportunities.
  • Ensure Business Performance & Analytics provide essential insights and tools for decision-making.
  • Evaluate and align investment requests with the GWS strategy, ensuring measurable value delivery.
  • Oversee governance processes to guide clear action plans for North America operations.
  • Facilitate execution of initiatives by coordinating with delivery and change management teams.

Benefits

  • Health insurance coverage
  • Employee wellness program
  • Life and disability insurance
  • 401k match
  • Retirement savings plan
  • Paid holidays and paid time off (PTO)
Full Job Description
Title:
Global Wholesale & Specialty Strategy and Transformation Lead, North America

Company:
Everest Global Services, Inc.

Job Category:
Underwriting Operations

Drive profitable growth across the North America Global Wholesale & Specialty (GWS) business by shaping, executing, and monitoring the divisional strategy. This role serves as the strategic partner for the North America GW&S Exec Team and senior underwriting/functional leaders, ensuring that priorities, investments, analytics, and delivery efforts are focused on the highest-value opportunities.

The role acts as the connector between business needs, analytics, operations, and delivery teams to ensure execution is fast, disciplined, and business-led.

This is hybrid role based out of the New York City office, with travel as needed.

Key Responsibilities

1. Profitability & Strategic Direction
  • Lead development, refinement, and execution of the NA GW&S strategy with
    clear focus on profitability, margin improvement, and disciplined growth.
  • Monitor business performance and portfolio trends; translate insights into
    actionable strategic recommendations.
  • Partner with underwriting, commercial, and finance leaders to identify high-
    value opportunities and areas requiring corrective action.


2. Performance Monitoring & Analytics Direction
  • Work closely with Business Performance & Analytics to ensure NA has the right dashboards, MI, and insight tools to support underwriting, pricing, and
    business decisions.
  • Define analytics priorities for North America aligned to business needs, ensuring timely and fit-for-purpose outputs.
  • Support data-led performance reviews and strategic insights for quarterly
    business reviews and leadership forums.


3. Investment & Business Case Leadership
  • Evaluate and prioritize North America investment requests (technology, data,
    operations, talent, etc.) and create business cases aligned to the overall GW&S
    strategy.
  • Partner with Finance, Ops, and AI/Data to ensure investments deliver
    measurable business value.


4. North America Governance & Operating Model
  • Lead the NA GW&S Strategy Realization Board, and partake in relevant
    management forums (Operating Board, Performance Board, Production Board)
    to challenge, question, and steer discussions to ensure NA perspectives and
    needs are incorporated.
  • Partner with relevant teams to ensure governance outputs translate into clear
    action plans for the NA business.


5. Transformation, Delivery & Execution
  • Partner with Delivery & Change to ensure NA initiatives are properly scoped,
    resourced, and delivered on time.
  • Ensure priorities reflect NA business needs, monitor progress, remove blockers, and escalate issues where needed.


6. Stakeholder Leadership & Collaboration
  • Build strong relationships with underwriting heads, commercial leads, finance
    partners, operations, AI/Data, IT, and other functions.
  • Serve as a strategic advisor to senior NA leaders and the Global Head of
    Strategy & Transformation.
  • Ensure clear communication of strategy, priorities, and progress across the NA
    team


Skills, Abilities & Competencies:
  • As a strategic insurance leader, you should have 10+ years of experience in wholesale/E&S and specialty markets
  • Experience in A&H and/or Facultative a plus
  • Experience with technology optimization, digital/AI implementation in the re/insurance industry a plus
  • Proven track record of shaping and delivering strategy in complex environment, with a background in top-tier consulting or internal strategic advisory roles advantageous.
  • Experience in leading large-scale transformation
  • Deep commercial acumen, strong analytical capability, and confidence using data and MI to inform underwriting and pricing decisions.
  • Experience in project management and change management
  • Demonstrated experience in executive level reporting, presentation, and business case development
  • Ability to collaborate effectively across underwriting, finance, operations, and data/AI teams globally, influencing senior stakeholders to drive results in fast-paced environments.


The base salary range for this position is $152,000 - $215,000 annually. The offered rate of compensation will be based on individual education, experience, qualifications and work location. All offers include access to a variety of benefits to employees, including health insurance coverage, an employee wellness program, life and disability insurance, 401k match, retirement savings plan, paid holidays and paid time off (PTO).

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What if I don't meet every requirement? At Everest we are dedicated to building an inclusive and authentic workplace. So, if you are excited about this role but your past experience doesn't align perfectly with every element in the job description, we still encourage you to apply. You may be just the right candidate for this or other roles. Please let us know if you need any accommodations throughout the application or interview process.

Type:
Regular

Time Type:
Full time

Primary Location:
New York, NY

Additional Locations:

About Everest Re Group

Everest Re Group, Ltd. is a Bermuda-based holding company that operates through subsidiaries that provide reinsurance and insurance products. The company offers property, casualty, and specialty products to insurance companies in the United States and internationally. Everest Re Group has operations in North America, Europe, and Asia. The company was founded in 1999 and is headquartered in Liberty Corner, New Jersey.
Learn more about Everest Re Group
Size
1,475 employees
Market Cap
$13 billion
Industry
Net Income
$514.1 million
5 Year Trend
+15.3%
Revenue
$9.5 billion

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