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Health & Benefits Sales Enablement Leader, NA

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: WTW
Full Time position
Listed on 2026-06-21
Job specializations:
  • Sales
    Business Development, Sales Manager, Business Management & Consulting
  • Business
    Business Development, Business Management & Consulting
Salary/Wage Range or Industry Benchmark: 250000 USD Yearly USD 250000.00 YEAR
Job Description & How to Apply Below

Description

Willis Towers Watson (NASDAQ: WLTW ) is a leading global advisory, broking and solutions company that helps clients around the world turn risk into a path for growth. With roots dating to 1828, Willis Towers Watson has 39,000 employees in more than 120 territories. We design and deliver solutions that manage risk, optimize benefits, cultivate talent, and expand the power of capital to protect and strengthen institutions and individuals.

Our unique perspective allows us to see the critical intersections between talent, assets and ideas, the dynamic formula that drives business performance. Unlock your potential at Willis Towers Watson.

The Company

Willis Towers Watson (NASDAQ: WLTW ) is a leading global advisory, broking and solutions company that helps clients around the world turn risk into a path for growth. With roots dating to 1828, Willis Towers Watson has 39,000 employees in more than 120 territories. We design and deliver solutions that manage risk, optimize benefits, cultivate talent, and expand the power of capital to protect and strengthen institutions and individuals.

Our unique perspective allows us to see the critical intersections between talent, assets and ideas, the dynamic formula that drives business performance. Unlock your potential at Willis Towers Watson.

The Role

The Health & Benefits (H&B) Sales Enablement Leader, North American (NA) is a key member of the North America Leadership Team (NALT). The role will balance the development and execution of the global sales strategy as it relates to NA with the expansion of H&B market share across all client segments and meeting annual NA growth targets. The NA Sales Enablement Leader will oversee our NA sales function.

In partnership with the Global Strategy & Solutions Leader, the NA Sales Enablement Leader will review market needs to understand and recommend opportunities for growth; and define, prioritize and implement pursuit strategies accordingly.

The role will report to the Health & Benefits North America Leader.

Responsibilities
  • Develop the NA sales strategy to expand H&B market share across all client segments and meet annual growth targets
  • Drive execution of our NA sales strategy to acquire new clients and retain/expand current clients
  • Lead our NA sales function comprised of Regional Large Market and Mid-Market Growth Leaders, Sales Operations and Lead Generation to define and implement intentional, targeted, and measurable go to market strategies
  • Engage in significant sales pursuits and opportunities and lead targeted sales pursuits
  • Partner with Region Leaders to drive consistent growth planning, execution, and monitoring of results at the NA, regional and local level
  • Track, analyze and present sales metrics to NA leadership at established cadence
  • Define and drive alignment with optimal sales process that is globally consistent, but NA appropriate
  • Identify and disseminate best practices in sales process, storytelling and pipeline development
  • With Commercialization Leader, NA, develop and champion a consistent and segment relevant value propositions for H&B services in the pursuit of new business
  • Help facilitate the ongoing collection of H&B sellers’ client experiences and feedback.
  • Partner Large Market and Mid-Market Specialties Leaders to leverage WTW IC and research to identify growth opportunities and curate a value proposition that delivers a POV
  • Collaborate with Geography and other lines of business to drive smart connections and cross-selling opportunities
  • Partner with NALT and Office Business Leaders (OBLs) to recruit, manage pipeline and support the sales community
  • Partner with Talent Leaders on sales-focused learning and development initiatives and programs to develop and mentor sales talent
  • Develop and oversee the NA Prospect Center of Excellence (COE) supporting top sales opportunities
  • Manage NA sales operation function, comprised of Regional Sales Operations and (indirectly) our H&B leader network to drive and track sales activities including pipeline reporting and sources of revenue growth
  • Develop, launch, and measure effectiveness of NA sales campaigns to support growth priorities
  • Lead planning for NA sales meetings
  • Reports to the Health & Benefits North America Leader

Member of NA Leadership Team

Qualifications

Requirements

  • Strong sales mindset and commercial orientation with the ability to build and manage effective teams, work collaboratively, bring all of H&B together, and influence colleagues at all levels of the company
  • In-depth knowledge of the market, H&B NA capabilities, and broader WTW offerings
  • Results-oriented with ability to effectively manage KPIs
  • Comfortable with change and uncertainty and able to work through ambiguity
  • Excellent leadership, interpersonal and communication skills.
  • Strong business acumen, strategic planning, organizational, and creative thinking skills

Note:

Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity

This position will remain posted for a…

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