Health & Benefits Sales Enablement Leader, NA

WTW
Chicago, IL

Health & Benefits Sales Enablement Leader, NA

  • 202603246

  • Minneapolis, Minnesota, United States
  • Chicago, Illinois, United States
  • San Francisco, California, United States
  • New York, United States
  • United States
  • Houston, Texas, United States

  • Full time
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Description

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 minimum of three business days from the date posted or until sufficient/appropriate candidate slate has been identified.

Compensation and Benefits

Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that base salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation.

Compensation

The base salary compensation range being offered for this role is $250,000-$ 350,000 USD per year.

This role is also eligible for an annual short-term incentive bonus.

Company Benefits

WTW provides a competitive benefit package which includes the following (eligibility requirements apply):

  • Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
  • Leave Benefits: Paid Holidays, Annual Paid Time Off (includes state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off (only included for Washington roles)
  • Retirement Benefits: Qualified contributory pension plan (if eligible) and 401(k) plan with annual nonelective company contribution. Non-qualified retirement plans available to senior level colleagues who satisfy the plans’ eligibility requirements.

At WTW, we trust you to know your work and the people, tools and environment you need to be successful. The majority of our colleagues work in a ”hybrid” style, with a mix of remote, in-person and in-office interactions dependent on the needs of the team, role and clients. Our flexibility is rooted in trust and “hybrid” is not a one-size-fits-all solution.

We understand flexibility is key to supporting an inclusive and diverse workforce and so we encourage requests for all types of flexible working as well as location-based arrangements. Please speak to your recruiter to discuss more.

Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.

EOE, including disability/vets

Posted 2026-06-12

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