Mid-Market Specialties Leader

Summary of Role

Health & Benefits North America (H&BNA) is seeking a MidMarket Specialties Leader to play a pivotal role in driving the strategy, growth, and delivery of specialty capabilities across the MidMarket segment.

The MidMarket (MM) Specialties Leader is a key member of the Health & Benefits Strategy & Specialty leadership team with accountability for the strategy, growth, talent, and delivery of specialty capabilities serving the MidMarket segment. In this role, you will have primary responsibility for holistically advancing performance of the specialty teams (Compliance Audit & MHPAEA, Group Benefits, Health, Equity & Wellbeing, Pharmacy) through revenue growth, talent development, intellectual capital, and consistent, high quality client delivery for the MidMarket.

The MM Specialties Leader is responsible for shaping and executing the mid-market specialty strategy in support of business objectives and in collaboration with H&BNA Leadership, strengthening WTW’s differentiated value proposition, and ensuring specialty solutions are scalable and market relevant. The role serves as the senior leadership connection point for MidMarket specialty talent and works in close partnership with regional, office, and other specialty leadership including the Large Market Specialty Leader and the Strategy & Specialty Leader for H&B.

The Role

The MM Specialties Leader will directly influence MidMarket performance, talent sustainability, and WTW’s market reputation. The role will report into the Strategy & Specialties Leader for H&B North America/Global.

Key responsibilities include:

Specialty Strategy, Growth, and Market Impact

Develop and execute the Mid‑Market specialty strategy to support segment growth objectives, market positioning, and client value propositions

Partner with Regional, MidMarket leaders, Large Market specialty leaders, and the Strategy & Specialty leader to ensure specialty solutions meet evolving segment needs

Drive innovation and differentiation across specialty offerings for the MidMarket, including the development and deployment of scalable solutions and intellectual capital

Strengthen WTW’s external MidMarket specialty presence through thought leadership, client engagement, and market-facing activity such as an annual go-to-market/sales-focused event for the MidMarket

Maintain senior-level relationships with carriers, vendors, and strategic partners, leveraging market influence to shape solutions and advocate for client needs while strengthening WTW’s standing and strategic position externally.

Financial and Performance Accountability

Maintain accountability for specialty performance outcomes, including revenue growth, margin contribution, and key performance indicators

Monitor specialty financial performance in partnership with finance and operations leaders, identifying risks and opportunities to improve results.

o Work with finance and Strategy & Specialty H&BNA leadership to identify the right measurement and reporting system needed to accomplish this.

Ensure specialty delivery models support efficient staffing, quality execution, and sustainable growth

Talent Development and Subject Matter Expert Excellence

Own the MidMarket specialty talent model, including recruiting strategy, leadership development, succession planning, and colleague development and engagement

Establish clear accountabilities and performance expectations for specialists that drive independent thinking, individual ownership, intellectual rigor, and client impact.

Build a strong pipeline of specialty talent for the MidMarket to support current and future business needs

Foster a culture of purposeful collaboration, knowledge sharing, and continuous development across specialty communities

Collaboration and Enterprise Leadership

Work collaboratively with region leaders, office local leaders, and specialty leaders to align priorities and deliver integrated client solutions for the MidMarket.

Serve as a trusted advisor and escalation point for specialty-related client, talent, and delivery matters for the MidMarket.

Act as a visible leader who models WTW values, inclusive leadership behaviors, and accountability

Ensure effective partnership with the Large Market Specialties Leader to maintain a singular (One H&B) position that guides our specialty and expertise mantra to the market. The goal will be to drive and execute on a unique MidMarket specialty strategy while driving the proper level of WTW connected activity and messaging.

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The Requirements

Minimum of 15+ years of industry experience driving significant direct and successful client consulting.

Proven senior leadership experience with accountability for people, strategy, and business outcomes (at least one prior WTW leadership role preferred)

Multi‑specialty background with demonstrated expertise and success across complex engagements

Strong track record of developing leaders and managing teams at scale

Demonstrated success in recruiting, developing, and retaining high performing talent

Strong business and financial acumen with experience managing KPIs and performance outcomes

Executive presence with well-developed written and verbal communication skills

Ability to collaborate effectively across regions, segments, and specialty areas

Comfortable operating in ambiguity and leading through change

Demonstrated commitment to and embodiment of WTW values

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 $200,000-$330,000 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 paid 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
• Retirement Benefits: Contributory Pension Plan and Savings Plan (401k). All Level 38 and more senior roles may also be eligible for non-qualified Deferred Compensation and Deferred Savings Plans

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

Compensation

The base salary compensation range being offered for this role is $285,000 CAD -$450,000 CAD per year.

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

Artificial Intelligence (AI) tools may be used in the process to screen, assess, or select applicants for a position but all final decisions and determinations are made exclusively by authorized human personnel.

This job posting is an advertisement for an existing vacancy.

Equal Opportunity Employer