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Vice President, Fidelity Workplace Consulting - Health & Welfare

Fidelity Investments · Chicago, IL · Remote available · $130,000–$264,000 a year · Full time

Posted Jul 2, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

How do you keep your advice unbiased when your firm also offers products?

What they are checking: Integrity and alignment with a practice that defines itself by problem solving, not product sales.

Tell me about a client relationship you led that grew over several years. What made it last?

What they are checking: Long-term relationship skills, which the team calls a key tenet of its leaders.

How do you involve junior consultants in client work so they get real exposure?

What they are checking: Commitment to developing associates through early client exposure, as the posting describes.

How do you collaborate with actuaries and analysts to turn data into a clear recommendation?

What they are checking: Teamwork in a practice where everyone collaborates day to day and learns from one another.

How would you present a complicated benefits strategy to a CFO who has ten minutes?

What they are checking: Executive communication that leads with financial impact and a clear decision.

What would you do

A client wants a plan change that you think will hurt employees and cause backlash. What do you do?

What they are checking: Courage to give candid advice while respecting that the client makes the final decision.

How do you balance several client demands that peak at the same time, like renewals before open enrollment?

What they are checking: Workload management during the busy H&W cycle while keeping quality high.

About the work

A client's medical costs are rising faster than budget. How would you approach advising them?

What they are checking: Their H&W consulting toolkit, including plan design, vendor strategy and cost drivers, delivered as unbiased advice.

Walk me through how you would run a medical or pharmacy vendor RFP for a client.

What they are checking: Process depth in vendor selection, evaluation criteria and negotiation in H&W consulting.

What regulatory issues are most on your clients' minds in health and welfare right now?

What they are checking: Current knowledge of compliance areas such as ACA, ERISA and mental health parity.

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The full job description

As published by Fidelity Investments.

Job Description: Note: Fidelity will not provide immigration sponsorship for this position. Our health and welfare (H&W) consulting team at Fidelity provides a unique experience for senior candidates looking for an opportunity to be a part of the leadership of a very different consulting practice. Specifically, our team is organized to focus on three key associate experiences: 1. We are client focused. Our work with clients is oriented around problem solving and not defined by product sales. Simply put, we provide unbiased consulting advice to our clients knowing that is fundamental to our ongoing success. 2. All members of this team collaborate on a day-to-day basis. This gives everyone the opportunity to learn from and teach each other. Many of our associates are industry leaders with 20 years of experience in H&W consulting. 3. We believe it is important for our associates to have client exposure early in their careers, and throughout, to develop effective relationship skills. As such, we provide opportunities for all to gain valuable client exposure and assist in the critical process of building client relationships that last. Our leaders are critical for bringing this key tenet to life. The Role You will lead client relationships that provide comprehensive H&W support and innovative solutions. These services can involve a variety of topics including, but not limited to: overall strategy development, plan design, reporting, vendor management and selection, pricing, and employee contribution settings and/or retiree health care solutions. You will lead H&W Workplace Consulting projects, mentor other associates and promote collaboration. You will be a member of the H&W leadership team. Specific internal and external responsibilities include: • Lead the development and presentation of strategic recommendations to clients on an annual basis • Build extensive knowledge of the client and their business and find opportunities to expand relationships to solve client problems • Provide overall accountability to our clients for our strategic, analytical and financial deliverables • Provide direction, support, and review of health and welfare program renewals/pricing, budgets, IBNP development, and other H&W support • Play a leadership role in efforts to expand our H&W client base through participation in RFPs, finalist meetings and the development of new offerings • Develop and present webinars, and other marketing efforts, focused on H&W insights of interest to current and prospective clients • Collaborate with other senior leaders in the H&W practice to develop strategies to lead people development and client delivery • Lead and mentor the team of H&W associates assigned to support your client team, as well as the general H&W practice The Expertise and Skills You Bring • Minimum 15 years of proven experience in working with strategic management of health and welfare plans, preferably gained in a benefit consulting or brokerage firm • Understanding of complex business issues and challenges facing clients today and demonstrated ability to sell applicable H&W consulting services • Experience engaging all available resources to address client problems (resourceful & scrappy) • Strong client relationship management skills, including excellent communication and responsiveness • Ability to independently develop and facilitate strategy discussions; ability to communicate sophisticated financial results to client stakeholders • Deep knowledge of health insurance and benefits industry, its practices and applicable laws/regulations, financial issues, point solutions, traditional carriers partner landscape, PBMs and coalitions, etc. • Dedication to team collaboration and coordination, including mentoring junior associates and leading teams to facilitate excellent client service (note this role will include managing other associates) The Team The Fidelity Workplace Consulting Group is composed of over 600 professionals who advise clients on the management of their domestic and global benefits. We are a fast-growing business within Fidelity, providing a broad range of services that touch on every area of benefits design, strategy, funding, communication, and delivery. Many of our team leaders bring experience from other leading consulting firms. While we primarily serve Fortune 1000 companies, we also work with Fidelity clients of all sizes ranging from Fortune 50 to tax-exempt market to Fortune 2000. For more information about Fidelity Workplace Consulting please visit this link: https://www.fidelityworkplace.com/s/workplaceconsulting. Fidelity’s Onsite Working Model Fidelity is transitioning to a full-time onsite working model through a phased rollout across regions and roles. Currently, some roles and locations require 100% onsite presence, while others require less. Onsite expectations are likely to evolve as the rollout continues. This transition does not apply to fully remote roles. The base salary range for this position is $130,000-$264,000 per year. Placement in the range will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors. Base salary is only part of the total compensation package. Depending on the position and eligibility requirements, the offer package may also include bonus or other variable compensation. We offer a wide range of benefits to meet your evolving needs and help you live your best life at work and at home. These benefits include comprehensive health care coverage and emotional well-being support, market-leading retirement, generous paid time off and parental leave, charitable giving employee match program, and educational assistance including student loan repayment, tuition reimbursement, and learning resources to develop your career. Note, the application window closes when the position is filled or unposted. Please be advised that Fidelity’s business is governed by the provisions of the Securities Exchange Act of 1934, the Investment Advisers Act of 1940, the Investment Company Act of 1940, ERISA, numerous state laws governing securities, investment and retirement-related financial activities and the rules and regulations of numerous self-regulatory organizations, including FINRA, among others. Those laws and regulations may restrict Fidelity from hiring and/or associating with individuals with certain Criminal Histories. Certifications: Category: Consulting

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