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Vice President, Managing Director - Stock Plan Services

Fidelity Investments · Chicago, IL · Remote available · $118,000–$226,000 a year · Full time

Posted Sep 9, 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 build a relationship with the key decision makers at a large equity compensation client?

What they are checking: Executive relationship skills and whether they reach beyond the day-to-day contact to true decision makers.

Tell me about a time you grew a client relationship through cross-selling without hurting trust.

What they are checking: Whether they cross-sell by solving real needs, like Workplace Investing offerings, rather than pushing products.

How do you lead service teams that don't report to you toward higher client satisfaction?

What they are checking: Influence across internal teams, since the MD guides service delivery without owning every resource.

What would you do

A major client is frustrated after a service failure during a vesting event. Walk me through how you handle it.

What they are checking: Recovery skills, ownership and the ability to guide service teams toward a fix that rebuilds trust.

A client wants a custom process that would raise operating costs for Fidelity. How do you respond?

What they are checking: Balancing client satisfaction with plan profitability through honest negotiation and alternatives.

How do you manage a book of clients remotely across the Midwest and Southeast?

What they are checking: Organization and relationship upkeep in a remote role with clients spread across regions.

About the work

How do you evaluate the profitability of a client relationship, and what would you do if it was declining?

What they are checking: Financial acumen about revenue and expense drivers, which the posting names as an accountability.

What signs tell you a client relationship is at risk before the client says anything?

What they are checking: Proactive relationship risk management, a focus area the posting calls out directly.

What trends in executive and equity compensation are your clients asking about right now?

What they are checking: Industry knowledge that gives them credibility with HR and finance leaders.

How do you prepare for an annual relationship review with a client's executive team?

What they are checking: Executive presence and preparation that turns reviews into strategic conversations.

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The full job description

As published by Fidelity Investments.

Job Description: Note: Fidelity is not providing immigration sponsorship for this position. *Remote position in Midwest US and Southeast locations* The Role In this role you will develop positive relationships with Equity Compensation clients and build internal working relationships with Fidelity personnel in support of service delivery! The Managing Director (MD) has overall accountability for the relationship of a book of institutional equity compensation plan clients. Passionate about cultivating relationships with the key decision makers, guiding the service teams towards high client satisfaction, driving operational effectiveness and plan profitability, growing client relationships through value-driven cross selling initiatives, and strategically positioning Fidelity's products and services in its Personal and Workplace Investing offerings. Effectiveness in the role requires executive presence, understanding in benefits, executive and equity compensation, and financial services acumen. Focus areas include client retention and loyalty, relationship risk mitigation strategies, revenue growth, and product and services adoption. • Supervising client satisfaction and facilitates the timely resolution of client issues to the satisfaction of the client. • Leading client profitability through periodic evaluations of key revenue and expense metrics, and strategically works to implement proactive steps towards achieving the desired results. • Developing a strategy and negotiates contract renewals either proactively or through formal rebid activities, including strong collaboration with other business partners across Fidelity. • Working with business partners, including the local branches, Executive Services, and telephone teams to develop programs to increase households and conversions, and to facilitate continued advanced education and communication for participants and clients. • Providing each client with a formal plan review, addressing client needs and opportunities for enhanced service, consistent with agreed upon time frames with the client • Procuring a detailed, shown understanding of all types of equity compensation plans and works consultatively with clients to assist them towards industry leading practices environment. • Supporting client needs to facilitate corporate actions including mergers, acquisitions, splits, divestitures, spin-offs and other similar major corporate activities. The Expertise and Skills You Bring • College degree preferred or equivalent work-related experience. • Ability to acquire Series 7 & 63/65 within the first three months of employment. • Bring 10+ years of Relationship Management or Client Service experience; preferably within Equity Compensation/Retirement/401K industry. • Transparent and credible presence in the Equity Compensation industry. Certified Equity Professional designation is helpful. • Provide a strategic perspective on comprehensive employee benefit solutions for large corporations, along with well-developed communication, project management, consulting, and leadership skills. Focused on understanding and responding to client needs and assume a consultative role to acquire a clear understanding of the business need and the client’s perception of relevant issues. Accountable for retention, loyalty, satisfaction, and relationship growth of client book of business. • Ability to successfully work in a matrix management environment with the ability to build credibility internally and externally at all levels within an organization. • Develop and maintain strong client relationships across multiple client constituencies including HR, Total Rewards, Compensation, Treasury, Legal, and Procurement. Ensure client satisfaction by seeking feedback and anticipate issues and/or concerns to proactively provide solutions. • Provide focused leadership, motivation, and support for client service team members to retain clients and deliver consistency and alignment in execution of client objectives and Fidelity priorities. • Possessing a true dedication to customer satisfaction, has an outstanding sense of urgency, and views change as an integral component of corporate success. • Organization and time-management skills and attention to detail. Ability to manage multiple, sometimes conflicting priorities, balancing the needs of the client and the organization. • Shown problem-solving skills. • Effective presentation skills, influence, and negotiation skills. • High emotional intelligence and interest in other human beings • Desire to roll your sleeves up and work with and for your teammates – Servant Leadership • Self-awareness and shown history of self-improvement • Analytical and critical thinking skills The Team As one of our Managing Directors in our Stock Plan Services business, you will play a key central role for the satisfaction and growth of our clients in this important growth business! Fidelity Stock Plan Services & Non-Qual (SPSNQ) is Fidelity’s equity compensation administration services business, which is a 650+ person, vertically integrated in the Workplace Investing (WI) division. Fidelity’s SPSNQ business manages relationships with 750+ clients and 2.7+M participants in 198 countries, including 150 S&P 500 companies, providing administrative support services for these clients and individual support and guidance to plan participants. 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 $118,000-226,000 USD 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: Relationship Management

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