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Client Support Specialist- Greater Chicago, IL Area (REMOTE)

Fidelity Investments · Chicago, IL · $44,000–$80,000 a year · Full time

Posted Jul 22, 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

Tell me about your experience serving clients with $250,000 to $1 million in assets.

What they are checking: Whether they understand the complex service needs of the client segment the posting names.

Tell me about a time you worked as part of a team to solve a client's problem.

What they are checking: Whether they collaborate in the fast-paced, team-oriented setting described.

What does putting the customer first mean to you in a regulated business?

What they are checking: Whether they see integrity and compliance as part of good service.

What would you do

How would you spot a chance to introduce a client to more planning help without being pushy?

What they are checking: Whether they can drive business development while keeping the client's interest first.

A wealthy client is upset that a transfer took longer than promised. What do you do?

What they are checking: Whether they own the problem, follow through and protect loyalty.

A client asks you for specific investment advice beyond your role. How do you handle it?

What they are checking: Whether they know their licensing limits and when to involve an advisor.

This is a remote role tied to Chicago-area branches. How do you stay effective working from home?

What they are checking: Whether they can stay focused and connected to the team remotely.

About the work

A client wants to move a large 401(k) rollover in and is confused about the steps. How do you help?

What they are checking: Whether they know account transfer and rollover processes and can explain them simply.

Explain basic financial planning concepts like asset allocation to a client in plain words.

What they are checking: Whether they have the broad planning knowledge the posting asks for and can make it simple.

How do you keep track of follow-ups across many clients?

What they are checking: Whether they are organized enough to deliver on promises at scale.

Practice this interview out loud.

Offer builds a real interview for this exact role at Fidelity Investments from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by Fidelity Investments.

Job Description: To be eligible for consideration of this role, your primary residence must be located within a 90 mile radius at the time of application from the approved branch sites: Chicago, Naperville, Highland Park, Orland Park, Oak Brook, Schaumburg Note: Fidelity will not provide immigration sponsorship for this position. As a Client Support Specialist, you will be an integral part of a fast-paced, team oriented environment that is focused on enhancing relationships with our high net worth clients who have assets of $250,000 to $1 million and therefore a complex service and investment need. In this role, you will help us to increase customer loyalty and drive business development opportunities. The Team While every Fidelity location has distinctive regional characteristics, each one embodies the core values that have been instrumental in building our proud past. Putting the customer first, respect, integrity, honesty, innovation and improvement as well as competitiveness are values shared across the organization. These simple but powerful values set us apart from our competition. The Expertise You Have • Series 7 required • Series 63 or ability to obtain within 90 days • 2-3 years of previous financial services experience The Skills You Bring • Broad based knowledge and understanding of general financial planning concepts • Proven customer service, client support and problem resolution skills • Strong verbal and written communication skills • Ability to effectively influence others • Robust time management and organizational skills The Value You Deliver • Engage with customers, via inbound calls, responding to their inquires which may include providing product and service level guidance, processing transactions to include options, equities, mutual funds and fixed income trades and other specialized monetary requests 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 $44,000-80,000 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: Series 07 - FINRA, Series 63 - FINRA Category: Customer Service

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