Jobs › Robinhood

Customer Experience Representative, Executive Office

Robinhood · Chicago, IL · Customer Care

Posted Oct 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

Tell me about the most sensitive customer complaint you've handled. What did you do?

What they are checking: Whether they have handled escalations with care, judgment and discretion before.

Tell me about a time you noticed a pattern in complaints and raised it so the product could be fixed.

What they are checking: Whether they look beyond the single case to root causes the company can learn from.

How do you keep many open escalations moving without letting any go quiet?

What they are checking: Whether they manage a caseload with follow-ups and deadlines rather than by memory.

What would you do

A customer has emailed our CEO saying they lost money because of an app outage. How do you approach the case?

What they are checking: Whether they investigate the facts calmly and own the response for a high-visibility case without making promises they can't keep.

How do you investigate a complaint when the answer depends on several teams you don't control?

What they are checking: Whether they can drive cross-functional partners toward a timely resolution without authority over them.

A customer is posting about their issue on social media and getting attention. How does that change how you handle it?

What they are checking: Whether they stay fair and consistent while recognizing the extra urgency of public complaints.

A customer is yelling and threatening legal action on the phone. What do you say?

What they are checking: Whether they de-escalate, stay professional and route legal threats correctly.

About the work

What do you know about how margin calls, options assignment or account restrictions work at a brokerage?

What they are checking: Whether they have enough product knowledge to understand escalated cases rather than just pass them along.

How do you write a final response letter to a customer whose request you can't grant?

What they are checking: Whether they can deliver a clear no with empathy and a reason, which keeps trust intact.

Some complaints may be regulatory complaints that have to be logged and handled a certain way. How do you spot them?

What they are checking: Whether they understand that brokerage complaints carry FINRA recordkeeping duties, not just service goals.

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The full job description

As published by Robinhood.

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards! Robinhood’s Customer Experience team plays a critical role in Democratizing Finance for All! We are expanding our core customer experience team adding new executive office and social representatives. These team members play a critical role in the customer experience supporting escalated and high visibility cases.  As a Customer Experience Escalations Specialist, you will investigate and resolve sensitive customer cases that require advanced problem-solving, sound judgment, and strong communication. You’ll collaborate with cross-functional partners to ensure timely resolution of complex issues while protecting the customer experience and the Robinhood brand. Within this role, Executive Office team members focus on escalations and formal complaints originating from leadership, regulatory inquiries, or other high-risk channels. We partner closely with support, operations, compliance, and leadership teams to deliver thoughtful resolutions while upholding the highest standards of trust, accountability, and service excellence. This role is based in our Denver, CO or Westlake, TX office(s), with in-person attendance expected at least 5 days per week. The team operates seven days a week from 7:00 a.m. to 10:00 p.m. ET. Employees will work either five 8-hour shifts or four 10-hour shifts per week, depending on business needs. Specific schedules will be determined after hire. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.  What you’ll do • Resolve customer escalations across support channels • Investigate and resolve complex customer issues, including cases escalated by leadership, regulatory bodies, or high-profile customers. • Partner with Compliance, Legal, and senior leadership to provide case summaries, risk assessments, and resolution outcomes. • Conduct root cause analysis to identify drivers of poor customer experiences and recommend improvements. • De-escalate sensitive customer situations while maintaining a high standard of professionalism and empathy. • Manage and resolve high-visibility customer cases originating from social media and public platforms, ensuring timely responses, thoughtful engagement, and coordinated resolutions that protect the customer experience and Robinhood’s brand. What you bring • FINRA Series 7 and 63 licenses required • 2+ years of customer support or service experience in financial services • FINRA Series 3 and Series 66 are preferred and must be obtained within a certain amount of days of employment if not already held. • Strong analytical and investigative skills with the ability to resolve complex issues independently • Experience managing highly escalated or sensitive customer situations • Strong ownership, judgment, and ability to adapt to changing priorities • Exceptional written and verbal communication skills, with the ability to clearly explain complex issues, deliver thoughtful updates, and engage professionally with customers, executives, and cross-functional partners. What we offer • • Challenging, high-impact work to grow your career • Performance driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching • Top Tier benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents • Access to the Robinhood Employee Fund that gives eligible US employees the opportunity to invest in a private employee fund that provides exposure to Robinhood Ventures funds. • Access to the best AI tools on the market and continuous AI skill-building for every employee, technical or not.  • Lifestyle wallet - a highly flexible benefits spending account for wellness, learning, and more • Employer-paid life & disability insurance, fertility benefits, and mental health benefits • Time off to recharge including company holidays, paid time off, sick time, parental leave, and more! • Exceptional office experience with catered meals, events, and comfortable workspaces.  In addition to the base pay range listed below, this role is also eligible for bonus opportunities + benefits. Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed and is aligned to one of 3 compensation zones. For other locations not listed, compensation can be discussed with your recruiter during the interview process. Base Pay Range: Zone 1 (Menlo Park, CA; New York, NY; Bellevue, WA; Washington, DC) $34 — $40 USD Zone 2 (Denver, CO; Westlake, TX; Chicago, IL) $34 — $40 USD Zone 3 (Lake Mary, FL; Clearwater, FL; Gainesville, FL) $33.15 — $39 USD Click here to learn more about our Total Rewards, which vary by region and entity. If our mission energizes you and you’re ready to build the future of finance, we look forward to seeing your application. AI Usage Disclosure: Robinhood uses artificial intelligence (AI) tools to support parts of our recruiting process. These tools enhance the efficiency and consistency of our hiring process; however, all hiring decisions are made by our hiring teams. Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws. Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the  Privacy Policy for your country of application.

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