Jobs › Optiver

Financial Systems Specialist

Optiver · Chicago, IL · Finance

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

Apply at Optiver

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 explain a system problem to a finance stakeholder who is not technical?

What they are checking: Whether they can translate system issues into clear actions and keep users informed, as the posting describes.

Tell me about a time you used AI or scripting to improve how a team worked.

What they are checking: Whether they already use AI or automation in practical ways, which this role is designed to grow.

What would you do

A user says their purchase order is stuck in approval and a vendor needs payment today. What do you do?

What they are checking: Whether they can solve urgent issues fast while still respecting approval controls.

How do you decide whether a support ticket needs a quick fix or a deeper change to the system?

What they are checking: Whether they look for repeating problems and root causes instead of fixing the same ticket over and over.

The posting says the role will shift toward automating support workflows. What would you automate first?

What they are checking: Whether they can spot high-volume, low-risk tasks that are good candidates for AI and automation.

About the work

Tell me about your experience owning Coupa. Which modules have you configured?

What they are checking: Whether they have real platform ownership experience with Coupa, which is the core of this role.

Rossum is used for document and invoice processing. How would you improve how accurately it reads invoices?

What they are checking: Whether they understand AI-based document capture and how to tune and monitor it for accuracy.

How do Coupa, NetSuite and Concur connect, and where do things usually break?

What they are checking: Whether they understand the finance systems landscape and the integration points that cause most problems.

How do you test a configuration change before it goes live in a finance system used globally?

What they are checking: Whether they protect a global finance function with careful testing and change control.

How do you manage user access in finance systems so it stays secure as people join and leave?

What they are checking: Whether they understand role-based access and segregation of duties in procurement and payment systems.

Practice this interview out loud.

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

Practice this out loud

The full job description

As published by Optiver.

We are looking for a Financial Systems Specialist to join our Global Financial Systems team in Chicago. This role is ideal for someone who enjoys owning platform reliability, supporting finance stakeholders, and leveraging AI to improve how financial systems are used across a global business. As the owner of our Coupa and Rossum platforms, you will keep these systems stable, scalable, and well-configured, while also supporting the wider finance systems landscape, including platforms such as NetSuite and Concur. The role is focused on 70% platform ownership and 30% platform support, but it will evolve over time as we automate support workflows and shift more focus toward enhancements and strategic system improvements. You will be the face of the Financial Systems team for many Procurement Operations, Finance, and business stakeholders, helping translate system-related issues into clear actions, keeping users informed, and ensuring our platforms remain stable, scalable, and well-supported. What you’ll do As a Financial Systems Specialist, your key responsibilities include: • Own the Coupa and Rossum platforms end-to-end, keeping them stable, scalable, and well-configured as core systems the global finance function relies on, while supporting adjacent platforms such as NetSuite and Concur • Provide L1/L2 support across the finance systems landscape, covering ticket triage, incident management, SLA tracking, and root cause analysis • Take on open-ended platform problems, provide clarity, and implement appropriate solutions, simplifying and improving processes within your domain to lift team efficiency • Act as a trusted point of contact for finance stakeholders, translating system issues into clear actions and managing expectations through timely, accurate communication • Identify repetitive support activities and automate them using documentation, process improvements, and AI-assisted tooling • Develop and maintain runbooks, knowledge base articles, and handover materials that reduce recurring issues and capture how Coupa and Rossum are configured • Own and prioritize your support queue, following up promptly on tickets, escalations, and stakeholder requests, operating independently on most decisions and seeking guidance on more complex judgments • Articulate the upstream and downstream implications of configuration and process changes across the finance systems landscape before they go live • Support enhancements and workflow improvements, collaborating with a global team across regions and mentoring colleagues on Coupa and Rossum to keep platforms consistent, reliable, and scalable What you’ll get You’ll join a culture of collaboration and excellence, surrounded by curious thinkers and creative problem-solvers. Motivated by a passion for continuous improvement, you’ll thrive in a supportive, high-performing environment alongside talented colleagues, collectively tackling some of the toughest challenges in the financial markets. In addition, you’ll receive: • The opportunity to work alongside best-in-class professionals from over 40 different countries • Highly competitive compensation package including performance-based bonus structure • 401(k) match up to 50% • Comprehensive health, mental, dental, vision, disability, and life coverage • 25 paid vacation days alongside market holidays • Extensive office perks, including breakfast, lunch and snacks, regular social events, clubs, sports leagues and more Who you are • You bring 4 to 6 years of relevant experience in financial systems support, administration, or platform ownership • You have hands-on mastery of Coupa, ideally as an administrator or platform owner, across configuration, approvals, integrations, and supplier or invoice workflows • You have experience with Rossum or a comparable intelligent invoice capture platform, or the aptitude to take full ownership of it quickly • Exposure to the wider finance systems landscape, such as NetSuite, Concur, or OneStream, is a plus • You have a strong interest in AI, automation, and process improvement to reduce manual work and improve support quality • You take a proactive, ownership-driven approach to managing tickets, priorities, and escalations, operating independently on most decisions and knowing when to seek guidance on more complex ones • You have strong communication skills and can translate technical problems into business language for finance stakeholders • You have solid documentation skills and can create clear runbooks, knowledge base articles, and support materials • You act as a role model for Optiver’s values of excellence, continuous improvement, ownership, and collaboration • You are motivated to grow as the role evolves from support toward automation, improvement, and more strategic system work • Legal authorization to work in the U.S. is required; we will not sponsor individuals for employment authorization for this job opening Who we are At Optiver, our mission is to improve the market by injecting liquidity, providing accurate pricing, increasing transparency and stabilizing the market no matter the conditions. With a focus on continuous improvement, we prioritize safeguarding the health and efficiency of the markets for all participants. As one of the largest market making institutions, we are a respected partner on 100+ exchanges across the globe. Our differences are our edge. Optiver does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, physical or mental disability, or other legally protected characteristics.   Below is the expected base salary for this position. This is a good-faith estimate of the base pay scale for this position and offers will ultimately be determined based on experience, education, skill set, and performance in the interview process. This position will also be eligible for a discretionary bonus (if determined by Optiver) and Optiver’s benefits package with the benefits listed above.    Base Salary Range $120,000 — $150,000 USD

Apply at Optiver