Jobs › PEAK6

Application Support Engineer

PEAK6 · Chicago, IL · $76,800–$96,000 a year · Full time

Posted Sep 28, 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 a time you solved a problem in a creative way with limited resources.

What they are checking: Whether they are resourceful, which the posting names as a key trait.

How do you explain a technical change to employees who aren't technical?

What they are checking: Whether they can communicate clearly so changes land smoothly with end users.

Tell me about a project you owned from start to finish.

What they are checking: Whether they take full ownership and deliver on time, which the posting stresses.

What would you do

You have three urgent tickets and a project deadline today. How do you decide what to do first?

What they are checking: Whether they weigh business impact and communicate clearly about what will slip.

A vendor's update breaks an integration. What do you do?

What they are checking: Whether they can work with vendors, roll back safely and keep users informed.

About the work

Tell me about a cloud service you set up and integrated with existing tools. What did you have to figure out?

What they are checking: Whether they have real experience architecting cloud offerings, which the posting puts at the center of the role.

An app used across several PEAK6 businesses stops working for some users but not others. How do you troubleshoot?

What they are checking: Whether they narrow down the cause methodically by comparing what differs between affected and unaffected users.

How do you manage identity and single sign-on for SaaS apps?

What they are checking: Whether they understand SSO, provisioning and access control across many applications.

How would you script or automate a repetitive support task?

What they are checking: Whether they use automation tools like PowerShell or Python to reduce manual work.

How do you document solutions so the team can reuse them?

What they are checking: Whether they build a knowledge base that makes the whole team faster.

Practice this interview out loud.

Offer builds a real interview for this exact role at PEAK6 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 PEAK6.

WHO WE ARE We are PEAK6, a leading investment firm, using technology to find a better way of doing things. The company’s first tech-based solution was developed in 1997 to optimize options trading, and over the past two decades, the same formula has been used across a range of industries, asset classes, and business stages to consistently deliver superior results. Today, PEAK6 seeks transformational opportunities to provide capital and strategic support to entrepreneurs and forward-thinking businesses. PEAK6’s core brands include PEAK6 Capital Management, PEAK6 Strategic Capital, Apex Fintech Solutions, FOCUS, We Insure, Evil Geniuses, Poker Power, Zogo, and Bruce Markets. ABOUT THIS ROLE As an Application Support Engineer in Technology Operations, you will be instrumental in the experience of all our employees throughout the PEAK6 lines of business. We’re looking for someone who takes ownership of their work, is resourceful in their problem-solving skills and is able to think creatively. You will be responsible for architecting and implementing new cloud offerings while providing deep integration into existing technology investments within Technology Operations. You will take on projects that will require clear communication and completion in a timely manner. We want someone who has a passion for setting the performance bar and thrives in an energetic team environment, while delivering a fully integrated solution that fits into one unified technology stack. PEAK6 Technology Operations places emphasis on delivering white-glove customer service. Therefore, it is imperative for the Application Support Engineer to place value on detail; but also, pair this with a sense of urgency for execution. Technology Operations is looking for people who have compassion and empathy for their teammates and a natural IT intuition who can work harder, faster and smarter while taking technical excellence to a whole new level. You’ll be responsible for : • Architect and implement great experiences using our SaaS and cloud platform. • Manage and integrate new investments into our technology offerings. • Perform analysis on technical investments for measuring our return on investment. • Implement integrations between critical technology solutions across our SaaS offerings. • In collaboration with team members and leadership, implement great support processes, procedures, and documentation. • Identify opportunities for business enablement through smart use of technology. • Manage SaaS integrations through industry-standard best practices. • Manage, support, and provision business applications in a cloud-based environment. • Write clear, concise documentation for team members and end users. • Evaluate and recommend new software platforms and services. YOUR EXPERIENCE • 6+ years of experience supporting integrations of SaaS products and/or cloud systems. • Experience developing deployment strategies of cloud offerings. • Experience with Cloud compute platforms such as AWS, GCP, and Azure. • Experience with administering Office365 and GSuite tenants. • Experience with managing IDM solutions. • Experience with Atlassian tools such as Confluence and Jira. • Experience with Video Conferencing solutions such as Zoom. • Experience administering ticketing platforms. • Excellent interpersonal communication skills. #LI-P6 OUR REWARDS We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO, 401k match, parental leave, and HSA contribution match. We also provide our employees with a paid subscription to the Calm app and offer generous external learning and tuition reimbursement benefits. As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week. Base pay offered may vary depending on job-related knowledge, skills, experience, and office location. This position also may be eligible for a discretionary annual bonus in addition to a range of health & wellness benefits, enhancing your overall compensation package. Base Salary Range $76,800-$96,000 PEAK6 is proud to be an equal opportunity employer that does not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics. PEAK6 is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at hr@peak6.com. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process. #PEAK6 Application data may be reviewed, including through automated tools, for security and fraud-prevention purposes. This review is conducted by our information security team and is separate from hiring decisions

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