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Advanced Software Engineer

Wintrust · Rosemont, IL · $59,000–$77,000 a year · Full time

Posted Sep 29, 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 system you built that's still running in production. What would you change now?

What they are checking: Whether they reflect honestly on design tradeoffs and learn from code they had to live with.

How do you approach code reviews, both giving and receiving them?

What they are checking: Whether they use reviews to improve quality and share knowledge without ego.

Tell me about a time you helped a less experienced engineer get unstuck.

What they are checking: Whether an advanced engineer raises the level of the team around them.

What would you do

A product owner wants a feature that would bypass a security control to hit a date. What do you do?

What they are checking: Whether they will push back on shortcuts that create security or compliance risk in a bank.

How do you handle working in an older codebase with little documentation?

What they are checking: Whether they can make safe changes in legacy systems that a long-established bank is likely to have.

About the work

How would you design an API that serves account data to a mobile banking app?

What they are checking: Whether they consider authentication, rate limits, versioning and data exposure in a banking context.

How do you make sure a payment or transfer isn't processed twice if a request is retried?

What they are checking: Whether they understand idempotency and transactional integrity, which matter a great deal when money moves.

Walk me through how you'd track down a production issue that only happens under load.

What they are checking: Whether they debug methodically with logs, metrics and reproduction rather than guessing.

What testing do you consider necessary before your code ships?

What they are checking: Whether they write unit and integration tests by habit, not just when someone requires it.

How do you keep secrets like API keys and connection strings out of code?

What they are checking: Whether they follow secure configuration practices by default.

Practice this interview out loud.

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The full job description

As published by Wintrust.

Wintrust provides community and commercial banking, specialty finance and wealth management services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the sophisticated solutions of a large bank while staying true to the relationship-focused, personalized service of our community banking roots. We serve clients in all 50 states with more than 200 branch banking locations in Illinois, southwestern Florida, northwestern Indiana, west Michigan and southern Wisconsin and commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Mich., and in key branch banking locations throughout Illinois. Our people are the heart of our business and we are proud to rank consistently as a top place to work. Wintrust is a $66 billion financial institution based in Rosemont, Illinois, and listed on the NASDAQ Global Select Market under the symbol “WTFC.” Why join us? • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 12 years) and Employee Recommended award by the Globe & Mail (past 6 years) • Competitive pay and discretionary or incentive bonus eligible • Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few • Promote from within culture Why join this team? • This position has the opportunity to interface with and have a positive impact on multiple areas of Wintrust's business • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun Position Overview The Advanced Software Engineer is primarily responsible for the development, and maintenance of Digital marketing tech stack. Collaborate in an Agile development environment to build, test, and integrate enterprise-grade components using AEM (Adobe Experience Manager) and Adobe Campaign. You will work closely with fellow engineers, designers, and system architects to deploy scalable digital experiences, construct data-driven workflows, and leverage broader MarTech tools within the Adobe Experience Cloud. Participate in unit testing, quality assurance, and code deployments, while assisting with the triage of production issues. This is a fully remote position. Please note that candidates who advance to the final stage of our interview process will be required to attend an in-person interview. What You’ll Do • Work with a team of technical resources focusing on development of marketing websites • Works with systems managers and engineers, architects, business analysts and quality engineers in a highly collaborative environment to define product features, estimates and deliverables • Assist in designing and building custom components, templates, and workflows in Adobe Experience Manager (AEM) Sites and Assets • Help develop and configure audience segments, dynamic email templates, and automated customer journeys within Adobe Campaign • Support integration between AEM, Adobe Campaign, and other Adobe Experience Cloud solutions (e.g., Adobe Target, Analytics, or Audience Manager) Qualifications • Associate’s degree or equivalent plus 3+ years’ experience working with Adobe Digital Marketing technologies like AEM, Adobe Campaign, Adobe Analytics, Adobe Target, etc. • Ability to manage multi-site networks (MSM), Working knowledge of HTML5, CSS3, JavaScript (ES6+), and HTL (Sightly) to construct and style reusable web components • Experience in Adobe Campaign Classic building complex targeting workflows to filter, split, union, and enrich recipient profiles. Importing/exporting data, mapping external data sources, and managing List updates • Familiarity with Java Content Repository (JCR), Apache Sling, and OSGi to integrate backend services • Managing delivery execution, seeding, proofing, and scheduling in Adobe Campaign Classic Benefits Medical Insurance • Dental • Vision • Life insurance • Accidental death and dismemberment • Short-term and long-term Disability Insurance • Parental Leave • Employee Assistance Program (EAP) • Traditional and Roth 401(k) with company match • Flexible Spending Account (FSA) • Employee Stock Purchase Plan at 5% discount • Critical Illness Insurance • Accident Insurance • Transportation and Commuting Benefits • Banking Benefits • Pet Insurance Compensation The estimated salary range for this role is $59,000.00 - $77,000.00, along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills and experience. #LI-Remote From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

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