Senior Endpoint Engineer
Wintrust
Rosemont, IL · Posted October 27, 2026
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Where Rosemont, IL ranks
Where Rosemont, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #2Cities with the most hybrid jobs in the Great Lakes24% · of 50
- #4Cities with the most jobs that need no experience in the Great Lakes2.0% · of 50
- #4Cities with the most hybrid jobs in the Midwest24% · of 67
- #7Cities with the most jobs that need no experience in the Midwest2.0% · of 67
- #8Cities hosting the most business conferences in the Great Lakes4 conferences · of 9
- #11Best cities for director and executive jobs in the Great Lakes20% · of 53
Rankings about engineering jobs
- Best cities for software and engineering jobs #1 San Francisco (3,412 openings)
- Best cities for engineering pay after cost of living #1 San Mateo ($216k)
- Most requested AI skills in engineering jobs #1 AI tools in daily work (6.1%)
- AI tools named most often in engineering jobs #1 Claude (1.7%)
- Employers with the most engineering jobs #1 Amazon (2,992 roles)
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About the job
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
We are seeking a Senior Endpoint Engineer to support enterprise endpoint patching, deployment, and vulnerability remediation initiatives. This role is responsible for maintaining secure, compliant, and up-to-date endpoint environments through effective patch management, vulnerability management, automation, and operational excellence.
The ideal candidate has strong experience with endpoint management platforms, patch deployment technologies, and vulnerability remediation processes in large enterprise environments.
What You’ll Do
Manage and support enterprise patching for Windows, macOS, and endpoint applications.
Administer and optimize endpoint management platforms, including Microsoft Intune, MCM/SCCM, WSUS, and Patch My PC.
Develop, maintain, and automate patch deployment processes and schedules.
Monitor patch compliance, deployment success, and endpoint health metrics.
Partner with Information Security to prioritize and remediate vulnerabilities.
Test and validate patches before production deployment.
Troubleshoot patching, deployment, and endpoint configuration issues.
Qualifications
5+ years of enterprise patch management and deployment experience.
Hands-on experience with Microsoft Intune, Endpoint Manager, MECM/SCCM, WSUS, or similar endpoint management tools.
Proficiency in PowerShell scripting and automation.
Strong troubleshooting, analytical, documentation, and communication skills.
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 $98,000.00 - $132,000.00, 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.
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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.