Senior DLP Engineer
Confirmed on the employer's own hiring board on Oct 13, 2026. First seen by Alion on Oct 5, 2026. Wintrust Financial scores B on the Alion truth index.
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 Senior Data Loss Prevention (DLP) Engineer is responsible for implementing, maintaining, and optimizing Wintrust's enterprise data protection controls across Microsoft Purview, Proofpoint, and CrowdStrike platforms. This role works closely with the Senior DLP Engineer and Insider Risk team to protect sensitive information, improve detection accuracy, support investigations, and enhance the organization's overall data protection capabilities.
What You’ll Do
- Implement and maintain DLP policies across Microsoft Purview, Proofpoint, CrowdStrike, email, endpoint, cloud, and collaboration platforms
- Configure and tune DLP detections using sensitive information types, dictionaries, classifiers, regex, EDMs, IDMs, and contextual conditions
- Perform policy testing, validation, deployment, and change management activities
- Review and analyze DLP alerts to identify potential policy violations, data exposure events, and insider risk indicators
- Support Insider Risk investigations by providing technical analysis related to data movement, exfiltration attempts, and policy violations
- Develop scripts and automation to improve DLP administration, reporting, and operational efficiency
- Support integration efforts between DLP tools and security platforms such as ServiceNow, SIEM, and case management systems
Qualifications
- Bachelor’s degree or equivalent plus 3+ years of experience in information security, cybersecurity, compliance technology, or IT Infrastructure
- 3+ years of hands-on experience supporting DLP, data protection, information protection, insider risk, or security monitoring technologies
- Experience administering one or more of the following preferred:
- Microsoft Purview DLP
- Proofpoint DLP
- CrowdStrike Data Protection/Insider Risk capabilities
- Experience supporting data classification, data labeling, or information governance initiatives preferred
- Experience operating within a financial services, healthcare, or other highly regulated environment
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 $117,000.00 - $158,000.00, 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.