Senior DLP Engineer

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 Crowd Strike 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, Crowd Strike, 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 Service Now, SIEM, and case management systems

Qualifications

Bachelor’s degree or equivalent plus 3+ years of experience in information security, cybersecurity, compliance technology, or IT Infrastructure3+ 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 DLPProofpoint DLPCrowd

Strike 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
•…