Senior DLP Engineer

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 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 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. #LI-Hybrid #LI-JB1 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. Wintrust provides community and commercial banking, specialty finance and wealth management services, delivering the sophisticated solutions of a large bank through a relationship-focused approach built from our community banking roots. Wintrust may collect personal information from you in connection with the application process. Wintrust complies with the California Consumer Privacy Act of 2018, and its policy may be found here Click here for Equal Opportunities.