Senior DLP Engineer

Wintrust Financial Corp; Chicago (IL); Hybrid; USD 117,000 - 158,000; Full time

Benefits offered by this job

Medical Insurance

Dental

Vision

401(k) with company match

FSA

Job summary

Wintrust Financial Corp. seeks a Senior Data Loss Prevention Engineer to implement and optimize enterprise data protection across Microsoft Purview, Proofpoint, and CrowdStrike.

You will partner with the Insider Risk team to protect sensitive information, improve detections, and support investigations within a highly regulated financial services context. You will design, test, and tune DLP controls, automate admin tasks, and integrate DLP with other security tools, ensuring robust data

Qualifications

• Bachelor’s degree or equivalent plus 3+ years of information security or IT.
• 3+ years of hands-on experience with DLP, data protection, or insider risk.
• Experience with Microsoft Purview DLP, Proofpoint DLP, or CrowdStrike DLP/Insider Risk capabilities.
• Experience in a financial services, healthcare, or other highly regulated environment.
• Experience with data classification or data labeling preferred.

Responsibilities

• Implement and maintain DLP policies across Purview, Proofpoint, CrowdStrike, email, endpoint, cloud, and collaboration platforms.
• 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 with technical analysis related to data movement and exfiltration attempts.
• Develop scripts and automation to improve DLP administration, reporting, and operational efficiency.
• Support integration between DLP tools and security platforms such as ServiceNow, SIEM, and case management systems.

Skills

Information security

Regulated environment

Security monitoring

Education

Bachelor’s degree or equivalent

Tools

Microsoft Purview DLP

Proofpoint DLP

CrowdStrike DLP/Insider Risk

Job description

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.

#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.