Hiring: Senior Insider Risk Investigator Company: Wintrust Financial Corporation Location: Rosemont, IL Job Posted Time: 2026-09-03 11:08:01 Target Skills & Keywords : Risk Management, SIEM, Wealth Management About the job Experience: •12 years) and Employee Recommended award by the Globe & Mail (past 6 years) •7+ years of experience in cybersecurity, insider risk, investigations, threat intelligence, digital forensics, incident response, security operations, corporate investigations, or related disciplines •5+ years of experience conducting investigations involving data loss, insider threats, employee misconduct, fraud, abuse of access, policy violations, or other human-centric security risks Required Skills: •Lead complex insider risk and data loss investigations across email, endpoint, cloud, collaboration, and AI-enabled technologies •Analyze technical, behavioral, and business context to assess risk, intent, and potential impact •Coordinate investigation activities and remediation actions with Legal, Human Resources, Compliance, Privacy, and Cybersecurity teams •Conduct proactive threat hunting activities to identify high-risk behaviors, emerging insider threats, and unauthorized data exposure •Research emerging insider threat, data protection, and AI-related risks to enhance investigative effectiveness and partner with Insider Risk Engineering team to identify monitoring gaps, provide investigative feedback, and improve alert fidelity •Identify opportunities to improve visibility into human-centric risks and strengthen investigative capabilities •Serve as the lead investigator for the Insider Risk Program, providing guidance and mentorship to other investigators sharing investigative knowledge, lessons learned, and emerging threat insights with the team Compensation: •$150,000 - $165,000 / year •Competitive pay and discretionary or incentive bonus eligible Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!