Skip to main content
Vanessa Pickens

Vanessa Pickens

Sr Underwriter | Cyber Risk | Governance, Risk & Compliance (GRC) | Cybersecurity | Risk Analysis

Talent
OrlandoMember since July 8, 2026
Security Awareness & Best PracticesRisk Monitoring & Compliance SupportPolicy & Procedure ComplianceData Validation & QA ReviewAttention to DetailCross-Functional CollaborationMicrosoft Excel (VLOOKUP, PivotTables, Data Analysis)SQL/Python/Java
·

Hire this person

Send a job offer directly to this candidate

Security Awareness & Best PracticesRisk Monitoring & Compliance SupportPolicy & Procedure ComplianceData Validation & QA ReviewAttention to Detail

About

Corporate risk and compliance professional with experience in healthcare and insurance, specializing in risk analysis, regulatory compliance, and operational integrity within highly regulated environments. As a Senior Underwriter at Progressive Insurance, I analyze complex information, investigate discrepancies, validate documentation, and collaborate with stakeholders to support sound risk-based decisions and strengthen business processes.

I hold an Associate of Science in Programming & Analysis and am currently pursuing a Bachelor of Applied Science in Technology Development & Management with a concentration in Cybersecurity while preparing for the CompTIA Security+ certification. My technical foundation includes cybersecurity principles, SQL, Python, secure system design, workflow analysis, and data governance.

My career goal is to specialize in Cyber Governance, Risk & Compliance (GRC) and Cyber Insurance, where I can combine my experience in corporate risk, compliance, and technology to help organizations strengthen security governance, manage cyber risk, and support regulatory and business objectives.

Experience

Senior Underwriter / Risk Analyst at Progressive Insurance (2025-01 – Present)

  • Analyze system-generated policy data to identify anomalies, assess operational risk, and ensure compliance with regulatory and internal control requirements.
  • Investigate complex policy discrepancies, validate data integrity, and document risk-based decisions to support audit readiness and governance.
  • Document findings, risk indicators, and decision rationale to support audit readiness, regulatory compliance, and operational consistency.
  • Identify potential fraud indicators, assess potential exposure, and escalate high-risk cases in accordance with established investigative procedures.
  • Collaborate with cross-functional stakeholders to resolve complex issues, communicate risk and ensure consistent regulatory compliance.
  • Strengthen operational controls by identifying process improvements that enhance data quality, workflow integrity, and risk mitigation.

Research & Testing Specialist / Insurance Agent at Progressive Insurance (2023-01 – 2025-01)

  • Supported testing, validation, and quality assurance of digital platforms used for quoting, underwriting, and policy processing to ensure system accuracy and business readiness.
  • Analyzed system workflows and business processes to identify data inconsistencies, operational risks, control gaps, and potential fraud indicators.
  • Documented testing results and partnered with technical and business teams to support system enhancements and process improvements.
  • Evaluated platform functionality, and workflow performance to improve data integrity and operational efficiency.
  • Participated in user acceptance testing (UAT), providing feedback that improved system suability and business processes.

Shift Supervisor – Telehealth Systems at Banyan Medical Technology Systems (2022-01 – 2023-01)

  • Managed daily telehealth operations involving sensitive healthcare data, ensuring compliance with HIPPA and protection with confidential information.
  • Evaluated documentation process to identify compliance risks, improve data integrity, and maintain accurate electronic records.
  • Strengthen operational controls by implementing workflow improvements that enhanced documentation quality and process consistency.
  • Training and mentored staff on HIPPA compliance, documentation standards, and secure handling of sensitive patient information.

Travel Healthcare Professional at HealthTrust Workforce Group (2020-11 – 2022-11)

  • Adapted quickly to diverse healthcare environments by learning multiple EHR systems while maintaining HIPPA compliance and documentation integrity.
  • Safeguarded protected health information (PHI) by ensuring accurate documentation, data confidentiality, and adherence to organizational policies.
  • Trained and supported staff on electronic documentation workflows, compliance procedures, and secure information handling.
  • Promoted quality improvement initiatives by promoting standardized processes, documentation consistency, and operational compliance.

Oncology Technician Lead at Moffitt Cancer Center (2017-01 – 2020-11)

  • Safeguarded protected health information (PHI) by ensuring compliance with HIPPA regulations and organizational privacy policies.
  • Trained and mentored clinical staff on electronic documentation, workflow procedures, and regulatory compliance requirements.
  • Maintained data integrity by validating patient documentation and supporting accurate, complete clinical records.
  • Supported quality assurance initiatives through process adherence, documentation accuracy, and compliance with established healthcare standards.

Education

  • B.A.S Technology Management & Development – Cybersecurity – St. Petersburg College (Present)

  • A.S in Programming & Analysis – Hillsborough Community College (2025-05)

  • Certificate in Programming Specialist – Hillsborough Community College (2025-05)

Skills

Sr UnderwriterCyber RiskGovernanceRisk & Compliance (GRC)CybersecurityRisk Analysis

Reviews