Curriculum Vitae

Jon Fenner

Technology Expert Witness

Starksboro, Vermont | ‪(802) 560-5922‬ | expert@auraquest.com

SEAK Expert Witness Profile: seakexperts.com/members/21357

Professional Summary

Technology executive with 25+ years of expertise spanning healthcare technology, cybersecurity, AI/ML systems, and insurance software. Certified Ethical Hacker with hands-on experience in penetration testing, security audits, and regulatory compliance. Extensive background in healthcare data systems serving 100,000+ patients with HIPAA-compliant platforms. Deep insurance industry knowledge from 11 years supporting major carriers including State Farm and Liberty Mutual. Combines technical depth with executive-level strategic perspective, having served as CTO and led engineering teams of 38+ professionals.

Certifications & Credentials

Certified Ethical Hacker (CEH) — EC-Council
AWS Certified Solutions Architect – Professional — Amazon Web Services
Private Pilot License — FAA (relevant to aviation/drone technology matters)
B.S. Computer Science and Engineering — University of Texas at Arlington

Relevant Experience

HEALTHCARE TECHNOLOGY & DATA SECURITY

Head of Engineering | Sidelight AI (Medico-Legal AI) | 2023–Present

Lead development of AI/ML solutions for medico-legal applications involving medical records analysis
Ensure compliance with healthcare data security standards and legal discovery requirements

Chief Technology Officer, Co-Founder | Community Wellness | 2020–2023

Architected and led development of HIPAA-compliant Remote Patient Monitoring (RPM) platform serving 100,000+ patients across 12 healthcare provider networks in 4 states
Achieved SOC 2 Type II certification through comprehensive security controls implementation
Implemented EHR integrations with Epic, Meditech, and Cerner using HL7 and FHIR standards
Managed protected health information (PHI) security protocols and breach prevention measures
Led security initiatives including vulnerability assessments and remediation programs

INSURANCE TECHNOLOGY & ENTERPRISE SYSTEMS

Principal Infrastructure Architect | Guidewire Software | 2009–2020 (11 years)

Provided implementation and security consulting to major insurance carriers: State Farm, Liberty Mutual, American Family, QBE Europe, and Liberty International Underwriters
Conducted security analysis and ethical hacking of customer-facing insurance applications
Performed penetration testing, performance load analysis, and site security assessments
Led integration projects with claims, policy, and billing systems for enterprise insurance platforms
Managed international implementation teams for complex multi-system integrations

CYBERSECURITY & TECHNICAL CONSULTING

Principal Consultant / CTO | AuraQuest, Inc. | 2005–Present

Security audits, penetration testing, and policy documentation for healthcare, education, and financial services clients
PepsiCo: Enterprise architecture assessment and strategic technology recommendations for B2B platform
University of Colorado: Comprehensive security reviews, policy development, and compliance auditing
National Gift Card: Security policies, business continuity planning, and penetration testing
Gatik AI: Application security engineering for autonomous logistics systems
InPerSuit: Lead technical architect for legal services marketplace; AWS infrastructure, Auth0 authentication, disaster recovery planning, and security protocols
Architected systems supporting 20 million daily hits and 9TB data warehouse for 16 million users

AI/ML & EMERGING TECHNOLOGY

Fractional Senior R&D Engineer | OnwardAir (Aviation/Drone Technology) | 2023–Present

AI/ML research for intelligent autonomous flight systems (eVTOL aircraft and drones)
AI-based image recognition systems for aerial navigation and safety
Experience with Deep Neural Networks (DNNs), LLMs, RNNs, and TensorFlow/Keras frameworks

Technical Competencies

Security: Penetration Testing, Vulnerability Assessment, Ethical Hacking, Cryptography, HIPAA, SOC 2, PCI-DSS, Security Policy Development, Incident Response

Healthcare: HL7, FHIR, EHR Integration (Epic, Cerner, Meditech), PHI Protection, Remote Patient Monitoring, Clinical Decision Support

AI/ML: TensorFlow, Keras, Deep Neural Networks, LLMs, RNNs, AWS SageMaker, Computer Vision, Predictive Analytics

Cloud & Infrastructure: AWS (Certified Architect), Azure, Kubernetes, Docker, CI/CD, DevOps, Microservices Architecture

Development: Python, JavaScript/TypeScript, Java, React, Node.js, MongoDB, PostgreSQL, REST APIs, GraphQL

Publications

“Design of an IRFPA nonuniformity correction algorithm to be implemented as a real-time hardware prototype” — Technical publication on infrared imaging system design and implementation

Case Type Experience

Healthcare Data Breach Litigation
HIPAA Violation Cases
Cybersecurity Incident Analysis
Software Development Disputes
Technology Standard of Care
Insurance Technology Disputes
AI/ML System Failures
Cloud Infrastructure Failures
Data Privacy Violations
IT Project Failure Analysis