Technical Due Diligence Expert Witnesses

Wyoming, Michigan

Technology, Information Technology - Software Architecture, Code Review, Cloud Architect, Source Code Analysis, Software Quality Assessment, Technical Due Diligence, Distributed Systems, System Modernization, Cloud Migration, Secure Application Development, Software Failure Analysis, Software Development Best Practices, Application Security, Technology Strategy

Chris Woodruff is an experienced software architect and engineering leader with over 30 years of hands-on experience designing, building, and evaluating enterprise-grade software systems. While new to expert witness work, Chris brings a deep technical background and a career shaped by solving high-stakes problems across industries, including finance, education, and healthcare. His expertise spans software architecture, distributed systems, source code evaluation, and the modernization of legacy applications—primarily within the Microsoft .NET ecosystem and the Microsoft Azure cloud platform. Chris has led engineering teams, built secure and scalable platforms, and been called upon to analyze system breakdowns, review code quality, and assess architectural decisions. He has served as a fractional architect, technical mentor, and strategic advisor to organizations undergoing digital transformation and post-incident recovery. Chris is also a respected speaker and educator. He has pr...

Bristol, Vermont

HIPAA, Cybersecurity - Healthcare Data Breach, HIPAA Security, EHR System Failure, Ransomware, Remote Patient Monitoring, Medical Device Security, Healthcare SaaS, SOC 2 Compliance, Penetration Testing, Cloud Security AWS, Insurance Technology, Software Architecture, Data Privacy, IoT Security, AI Healthcare Systems, Technical Due Diligence, Healthcare

Jon Fenner is a technology executive with over 25 years of experience in healthcare systems architecture, cybersecurity, and enterprise software development. He specializes in healthcare data breaches, HIPAA security failures, EHR system integration, and insurance technology disputes. As CTO of Community Wellness, Mr. Fenner led the development of a Remote Patient Monitoring platform serving 100,000+ patients across 12 healthcare networks. He scaled the engineering team from 2 to 38 members, achieved SOC 2 compliance, and implemented EHR integrations with Epic, Meditech, and Cerner using HL7 and FHIR standards. Mr. Fenner served 11 years as Principal Infrastructure Architect at Guidewire Software, providing technical consulting to Fortune 500 insurance carriers including State Farm, Liberty Mutual, and QBE. His work included security analysis, penetration testing, and performance evaluation of customer-facing insurance applications. He holds a Certified Ethical Hacker (CEH) crede...