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Professional Experience
Curriculum Vitae

24+ years of experience in technology leadership, from startups to IPOs, spanning cybersecurity, privacy, and systems architecture.

Contents
Summary · Skills · Experience · Education · Publications · Honors & Awards · Volunteer Work · Memberships

Summary
Experienced Chief Technology Officer with 24 years of experience in developing, managing, and overseeing all technical aspects of organizations. Proven track record of creating and driving innovative technical vision, developing world-class technology solutions, and maximizing organizational efficiency.

Skills
Hard Skills

Open Source/Free Software, Unix/FreeBSD/Linux, Bash/fish Scripting, Ruby, Julia Lang, SQL, Crystal Lang, MongoDB, Systems Architecture & Development, Cybersecurity, SaaS/PaaS, Forensic Analysis, Network Analysis 		Soft Skills

Executive Engineering Management, Board of Directors, Team Building, Mentoring, Research Management, Product Champion, Public Speaking, Press/Media Interactions

Employment Experience

Chief Technology Officer / Founder
Redwoods Research · Aug 2020 – Present
  • Improve engineering team velocity by 20% by reducing testing and deployment time
  • Mentor System Architects and Senior C Developers on 30-year old codebase with 750,000+ lines of code
  • Architect large scale systems with 50,000+ processing cores, 100s of petabytes of clustered storage
  • Achieve 99.9997% annual availability with sub-millisecond performance
  • Integrated locally deployed AI/LLM solutions, enhancing code comprehension by 54%

Chief Technology Officer
Laxdaela Technology · Feb 2016 – Dec 2021
Technology prototyping and consulting.

Vice President / CTO
DarkOwl · Apr 2017 – Aug 2020
  • Expanded darknet collection into three new darknets with hundreds of millions of new content items
  • Grew sales 130% year over year with AICPA SOC 2 and PCI-DSS 3 compliance
  • Revamped marketing to generate 125% more leads

Chief Revenue Officer
Farsight Security, Inc. · Apr 2016 – Apr 2017
  • Grew revenue 187% in 9 months through collaborative selling
  • Developed 3 new products generating new revenue streams
  • Rebooted Marketing and PR to 500% increase in leads

Senior Vice President of Engineering
Norse Corporation (Federal) · Jul 2015 – Feb 2016
  • Deployed on-premises appliance into Top Secret government facility
  • Cut defect rate by 54% in under 7 months
  • Increased sales 350% through product refinement

Co-Founder & CEO
The Tor Project · Jan 2009 – May 2015
  • Co-founded $10M/yr privacy and security organization
  • Grew Tor's daily users from hundreds to millions
  • Conducted 1,000+ interviews across global media
  • Presented as invited keynote speaker to global governments

Vice President of Engineering
TechTarget · 1999 – 2009
  • Led team of 110+ engineers with 99.9% SLA
  • Acquired 10 companies with $35M in revenue
  • Completed successful IPO in 2007 at $1B valuation

Education
Bachelor of Science (B.Sc.)
Framingham State University · 1989 – 1994
Biology, Biochemistry, and Ethology
  • Published research on brooding behavior of Common Loon at Quabbin Reservoir
  • Internship at Mass Fish and Wildlife for Bald Eagle recovery
  • Teaching Assistant for Biology II, Comparative Vertebrate Zoology, Ornithology
  • Founding member of Framingham State Computer Club

Publications
Semantic Scholar » · Google Scholar »

Owenson, G., Cortes, S., & Lewman, A. (2018). The darknet's smaller than we thought: The life cycle of Tor Hidden Services. Digit. Investig., 27, 17-22.
Lewman, A. (2013). Tor: Uses and Limitations of Online Anonymity. Fordham University Press.
Multiple EMCDDA reports on internet drug markets (2015-2017)

Honors & Awards
Year Award Source
2023 Rookie of the Year St. Francis Yacht Club Race Committee
2014 Top Leader Boston Magazine "Power of Ideas"
2013 Best App World Bank Latin America DV Hackathon
2003 Formula Car Racer 7th place out of 280 in Formula V

Volunteer Work

Board Member and Treasurer
Emerge DV · May 2015 – Present
  • 10 years of clean, successful audits
  • Strategic guidance for grant writing resulting in 20 new donors

Chairman of the Board and Treasurer
Each One Teach One Tech · Jan 2014 – Present
  • Mentored hundreds of teenagers in coding
  • Evaluated iOS and Android apps for student development
  • Helped raise $100k in funding

Co-Founder
IPVTech · Jan 2012 – Present
Winning Application Prototype at World Bank Latin America, Washington DC 2013. Collaborate with Emerge, Transition House, and legal aid/DV organizations on the intersection of domestic violence and technology.

Board Member and Clerk
F-Droid · Jan 2023 – Apr 2025
Successfully bootstrapped the Board of F-Droid, a Commons Conservancy Programme.

First Vice President, Silicon Valley Chapter
HTCIA · Sep 2017 – Oct 2021
  • Organized monthly meetings for hundreds of members in San Francisco Bay Area
  • Reduced member churn by 25% through strategic guidance
  • Collaborated with local, state, and federal law enforcement on high tech investigations

Specialist, Crimes Against Children
Interpol · Nov 2015 – Dec 2020
  • Domain expert in darknet and Internet technologies
  • Helped build next generation case management system
  • Annual meetings in Lyon, France and Singapore

Board Member, Secretary, and Treasurer
NCAHS Parents Network · 2015 – 2017
  • Connect and communicate with parents via meetings, email, web and social media
  • Collaborate with faculty and administration to promote school community
  • Fundraise to enrich learning experience for students

Board Member, Secretary, and Treasurer
The Tor Project · Dec 2006 – May 2015
  • Managed 7 successful years of audits and reviews with audit partners
  • Provided strategic guidance on finances, growing to millions per year
  • Managed international challenges and hostile government interventions
  • Recorded 7 years of quarterly board meetings with public notes and transparent financial statements

Board Member and Treasurer
Privacy Enhancing Technology Symposium (PETS) · May 2009 – May 2015
Top-tier academic conference and publication on privacy technology. petsymposium.org

Lecturer
MIT Co-Design Graduate Class · 2014-2015 Academic Year
Civic Media Collaborative Design Studio focused on surveillance and privacy. Team designed and deployed a research portal for advocates from Transition House to better understand technology abuse in Intimate Partner Violence.

Board Member and Chief of Event Operations
COM Sports Car Club · 2004 – 2005
One of the oldest active sports car clubs in the country, with reputation for excellence in high-speed driving instruction and competitive time trials.

Clubs & Memberships
Organization Organization
Mechanics' Institute League of American Bicyclists
Association for Computing Machinery Adventure Cycling Association
University Club of Boston San Francisco Italian Athletic Club
Ferrari Club of America St. Francis Yacht Club
Sports Car Club of America United States Sailing Association

Blog · Code · Photos

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