Open to opportunities

Samuel Omwenga

@samuelomwenga

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AI trainer and legal writer specializing in compliant, jurisdiction-aware legal reasoning for regulated domains.

United States

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What I'm looking for

I am looking for work to draft discovery, pleadings, motions, and briefs for law firms, and train AI models using high‑quality legal analysis across various domains and to create structured training data—prompts, rewrites, rubrics, and evaluations—to improve model reasoning and compliance across jurisdictions.

I train and refine AI models using high quality legal analysis across contracts, constitutional, and immigration law domains, evaluating and rewriting outputs for accuracy, clarity, and regulatory alignment.

I build structured training data—prompts, rewrites, rubrics, and scenario based evaluations—to improve reasoning and ensure instruction aligned outputs across jurisdictions, while supporting multi-jurisdictional legal workflows.

With a background as a law clerk and a founder/principal attorney, I’ve handled litigation support, legal research and drafting, and wide-ranging immigration matters, along with operational compliance work like IP enforcement (DMCA notices, copycat detection) and governance-aligned updates to Terms of Service, Privacy Notices, and content policies.

Experience

Work history, roles, and key accomplishments

Current

AI Trainer & Law Writer

Current

Medallion Law Writers

May 2025 - Present (1 year 1 month)

Trains and refines AI models using legal analysis across contracts, constitutional, and immigration law, evaluating and rewriting outputs for accuracy, clarity, and regulatory alignment. Creates training data and supports multi-jurisdictional and global AI governance workflows, including GDPR and related compliance assessments.

AI Model Training Legal Analysis Prompt Engineering Contract Review Constitutional Law Immigration Law GDPR Compliance AI Governance Data Labeling Legal Writing

Law Clerk - Consumer Justice

Consumer Justice Law Firm

Nov 2023 - May 2025 (1 year 6 months)

Conducted legal research and drafted pleadings, including complaints, motions, and appellate briefs. Prepared requests and responses to discovery for major civil litigation matters.

Legal Research Discovery Responses Motion Practice Civil Litigation Legal Writing

Freelance Legal Writer

Medallion Law Writers

Jan 2013 - Nov 2023 (10 years 10 months)

Provided legal research and writing services for contracts and immigration law, including analyzing case law and preparing or editing study materials for law students and bar exam candidates. Created SEO marketing content and authored a weekly legal analyst column for the Star Newspaper in Kenya.

Legal Research Legal Writing Immigration Law SEO Content Writing Editorial Writing

Founder & Principal Attorney

Law Office of Samuel N. Omwenga, PC

Jan 1999 - Dec 2012 (13 years 11 months)

Founded and led an immigration-focused law practice for 12+ years, providing removal defense, adjustment of status, and employment-based visa representation for individuals through Fortune 500 companies. Delivered thought leadership on U.S. immigration policy and handled operational compliance tasks including DMCA/IP enforcement and contract/TOS/privacy policy reviews aligned with emerging governa

Immigration Law Removal Defense Adjustment Of Status Legal Strategy Contract Review GDPR Compliance

Law Clerk (US DOJ)

CACI

Jun 1997 - Dec 1998 (1 year 6 months)

Provided litigation support to U.S. Department of Justice attorneys in the Civil Rights division and later in the Commercial section. Assisted with federal litigation work including legal research and drafting support.

Litigation Support Federal Civil Rights Law Commercial Litigation Legal Research Legal Drafting Case Management Support

Education

Degrees, certifications, and relevant coursework

Rutgers, the State University of New Jersey School of Law

Juris Doctor, Law

Activities and societies: President, Student Bar Association; Clinic in Constitutional Law Litigation; Who’s Who Among American Law Students.

Earned a Juris Doctor (J.D.) at Rutgers Law. Served as a President of the Student Bar Association and participated in the Clinic in Constitutional Law Litigation.

University of Maryland, College Park

Bachelor of Arts, Government and Politics

Activities and societies: Columnist, The Diamondback; Who’s Who Among American College Students; Selected Honors Program participant; Academy of Leadership participant; Congressional intern for Senator Edward M. Kennedy.

Earned a Bachelor of Arts in Government and Politics from the University of Maryland, College Park. Participated in the Honors Program and held student leadership and journalism roles.