Oliver T. Williams

Handshake AI & DataAnnotation

Handshake AI & DataAnnotation

• Authored complex graphic design project briefs to stress-test AI model capabilities across 2D software including GIMP, Inkscape, and Krita.
• Evaluated composition, lighting, and aesthetic quality of AI-generated images, identifying inconsistencies and visual artifacts.
• Developed structured evaluation rubrics and scoring datasets to train machine learning models on professional design standards.

• Developed structured, binary evaluation rubrics and scoring datasets that directly train machine learning models to assess design outputs.
• Translated design workflows into deterministic verification processes used by automated systems to grade outputs and optimize model weights.
• Reviewed and graded AI-generated text and images for accuracy, quality, and logical flow, providing detailed written rationales for each decision.

Thomson Reuters

• Reviewed and categorized sensitive tax data using Excel and internal software, consistently exceeding high-volume daily targets during peak tax season.

City of Shorewood

• Designed print and digital materials for city events, including brochures, flyers, and social media graphics, ensuring adherence to municipal branding guidelines.
• Standardized all public forms by converting them into accessible, fillable PDFs using Adobe Acrobat Pro, improving office efficiency.

Various Clients

• Designed tour and performance flyers for Minneapolis musicians Dessa and Jeremy Messersmith, delivered in print and digital formats.
• Provided logo systems, brand guidelines, and promotional assets for clients including The Forged Group and Pyrkia Health.