OS

Olivia Smithies

Available to hire

I thrive on solving complex problems.

About

I thrive on solving complex problems. I bring over eight years of legal experience spanning litigation and corporate commercial practice, and two years of graduate study conducting research and teaching philosophy at the university level, giving me a unique interdisciplinary perspective for cutting-edge AI projects.

Currently, I divide my time between legal research and producing training data for frontier models. In addition to contributing as a legal expert, I am interested in joining generalist projects and those requiring specialized knowledge in language and cognition.

  • 14 years' experience
  • Joined February 2026

Industry experience

  • Professional Services
  • Media & Entertainment
  • Education

Work experience· 9 roles

Lawyer, Research, and AI Consultant · Smithies LawJan 2024 – Present · 2 yrs 11 mos

Data annotation, labeling, prompt engineering, prompt and rubric drafting, legal research and litigation support.

Counsel, Litigation Department · Bell Canada (Secondment)Jan 2022 – Jan 2023 · 1 yr 1 mo

Areas of Practice: Personal Injury, Commercial Litigation, and Environmental Litigation.

Lawyer · Blakes, Cassels & Graydon LLPJan 2021 – Jan 2024 · 3 yrs 1 mo

Areas of practice: Product Liability Litigation, Competition, Securities (Structured Products), and Due Diligence.

e-Discovery Counsel · Heuristica Discovery CounselJan 2019 – Jan 2021 · 2 yrs 1 mo
Associate · Jones Litigation PartnersJan 2018 – Jan 2019 · 1 yr 1 mo
Independent Contractor · Heuristica Discovery CounselJan 2017 – Jan 2018 · 1 yr 1 mo
Summer and Articling Student · Derstine Penman Criminal LawyersJan 2015 – Jan 2017 · 2 yrs 1 mo
Lecturer and Teaching Assistant · Western UniversityJan 2008 – Jan 2010 · 2 yrs 1 mo

Education

Juris Doctor · Osgoode Hall Law School2013 – 2016
PhD Candidate · Western University2009 – 2010
Master of Arts · Western University2008 – 2009
Honors Bachelor of Arts · The University of Toronto2004 – 2007

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