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Andrea Simboli

Head of Legal | AI & Legal Technology Consultant I

Italy flagMilan, Italy
$99.00/hrIntermediateInternal Proprietary Tooling

Key Skills

Software

Internal/Proprietary Tooling

Top Subject Matter

Legal (contract analysis, corporate law, compliance)
Legal (contract analysis, regulatory compliance)
Legal Services & Contract Review

Top Data Types

TextText
DocumentDocument

Top Task Types

RLHFRLHF
Fine-tuningFine-tuning
Evaluation/RatingEvaluation/Rating

Freelancer Overview

Head of Legal | AI & Legal Technology Consultant | 36BRAINS | RSM International. Brings 21+ years of professional experience across legal operations, contract review, compliance, and structured analysis. Core strengths include Internal and Proprietary Tooling. Education includes Juris Doctor, Università degli Studi di Padova and Certificate, IE Business School (2018). AI-training focus includes data types such as Text and Document and labeling workflows including Evaluation and Rating.

IntermediateEnglishItalian

Labeling Experience

Mercor Harvey.ai project

TextEvaluation Rating
Harvey AI legal agent training. Prompt, golden response, rubrics, etc.

Harvey AI legal agent training. Prompt, golden response, rubrics, etc.

2025 - 2026

Head of Legal | DILITRUST

Document
Led the optimization of AI-powered contract review systems by providing feedback on legal accuracy and completeness of model outputs. Used structured review forms to identify content needing correction and suggest iterative improvements. Ensured that annotated legal drafts met compliance requirements and practical standards.• Enhanced contract review workflow with model-in-the-loop feedback • Maintained legal rigor while boosting workflow efficiency via AI integration • Focused on annotating and reviewing multi-jurisdictional legal agreements • Delivered detailed correction notes to data science teams

Led the optimization of AI-powered contract review systems by providing feedback on legal accuracy and completeness of model outputs. Used structured review forms to identify content needing correction and suggest iterative improvements. Ensured that annotated legal drafts met compliance requirements and practical standards.• Enhanced contract review workflow with model-in-the-loop feedback • Maintained legal rigor while boosting workflow efficiency via AI integration • Focused on annotating and reviewing multi-jurisdictional legal agreements • Delivered detailed correction notes to data science teams

2023 - 2025

Head of Legal | AI & Legal Technology Consultant | 36BRAINS | RSM International

Text
Evaluated AI model outputs for contract analysis and legal research to ensure factual accuracy, legal correctness, and practical reliability. Developed structured feedback using detailed rubrics, scoring and ranking model responses based on veracity and logical soundness. Identified incorrect legal references, misleading reasoning, and instances of model hallucination in generated content.• Designed realistic legal prompts and scenarios for model testing • Collaborated with technical teams to translate legal concepts for AI use • Provided evidence-based justifications for model improvements • Focused on high-stakes corporate law and compliance subject matter

Evaluated AI model outputs for contract analysis and legal research to ensure factual accuracy, legal correctness, and practical reliability. Developed structured feedback using detailed rubrics, scoring and ranking model responses based on veracity and logical soundness. Identified incorrect legal references, misleading reasoning, and instances of model hallucination in generated content.• Designed realistic legal prompts and scenarios for model testing • Collaborated with technical teams to translate legal concepts for AI use • Provided evidence-based justifications for model improvements • Focused on high-stakes corporate law and compliance subject matter

2022 - 2023

Education

I

IE Business School

Certificate, Legal Technology and Startups

Certificate
2018 - 2018
U

University of Virginia School of Law

Certificate, Law Advocacy

Certificate
2017 - 2017

Work History

E

ERM

Regional Counsel EMEA

Milan
2025 - Present
D

DILITRUST

Head of Legal

Milan
2023 - 2025