Domenico C.-AI Trainer & Red Team Specialist | LLM Evaluation

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Experience
AI Trainer & Red Team Specialist | LLM Evaluation
Designed technical prompts and created scoring rubrics for frontier model evaluation as a subject matter expert.
Graded LLM outputs for factual accuracy, source verification, and reasoning quality across business and technical domains.
Collaborated with international reviewer teams through iterative feedback cycles.
Performed prompt injection, jailbreaking, and bias elicitation on production LLMs.
Automated adversarial testing using Python and Ollama.
Property Manager
Managed the complete operational, administrative, and guest management cycle for a portfolio of tourist rental accommodations across Rome and Abruzzo.
Focused on maximizing owner profitability and ensuring exceptional guest experiences.
Conducted financial analysis and designed business plans for new opportunities.
Senior Consultant – Reward and Global Mobility
Mercer - Marsh McLennan Companies
Managed workforce reward strategies and global mobility projects for leading Italian companies, including job evaluations, grade map elaboration, and pay audits.
Conducted salary benchmarks and database analysis and published results of major annual surveys (e.g., Mercer) to over 600 top Italian participants.
Designed and benchmarked international mobility policies and expatriate packages, developing RACI models and flow charts for process governance.
Provided client training and consulting on expatriate management and critical market trends, including international remote working and talent clusterization.
Managed business development activities, including client meetings, commercial presentations, contracts, engagement letters, tendering procedures, and beauty contests.
Facilitated client adoption of digital HR solutions by delivering commercial demonstrations of proprietary Mercer tools.
Creative Manager (Internship)
LUISS Guido Carli
- Managed the creative space Luiss Language Café.
Promoter Team Leader
Shopwings
- Led a team responsible for distributing flyers.
Industry experience
See where this freelancer has spent most of their professional time.
Experienced in Professional Services, Information Technology, Tourism, Education, and Advertising.
Business area experience
See which departments and functions this freelancer has contributed to most.
Experienced in Operations, Human Resources, Project Management, Sales, Information Technology, and Quality Assurance.
Skills
- Prompt Engineering
- Llm Evaluation
- Rubric Design
- Ai Safety
- Ai Red Teaming
- Data Annotation
- Python (Computer Programming)
- Large Language Models (Llm)
- Microsoft Office Package: Microsoft Word, Excel, Powerpoint, Access
- Google Suite (Doc, Slides, Form, Sheet, Drive)
- Wordpress And Wix
- Google - Google Business, Google Ads & Google Analytics
- Mercer Digital Tools (E.G. Compensation Planning Report, Global Hr Monitor)
- Html Scraping
Languages
Education
University for Peace
Master of Arts in Development Studies and Diplomacy · Development Studies and Diplomacy · San José, Costa Rica
LUISS Guido Carli
Master's degree in International Management · International Management · Rome, Italy
Università G. D'Annunzio
Bachelor's degree in Economics and Management · Economics and Management · Pescara, Italy
Certifications & licenses
Red Teaming LLM Applications
DeepLearning AI
Google Digital Marketing & E-commerce Professional Certificate
Google IT Automation With Python Professional Certificate
IBM Generative AI Engineering With LLMs Specialization
IBM
Prompt Engineering For ChatGPT
Vanderbilt University
Introduction To Generative AI
Google Cloud
BI Level C1 Certificate In ESOL International (C1 CEFR)
British Institute
Bloomberg Market Concepts
Bloomberg LP
Start Up Officine Formative
Intesa Sanpaolo Innovation Center
Fundamentals Of Digital Marketing
Google Digital Technologies
Statistics
Experience
Global experience
Expertise
Qualifications
Profile
Frequently asked questions
Have questions? Find more information here.
Domenico is based in Rome, Italy.
Domenico speaks the following languages: Italian (Native), English (Advanced), Spanish (Advanced), French (Intermediate).
Domenico has at least 7 years of experience. During this time, Domenico has worked in at least 5 different roles and for 3 different companies. The average length of individual experience is 1 year and 4 months. Note that Domenico may not have shared all experience and actually has more experience.
Based on recent experience, Domenico would be well-suited for roles such as: AI Trainer & Red Team Specialist | LLM Evaluation, Property Manager, Senior Consultant – Reward and Global Mobility.
Domenico's most recent position is AI Trainer & Red Team Specialist | LLM Evaluation.
In recent years, Domenico has worked for Mercer - Marsh McLennan Companies.
Domenico is most experienced in industries like Professional Services, Information Technology, and Tourism. Domenico also has some experience in Advertising and Education.
Domenico is most experienced in business areas like Operations, Human Resources, and Project Management. Domenico also has some experience in Sales, Information Technology, and Quality Assurance.
Domenico has recently worked in industries like Professional Services, Information Technology, and Tourism.
Domenico has recently worked in business areas like Human Resources, Project Management, and Sales.
Domenico holds a Master in Development Studies and Diplomacy from University for Peace, a Master in International Management from LUISS Guido Carli and a Bachelor in Economics and Management from Università G. D'Annunzio.
Domenico has 10 certificates. Among them, these include: Red Teaming LLM Applications, Google Digital Marketing & E-commerce Professional Certificate, and Google IT Automation With Python Professional Certificate.
The availability of Domenico needs to be confirmed.
Daily rate distribution
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Calculated based on our freelancers’ daily rates as of 12 Sep 2026. Actual rates may vary depending on seniority level, experience, skill specialization, project complexity, and engagement length.
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