Chelsy Wesolowski

Available to hire

Language

English
Fluent
Spanish; Castilian
Fluent

Work Experience

AI Fellow Experience Supervisor at Handshake AI
August 2, 2025 - Present
Coached and developed a team of support agents through targeted feedback, performance reviews, and hands-on support, improving individual performance, consistency, and overall team metrics.
AI Support Specialist at Handshake AI
July 2, 2025 - August 2, 2025
Led agents through coaching, real-time guidance, and process optimization to ensure consistent execution of Zendesk queue workflows and achievement of SLA targets in fast-paced remote environments.
Senior LLM Specialist at Appen
January 2, 2025 - June 2, 2025
Conducted in-depth investigations of AI system outputs, identifying discrepancies, evaluating suitability for onboarding, and developing accurate resolutions; leveraged bilingual Spanish skills to support onboarding.
Senior LLM Specialist at Appen
July 2, 2025 - August 2, 2025
Led escalations and onboarding for high-demand projects, establishing scalable processes and coaching to ensure consistent execution and on-time project delivery.
Quality Manager at Appen
October 2, 2024 - January 2, 2025
Drove quality operations, ensured adherence to project standards, resolved data discrepancies, and improved accuracy and reporting using Excel-based analysis.
Senior Queue Manager at Scale AI
December 2, 2023 - October 2, 2024
Managed remote teams, coached and trained to optimize efficiency and service quality; monitored fraud audits and collaborated with cross-functional teams to resolve critical issues and meet SLA targets.
Owner & Operations Lead at Lopez Painting LLC
March 2, 2018 - May 2, 2025
Founded and operated a successful residential and commercial painting business; managed client communications, scheduling, budgeting, vendor negotiations, supply chain management, and marketing strategies to generate leads, grow a loyal client base, and ensure profitability.
Tasker Success Manager at Scale AI
June 2, 2023 - December 2, 2023
Led and managed contributors toward project goals, guiding critical issues to project teams, ensuring prompt resolutions, and maintaining a positive public image.
Senior Queue Manager at Appen
June 2, 2023 - December 2, 2023
Managed and supported remote teams, providing coaching, training, and performance feedback to optimize queue performance and SLA.
Support Specialist at Handshake AI
July 2, 2025 - August 2, 2025
Coached and developed a team of support agents through targeted feedback, performance reviews, and hands-on support, improving individual performance, consistency, and overall team metrics.
Fellow Experience Supervisor at Handshake AI
August 2, 2025 - Present
Coached and developed a team of support agents through targeted feedback, performance reviews, and hands-on support, improving individual performance, consistency, and overall team metrics.

Education

High School Diploma at Plainville High School
January 11, 2030 - June 2, 2026
High School Diploma at Point College
January 11, 2030 - June 2, 2026

Qualifications

Google Workspace Certification - Google Sheets
January 11, 2030 - June 2, 2026
AI for Recruiting Professional Certificate - LinkedIn Learning
January 11, 2030 - June 2, 2026
Zendesk Customer Service Professional Certification
January 11, 2030 - June 2, 2026
Google Workspace Certification – Google Sheets
January 11, 2030 - June 2, 2026
AI for Recruiting Professional Certification – LinkedIn Learning
January 11, 2030 - June 2, 2026
Zendesk Customer Service Professional Certification
January 11, 2030 - June 2, 2026

Industry Experience

Professional Services, Software & Internet, Media & Entertainment, Other