Kassie Madson
AI Trainer Assistant
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About
Customer Support and Billing Professional with experience resolving billing discrepancies, handling high-volume inbound calls, and keeping accurate account records. Combines call center and front desk experience with recent remote work as a virtual assistant and AI quality reviewer; a clear written communicator comfortable with Google Workspace and Microsoft 365.
Experience
AI Trainer Assistant - Outlier/Upwork - Remote
(2025-12 - 2026-06)
- Reviewed AI-generated technical responses for accuracy and guideline compliance, flagged errors, and provided corrective feedback to boost model output quality.
- Followed detailed instructions and maintained a consistent standard across high-volume tasks.
- Built teams and scheduled AI testing appointments with them before releasing updates within the platform; writing all feedback in a journal for the AI Trainer to follow up with.
Virtual Assistant - Upwork - Remote
(2025-09 - 2025-11)
- Managed Facebook Marketplace listings for 4 clients and screened inquiries
- Forwarded qualified leads while maintaining accurate records in Google Sheets.
- Created and kept up with an organized email account for clients’ businesses
- Made appointments for clients with other professionals or leads generated from marketplace listings
Self-Employed Nail Technician - Nails By Kass - Fountain, CO
(2023-07 - 2025)
- Built a client base through referrals by offering last-minuite appointments at competitive prices
- Handled scheduling, bookings, and payments independently; using Google sheets to track all business and personal finances
- Followed strict hygiene and safety protocols
Nail Technicial - Posh Nail Bar - Colorado Springs, CO
(2022-12 - 2023-06)
- Provided nail services in a salon team setting, following high hygiene standards
- Marketed services/salon on social media to get new clients or repeat clients to return
- Attended trainings and confrences to keep experience and skills up to date at all times
- Resolved client concerns promptly and efficiently
Billing Representative - Spectrum - Colorado Springs, CO
(2022-01 - 2022-06)
- Handled inbound calls to reconcile delinquent accounts and coordinated with intermediaries to secure payments
- Resolved billing discrepancies and entered payment data in a high-volume call center [200+ payments weekly]
- Compared billing systems against account history to find payment conflicts, escalating unresolved cases to senior support
- Ran quality checks on bills and kept detailed account documentation
Warehouse Associate - Amazon - Colorado Springs, CO
(2021-07 - 2022-01)
- Maintained inventory accuracy with hand-held scanners and corrected discrepencies
- Inspected shipments for damage and met productivity and safety standards
Front Desk Receptionist - Holiday Inn Properties - Colorado Springs, CO
(2019-04 - 2021-07)
- Provided coordinated guest services for 50+ reservations each week and increased return bookings through excellent service.
- Managed multi-line phone systems by routing guest requests to housekeeping, maintenance, and management teams to resolve issues quickly.
Education
Bachelor of Science - Computer Science - Western Governors University (2028-2029)
Nail Technician Licensing - Paul Mitchell The School (2022-06 - 2022-12)

