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Kayla Holliday

@kaylaholliday

I evaluate AI outputs for accuracy, safety, and real-world usefulness.

United States
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What I'm looking for

I’m looking for a role where I can apply careful evaluation, fact checking, and clear communication to improve AI quality or support education outcomes, working with a collaborative, detail-driven team.

I currently work as a Remote AI Trainer for DataAnnotation, evaluating AI responses to human prompts for accuracy, safety, and usefulness. I combine research and fact checking with intellectual reasoning to help ensure each AI-generated response delivers the best possible output.

I’ve also built a strong track record of supporting people in high-trust, fast-moving environments—substitute teaching Pre-K through 12, coordinating scholarship operations, and handling client support and advertising sales. I’m detail oriented and organized, adapt quickly to new routines, and consistently communicate clearly to maintain continuity and achieve goals.

Experience

Work history, roles, and key accomplishments

DA
Current

Remote AI Trainer

DataAnnotation

May 2026 - Present (3 months)

Evaluates AI responses to human prompts to ensure accuracy, safety, and usefulness. Uses research and fact checking along with intellectual reasoning to produce the best possible outputs.

US
Current

Substitute Teacher

Union & Broken Arrow Public Schools

Jan 2019 - Present (7 years 7 months)

Managed classrooms of 20–30 students by maintaining order and continuity of instruction. Adapted quickly to new environments by learning lesson plans and routines each day and supporting classroom management across grade levels and subjects.

WA

Client Services

Williams & Williams Real Estate Auctions

Jul 2008 - Sep 2009 (1 year 2 months)

Partnered with colleagues to deliver high-quality client support under tight deadlines. Adapted to multiple roles as business needs evolved and strengthened teamwork and communication in a fast-paced environment.

Education

Degrees, certifications, and relevant coursework

University of Tulsa logoUT

University of Tulsa

Bachelor of Communication and Women’s Studies, Women’s Studies and Communication

Earned a Bachelor of Communication and Women’s Studies, with coursework including public relations, interorganizational communication, and interpersonal communication.

Tech stack

Software and tools used professionally

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