AI evaluation and development specialist with a background in technical documentation and hands-on experience evaluating frontier and state-of-the-art LLM outputs for accuracy, hallucination, fabrication, failure modes, and domain-specific quality. Demonstrated success in building AI agents, AI-powered web apps, and chatbots. Proven track record of AI-generating and enhancing code, text, images, and voice narration, with independent experimentation in adversarial prompting and safety bypassing.…

Jennifer Heller

Verified

AI evaluation and development specialist with a background in technical documentation and hands-on experience evaluating frontier and state-of-the-art LLM outputs for accuracy, hallucination, fabrication, failure modes, and domain-specific quality. Demonstrated success in building AI agents, AI-powered web apps, and chatbots. Proven track record of AI-generating and enhancing code, text, images, and voice narration, with independent experimentation in adversarial prompting and safety bypassing.…

Available to hire

AI evaluation and development specialist with a background in technical documentation and hands-on experience evaluating frontier and state-of-the-art LLM outputs for accuracy, hallucination, fabrication, failure modes, and domain-specific quality. Demonstrated success in building AI agents, AI-powered web apps, and chatbots.

Proven track record of AI-generating and enhancing code, text, images, and voice narration, with independent experimentation in adversarial prompting and safety bypassing.

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Language

English
Fluent

Work Experience

AI Tutor – Writing Specialist (Contract) at XAI (Remote)
January 1, 2026 - Present
Develop frontier LLM training data by designing evaluation prompts and analyzing responses for factual accuracy, instruction-following, understanding, presentation, clarity, grammar, domain-specific conventions, and failure modes including fabrication, hallucination, repetition, parroting, and sycophancy. Document findings with detailed reasoning for model post-training and compare responses between models and versions. Subject matter expert in technical writing for expert-level writing training data.
Contract Prompt Engineer at ThinkCerca
August 1, 2024 - December 1, 2025
Managed and delivered development projects for AI-powered web applications. Researched project requirements; planned and designed solutions; developed and presented proposals to management; built and demoed prototypes; modified designs based on feedback; QA-tested and published finished applications. Projects include Smart Lesson Builder (automated generation of reading lessons) and Sparky the Spark Assistant (prototype chatbot).
Senior Technical Writer at Trajector
June 1, 2024 - February 1, 2026
Established and managed documentation processes for Product and Engineering. Wrote and edited internal documentation, including release notes, user guides, and operational documents. Created and implemented a collaborative process for developing weekly release notes, including implementing AI automation and building a Notion site. Contributed to designing and writing content for the company intranet.
Prompt Engineer (Contract / Part Time) at Thinkcerca (Remote)
January 1, 2024 - January 1, 2025
Planned, designed, and developed AI-powered web applications. Reviewed and researched project requirements; planned and designed solutions; developed and presented proposals to leadership; built and demonstrated prototypes; QA-tested; resolved bugs; and improved functionality and designs. Built Smart Lesson Builder (AI lesson generation based on text passages and Common Core standards) and the Sparky Spark Assistant chatbot prototype.
Senior Technical Writer at Trajector (Remote)
January 1, 2024 - January 1, 2026
Established and managed documentation processes. Wrote and edited internal documentation including release notes, user guides, and operational documents.
Contract Prompt Engineer (Part Time) at ThinkCERCA
December 31, 2023 - November 29, 2025
Research project requests and plan, design, and develop AI-powered solutions using generative AI. Smart Lesson Builder: AI-powered web app that automatically generates reading lessons based on a passage from an article, book, or other text. Sparky the Spark Assistant: Chatbot that helps students understand reading lessons within diverse cultural and language contexts.
Technical Writer (Part Time) at Trajector
December 30, 2023 - January 29, 2026
Researched, wrote, and published weekly release notes. Wrote / edited internal documentation as needed.
Freelance Chat Bot Writer / Developer at Self-Employed
August 1, 2020 - March 1, 2021
Wrote, tested, and edited conversational flows for chatbots and voice assistants. Designed and built chatbots, including personas and intents. Reviewed user transcripts and modified scripts for clarity and usability. Rybot: Designed and developed Rybot, a chatbot that answered client questions and helped them place resume orders and use the resume generator. Placer County Alexa Skill: QA tested and edited voice assistant scripts. Progress Pop: Wrote and A/B tested scripts for chatbots that provided voter registration information through social media messaging platforms.
Tech Writer at Trustage
March 1, 2020 - April 1, 2024
Developed and managed documentation for Digital Storefront (DSF), including the DSF Academy knowledge base, API documentation, and release notes. DSF Academy: Built the knowledge base from the ground up and updated with each new release.
Chatbot Writer/Developer at Freelance (Remote / Philadelphia, PA)
January 1, 2020 - January 1, 2021
Wrote, tested, and edited conversational flows for chatbots and voice assistants. Designed and built chatbots including personas, avatars, and intents. Reviewed user transcripts and modified scripts for clarity and usability. Worked on Rybot (Ryno Resumes customer support chatbot), Placer County, CA Alexa Skill (FAQ voice assistant responses), and ProgressPop (A/B tested social chatbot scripts providing voting information).
Technical Writer at National Student Clearinghouse (Remote)
January 1, 2020 - January 1, 2024
Established documentation processes and designed, developed, and maintained documentation projects including knowledge bases, user guides, and tutorial videos.
Technical Writer (Part Time) at TruStage
January 1, 2020 - January 1, 2024
Planned, designed, created, and maintained documentation for fintech applications, including online knowledge bases, technical guides, LOS and API integration guides, and release notes.
Technical Writer II at National Student Clearinghouse
January 1, 2020 - January 1, 2024
Wrote, edited, and published documentation for edtech software applications, including user guides, online knowledge bases, tutorial videos, and PowerPoint presentations.
Technical Writer & Editor at Freelance (Remote / Philadelphia, PA)
January 1, 2012 - January 1, 2020
Independently managed and completed software documentation projects from requirements to delivery, including knowledge bases, help articles, user guides, training content, and release notes.
Freelance Technical Writer at Self-Employed
January 1, 2012 - March 1, 2020
Independently managed and completed software documentation projects from requirements to delivery, including knowledge bases, help articles, user guides, training content, and release notes.
Freelance Chatbot Writer/Developer at Self-employed
January 1, 2012 - January 1, 2021
Designed, built, and edited chatbots, conversation flows, and voice responses for clients in industries such as local government, nonprofit, and business services.
Freelance Technical Writer / Editor at Self-employed
December 30, 2011 - June 29, 2020
Developed end user software documentation and edited existing content for clients in various industries, including knowledge bases, online help articles, user manuals, and release notes.

Education

Master of Science in Technical Communication at Northeastern University
January 11, 2030 - December 22, 2025
Bachelor of the Arts in Communication at Southern New Hampshire University
January 11, 2030 - December 22, 2025
Associate of Specialized Business in Computer Technologies at Lansdale School of Business
September 1, 2010 - June 1, 2011
Master of Science in Technical Communication, Specialization in Writing for the Computer Industry at Northeastern University
January 11, 2030 - January 1, 2018
Bachelor of Arts in Communication, Concentration in Professional Writing at Southern New Hampshire University
January 11, 2030 - January 1, 2014
Associate of Specialized Business in Computer Technologies at Lansdale School of Business
January 11, 2030 - January 1, 2011
Master of Science in Technical Communication at Northeastern University
January 11, 2030 - August 14, 2026
Bachelor of the Arts in Communication at Southern New Hampshire University
January 11, 2030 - August 14, 2026
Associate of Specialized Business in Computer Technologies (Network Administration) at Lansdale School of Business
January 11, 2030 - August 14, 2026

Qualifications

Certified Prompt Designer for Conversational AI
January 11, 2030 - January 31, 2026
Prompt Engineering Foundations
January 11, 2030 - January 31, 2026
Introduction to Generative AI, Large Language Models, & Responsible AI
January 11, 2030 - January 31, 2026
Certified Conversational Designer
January 11, 2030 - January 31, 2026
Certification in Chatbot Writing & Design
January 11, 2030 - January 31, 2026
Code Foundations
January 11, 2030 - January 31, 2026
Certified JavaScript Developer (W3Schools)
January 11, 2030 - August 14, 2026
AI Red Teaming - Primer & Beginner (July AI)
July 1, 2024 - August 14, 2026
Certified Prompt Designer for Conversational AI (Conversation Design Institute)
January 11, 2030 - August 14, 2026
AI Foundations: Prompt Engineering (Arizona State University)
January 11, 2030 - August 14, 2026
Introduction to Generative AI, Large Language Models, & Responsible AI (Google Cloud)
January 11, 2030 - August 14, 2026
Code Foundations (Codecademy)
January 11, 2030 - August 14, 2026

Industry Experience

Education, Software & Internet, Financial Services, Non-Profit Organization, Professional Services, Media & Entertainment, Computers & Electronics, Government
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