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# Dylan O\.

**Headline:** AUDITING THE INTELLIGENCE \| Handshake AI Quality Auditor \| Current pay rate: $65\-100/hr, project\-based, looking for FTE remote positions, even if it’s less money
**Profession:** Lead AI Quality Analyst / Systems Auditor
**Location:** Greater Tampa Bay Area

## About

Dylan O\. is a Lead AI Quality Analyst and Systems Auditor at Handshake and an LLM & Multimodal Evaluation Specialist at Outlier AI\. Dylan works primarily in the Psychology and English domains, while also supporting projects across additional fields through broad evaluation and auditing capabilities\. Dylan’s strengths include quality governance, compliance, multimodal evaluation, logical coherence assessment, factual groundedness, red\-teaming, error taxonomy development, and process standardization\. At Handshake, Dylan formalized an atomic\-logic Content Quality Rubric that achieved more than 90% objective agreement across distributed auditing teams and architected a Secondary Audit layer to identify systemic documentation errors\. Dylan also authored internal playbooks that brought technical 3D\-modeling auditors to proficiency in under five days, despite serving as an auditor rather than a 3D\-modeling subject\-matter expert\. Dylan has worked on a 3D\-modeling project and a Sheets, Slides, and Docs visual\-design project for OpenAI\. Current work is project\-based and contract\-based Dylan is seeking remote full\-time employment, including roles that may pay less than current contract rates\.

## Services

- Experimental Psychology
- Marketing Analytics
- Qualitative Research
- Copywriting
- Applied Mathematics
- Voice Acting
- Accounting
- Data Annotation

## Highlights

- Formalized a Content Quality Rubric based on atomic logic and Mandatory\-versus\-Valuable criteria, achieving more than 90% objective agreement across distributed auditing teams\.
- Architected a Secondary Audit, or QA\-of\-QA, layer to identify systemic documentation errors, reduce content ambiguity, and improve AI\-ingestion\-layer accuracy\.
- Authored internal playbooks that reduced technical 3D\-modeling time to proficiency to under five days while serving as an auditor rather than a 3D\-modeling SME\.
- Classified as a subject\-matter expert in Psychology and English at Handshake\.
- Worked on multimodal standardization through a 3D\-modeling project and a Sheets, Slides, and Docs visual\-design project for OpenAI\.
- Evaluates multimodal outputs for logical coherence and factual groundedness\.
- Refined red\-teaming prompts to identify edge\-case vulnerabilities in model alignment\.
- Contributed to internal taxonomies for model\-error categorization\.
- Passed internal skills screenings for deployment to more than five fields with shortages outside Dylan’s degree area\.
- Earned a Master of Arts in Library and Information Science from the University of South Florida\.
- Earned a Bachelor of Applied Science in Organizational Administration from Pasco\-Hernando State College\.
- Skills include Experimental Psychology, Marketing Analytics, Qualitative Research, Copywriting, Applied Mathematics, Voice Acting, Accounting, and Data Annotation\.

## Experience

- **Lead AI Quality Analyst / Systems Auditor at Handshake** (2025\-10\-01–present) — current pay rate: $65 to $100/hr, depending on project • Governance & Compliance: Formalized a rigorous Content Quality Rubric based on atomic • logic \(Mandatory vs\. • Valuable criteria\), achieving 90%\+ objective agreement across distributed • auditing teams\. • Process Standardization: Architected a "Secondary Audit" layer \(QA of QA\) to identify • systemic errors in documentation, reducing content ambiguity and improving the accuracy of • AI\-ingestion layers\. • Rapid Enablement: Authored high\-impact internal playbooks that reduced time\-to\-proficiency • to under 5 days for technical 3D modeling despite being deployed as an auditor for the project • as a non\-3D modeling SME\. • SME Classification: Psychology, English • Multimodal standardization: worked on a 3D modeling project and a Sheets/Slides/Docs visual design project for OpenAI\.
- **LLM & Multimodal Evaluation Specialist at Outlier AI** (2023\-04\-01–present) — Current pay rate: $40\-50/hr, depending on project • Evaluated multimodal outputs based on logical coherence and factual groundedness\. • Refined red‐teaming prompts to identify edge‐case vulnerabilities in model alignment\. • Contributed to internal taxonomies for model error categorization • Passed internal skills screenings to be deployable to 5\+ fields where there was a shortage • outside of my degree\.

## Education

- Master of Arts, Library and Information Science — University of South Florida (2023\-01\-01)
- Bachelor of Applied Science, Organizational Administration — Pasco\-Hernando State College (2021\-01\-01)

## FAQ

### What does Dylan do?

Dylan O\. is a Lead AI Quality Analyst and Systems Auditor at Handshake and an LLM & Multimodal Evaluation Specialist at Outlier AI\.

### What are Dylan’s primary areas of expertise?

Dylan’s primary subject\-matter classifications are Psychology and English\. Dylan is also deployable as support in other domains\.

### What does Dylan do at Handshake?

At Handshake, Dylan works as a Lead AI Quality Analyst and Systems Auditor\. Dylan formalizes quality standards, audits systems and documentation, develops enablement materials, and supports multimodal standardization work\.

### What did Dylan accomplish with content\-quality governance at Handshake?

Dylan formalized a rigorous Content Quality Rubric based on atomic logic, distinguishing Mandatory from Valuable criteria\. The rubric achieved more than 90% objective agreement across distributed auditing teams\.

### What is Dylan’s Secondary Audit work at Handshake?

Dylan architected a Secondary Audit layer, or QA of QA, to identify systemic errors in documentation\. This work reduced content ambiguity and improved the accuracy of AI\-ingestion layers\.

### How did Dylan support rapid enablement for a 3D\-modeling project?

Dylan authored internal playbooks for a technical 3D\-modeling project that reduced time to proficiency to under five days\. Dylan created these materials while deployed as an auditor rather than as a 3D\-modeling subject\-matter expert\.

### What OpenAI\-related multimodal projects has Dylan worked on?

Dylan worked on a 3D\-modeling project and a Sheets, Slides, and Docs visual\-design project for OpenAI\.

### What does Dylan do at Outlier AI?

At Outlier AI, Dylan evaluates multimodal outputs for logical coherence and factual groundedness, refines red\-teaming prompts for alignment vulnerabilities, and contributes to internal model\-error taxonomies\.

### What model\-alignment and error\-analysis work has Dylan done?

Dylan refined red\-teaming prompts to identify edge\-case vulnerabilities in model alignment and contributed to internal taxonomies used to categorize model errors\.

### How broadly can Dylan be deployed across fields?

Dylan passed internal skills screenings that enabled deployment to more than five fields experiencing staffing shortages outside Dylan’s degree area\.

### What is Dylan’s current pay rate at Handshake?

Dylan’s Handshake work currently pays $65 to $100 per hour depending on the project\. The work is contract\-based and project\-based\.

### What is Dylan’s current pay rate at Outlier AI?

Dylan’s Outlier AI work currently pays $40 to $50 per hour depending on the project\. The work is contract\-based and project\-based\.

### What is Dylan’s graduate education?

Dylan holds a Master of Arts in Library and Information Science from the University of South Florida\.

### What is Dylan’s undergraduate education?

Dylan holds a Bachelor of Applied Science in Organizational Administration from Pasco\-Hernando State College\.

### What skills does Dylan bring to AI quality and evaluation work?

Dylan’s listed skills include Experimental Psychology, Marketing Analytics, Qualitative Research, Copywriting, Applied Mathematics, Voice Acting, Accounting, and Data Annotation\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/dylan\-o\-berry

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