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Neil Milne

Chief Product and Technology Officer – AI Content Engine Lead (HabitJam)

Australia flagMelbourne, Australia
$100.00/hrEntry LevelDon T Disclose

Key Skills

Software

Don't disclose

Top Subject Matter

Enterprise Software
Go to Market Strategy
Enterprise Engagement

Top Data Types

TextText
ImageImage
DocumentDocument

Top Task Types

Text Generation
Prompt Response Writing SFT

Freelancer Overview

I specialise in AI model evaluation and training data quality, with a focus on structured reasoning, decision systems, and real-world applicability of outputs. My background includes 30+ years in product and technology leadership, where I have designed and scaled complex systems, defined evaluation frameworks, and assessed trade-offs across product, commercial, and operational domains. This translates directly into AI training work where I can rigorously assess model responses for correctness, completeness, assumptions, and practical usability rather than surface-level accuracy. I bring particular strength in RLHF-style evaluation, prompt design, and scenario construction across business, SaaS, and GTM contexts. My work emphasises identifying subtle reasoning flaws, edge cases, and failure modes, and improving outputs to meet production-grade standards. I am also experienced in governance and safety-oriented evaluation, including enforcing constraints, structured outputs, and policy alignment, making me well-suited to higher-complexity training and evaluation tasks.

Entry LevelEnglish

Labeling Experience

Execution Partner – AI Tutor Data Training (AskTommi.ai)

TextPrompt Response Writing SFT
Partnered as Execution Partner for an edtech startup delivering a new digitally guard-railed K12 AI education platform. Defined initial requirements, designed technical architecture, and drove delivery of AI tutor for instructive content. Supervised creation and QA of prompt/response pairs for student-facing AI tutor interactions. • Led AI tutoring data generation activities aligned to K12 curriculum • Oversaw SFT dataset sourcing and prompt-response annotation • Established guardrails and content standards for child-appropriate model training • Coordinated QA and testing of AI-generated instructional outputs

Partnered as Execution Partner for an edtech startup delivering a new digitally guard-railed K12 AI education platform. Defined initial requirements, designed technical architecture, and drove delivery of AI tutor for instructive content. Supervised creation and QA of prompt/response pairs for student-facing AI tutor interactions. • Led AI tutoring data generation activities aligned to K12 curriculum • Oversaw SFT dataset sourcing and prompt-response annotation • Established guardrails and content standards for child-appropriate model training • Coordinated QA and testing of AI-generated instructional outputs

2025 - Present

Chief Product and Technology Officer – AI Content Engine Lead (HabitJam)

TextText Generation
Led the design and implementation of a GPT-driven content generation engine for a global behaviour-change and engagement platform. Developed structured prompts to produce high-quality, enterprise-grade text content at scale. Established foundation for automated, predictable content output integrated with analytics. • Responsible for AI content automation strategy and prompt engineering • Oversaw generation and validation of text outputs for behavioral science applications • Integrated prompt-based workflows to optimize content quality and relevance • Collaborated with engineering and analytics to monitor and evaluate AI-generated text

Led the design and implementation of a GPT-driven content generation engine for a global behaviour-change and engagement platform. Developed structured prompts to produce high-quality, enterprise-grade text content at scale. Established foundation for automated, predictable content output integrated with analytics. • Responsible for AI content automation strategy and prompt engineering • Oversaw generation and validation of text outputs for behavioral science applications • Integrated prompt-based workflows to optimize content quality and relevance • Collaborated with engineering and analytics to monitor and evaluate AI-generated text

2023 - Present

Education

U

University of South Australia

Bachelor of Applied Science, Computer and Information Science

Bachelor of Applied Science
1991 - 1993

Work History

A

AskTommi.ai

Execution Partner

Melbourne
2026 - Present
H

HabitJam

Chief Product And Technology Officer

Melbourne
2023 - Present