Onsite AI Sales Enablement Trainer in Sydney

Skills Union combines workforce technology and training delivery to help employers, universities and governments achieve measurable, long-term employment outcomes. Our work spans three areas: talent strategy, industry-aligned training, and technology. We design programmes mapped to real job roles and the AI capabilities employers now expect, then deliver them at scale across institutions, regions, and delivery models.

This role sits within our training delivery practice. It is an onsite role based in Australia. You must have the right to work in Australia. Freelance and contract positions are available.

We are looking for a commercially sharp Technical Sales Enablement Trainer to deliver training programs that equip our channel partners with the skills to effectively identify, qualify, and convert opportunities for OpenAI Codex and OpenAI's frontier AI platforms.

The ideal candidate does not need to be a deep AI researcher, but must understand the Codex and frontier AI value proposition well enough to train partners on positioning, use-case mapping, and commercial storytelling. You should be able to translate sales strategy and methodology into clear, practical learning experiences that help partners improve pipeline quality, shorten sales cycles, increase win rates, and build lasting client relationships around AI adoption.

Key Responsibilities:

• Training Delivery: Deliver high-quality, engaging workshops and training sessions for channel partner sales teams covering customer qualification, persona development, discovery techniques, objection handling, value selling, and pipeline management — all in the context of selling OpenAI Codex and frontier AI platform adoption.
• Customer Qualification Frameworks: Teach partners how to apply structured qualification methodologies (such as BANT, MEDDIC, CHAMP, or SPIN) to assess prospect fit for AI adoption.
• Ideal Customer Profile & Persona Development: Guide partners through defining ideal customer profiles for Codex and frontier AI adoption.
• Discovery & Needs Analysis: Train partners on how to conduct effective discovery conversations that uncover AI-relevant pain points.
• Value Proposition & Use-Case Mapping: Help partner teams articulate the value of OpenAI Codex and frontier AI platforms in practical business terms.
• Client-Facing Facilitation: Lead training sessions with confidence for mixed audiences.
• Curriculum Customisation: Adapt training content to suit each partner's market, vertical focus, sales maturity, and the types of clients they serve.
• Sales Simulations & Role-Plays: Design and facilitate realistic sales scenarios centred on selling AI adoption to enterprise buyers.
• Objection Handling for AI Sales: Equip partners to handle common objections specific to enterprise AI procurement.
• Consultative Discovery: Work with partner stakeholders to understand current sales capabilities and desired commercial outcomes.
• Learner Support: Guide learners through hands-on activities and provide real-time coaching during role-plays.
• Assessment & Feedback: Evaluate learner progress and provide clear recommendations for ongoing skill development.
• Sales Tools & Technology: Introduce best practices for using CRM systems and sales engagement platforms.
• Continuous Improvement: Stay current with OpenAI product updates and continuously improve course materials.

Required Skills & Qualifications:

• Sales Methodology Expertise: Deep working knowledge of established sales qualification and discovery frameworks.
• Experience: Minimum 3–5 years of experience in B2B sales, sales enablement, or related commercial roles.
• Technical Product Fluency: Sufficient understanding of AI platforms and software development workflows.
• Qualification & Pipeline Skills: Demonstrated ability to teach structured lead qualification and opportunity scoring.
• Buyer Persona & ICP Development: Experience building ideal customer profiles and multi-stakeholder buyer personas.
• Discovery & Consultative Selling: Strong ability to model and teach effective discovery conversations.
• Objection Handling & Negotiation: Skilled at teaching techniques for handling common sales objections.
• Communication & Facilitation: Outstanding verbal and written communication skills.
• Coaching & Feedback: Proven ability to observe sales behaviours and provide constructive feedback.
• Commercial Acumen: Able to connect sales skills training to measurable business outcomes.
• CRM & Sales Tool Literacy: Familiarity with CRM platforms and sales enablement tools.
• Adaptability: Comfortable working across different partner organisations and industries.
• Instructional Design Awareness: Ability to design or co-design exercises and assessment rubrics.

Qualifications:

• A diploma or degree in business, marketing, communications, psychology, education, or a related field is preferred.
• Prior experience training partner or channel sales teams is highly desirable.
• Certifications in sales methodologies or instructional design will be a strong advantage.

This role is crucial for helping channel partners move beyond general AI enthusiasm into disciplined, high-quality selling. The Sales Enablement Trainer will equip partner teams with the commercial skills to identify the right buyers, ask the right questions, qualify opportunities effectively, and articulate AI value in terms that resonate with both technical and business decision-makers.