Cloud Assess is a leading AI-powered SaaS platform for competency based training, assessment and

workforce development. We help organisations deliver scalable, compliant and engaging learning

experiences across regulated industries including mining, construction, healthcare, aged care, rail

and transport, and vocational education. Founded in 2013, we work with customers across Australia,

Recent Zealand, the UK and around the world. We are a close-knit team, so everyone gets a real

influence on how we grow.

The Role

We are growing quickly, and our largest customers are now enterprise and government

organisations with complex technical, security and rollout requirements. We are looking for a senior,

hands-on Solutions & Delivery Lead to own the delivery of our largest implementations and to be the technical voice of Cloud Assess in front of senior customer stakeholders.

You will be leading the end-to-end delivery of major enterprise implementations, including multi-site

and multi-country rollouts. Alongside this, you will partner with Sales as our senior solutions

engineer, leading technical discovery, solution design and security reviews with customer CTOs,

architects and security teams.

This is a hands-on role, not a purely people-management one. You will be in the detail of

integrations, architecture and security conversations, and you will also be comfortable holding the

room with customer CTOs. If you are technically credible, at ease at executive level and enjoy being

a generalist in a small team, this role is for you.

1. Enterprise Delivery Leadership

- Major Rollouts: Lead our major enterprise and government implementations from kickoff to go-live, owning the project plan, risks and outcomes, and running steering committees with
- Technical Delivery: Lead configuration, integrations (SSO, APIs and webhooks), data migration, UAT and go-live, working closely with Product and Engineering, then hand over cleanly to Customer Success for adoption and expansion.
- Delivery Playbook: You will set the standard: a repeatable delivery methodology, templates and tooling that make each future implementation faster and more predictable.
- Senior Technical Voice: Be the senior technical presence in enterprise sales cycles,



so that the CEO and CTO no longer need to be in the room. Handle deep questions on integration architecture, security posture and data sovereignty with customer CTOs, architects and security teams.
- Technical Discovery & Solution Design: Lead discovery on our larger accounts, design solutions that meet customer requirements, and build tailored demos and proofs of concept.
- Security & Compliance: Lead security questionnaires, third-party risk assessments and data sovereignty requirements, and be the point of contact for how our AI capabilities use and protect customer data. You will also offer support across our ISO auditing where possible.
- Tenders, RFPs & Scoping: Own the technical sections of tenders and RFPs, scope and estimate implementations, and write statements of work so services are priced accurately.

Use and improve our in-house AI assistant for RFPs, pre-sales and security questionnaires.

- Lead and Upskill Pre-Sales: Lead our pre-sales specialist and coach them on integration architecture and technical discovery, and set best practice for how we run pre-sales.
- Sales Enablement: Translate what we are building into how the sales team should position it technically, and equip them to handle first-level technical questions with confidence.
- Voice of the Customer: Bring enterprise customer needs and delivery insights to Product and Engineering as our platform evolves.
- Room to Grow: Opportunity to lead the non-sales go-to-market functions, such as customer success and project delivery, once the key rollouts are delivered and you have shown the aptitude and attitude.
- Industry Presence: Represent Cloud Assess at conferences, industry events and customer forums.

Key Performance Indicators (KPIs)

- On-Time, On-Budget Delivery: Major rollouts and future implementations, delivered to agreed timelines and within scoped effort.
- Customer Outcomes:



High customer satisfaction at go-live and strong adoption in the months that follow.
- Technical Win Rate: Enterprise opportunities progressing through technical and security evaluation without delay.
- Team Capability: Pre-sales and sales team members handling technical conversations more confidently and independently.
- Scoping Accuracy: Minimal scope creep and a healthy services margin on implementation projects.
- Review Turnaround: Reduced time to complete RFPs, security questionnaires and risk assessments.

Qualifications & Experience

- Technical & Delivery Background: 7+ years across B2B SaaS implementation, solutions engineering or pre-sales, professional services or technical consulting, including leading complex implementations for enterprise or government customers.
- Technical Depth: Broad technical knowledge, including SaaS integrations (SSO, APIs, webhooks), data migration and cloud infrastructure (our platform runs on AWS). You may have previously been an engineer, and you should be comfortable working with AI tools.
- Consultative SaaS Experience: A background in SaaS roles where selling and onboarding are consultative and hands-on.
- Hands-On Mindset: Keen to roll up your sleeves and comfortable with a delivery-heavy role.
- Commercial Acumen: Experience scoping and pricing services, writing statements of work and protecting margin.
- Cultural Alignment: A baseline requirement of simply being a great human being!
- Desirable: Experience in learning, training, LMS or education platforms; a security or infrastructure background (security posture, data sovereignty, ISO 27001, SOC 2, the Essential Eight); involvement in ISO audits; experience in regulated industries such as mining, energy, emergency services, healthcare or government; PMP, PRINCE2 or similar.

Our Values

- Integrity: Acting with honesty, doing right by customers and team members, and maintaining high ethical standards.
- Inclusion: Valuing diverse perspectives and fostering a culture where everyone feels supported and empowered.
- Growth: Embracing continuous improvement, innovation and development in our product, our people, and our impact.
- Challenge: Being ambitious, solving complex problems, and striving to deliver exceptional

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📌 Solutions and Delivery Manager (Sydney)
🏢 Cloud Assess Pty
📍 Sydney