Overview
H&L; POS (Hospitality & Leisure) is a leading provider of point-of-sale and integrated business management solutions purpose-built for the hospitality and food & beverage sectors. With more than 30 years of industry experience, H&L; delivers flexible POS, back-of-house, inventory, workforce management and reporting systems that help hotels, pubs, restaurants, bars, clubs, cafés, liquor retailers and event venues operate efficiently and profitably.
Our platform connects front-of-house sales with stock control and data management, supports online ordering, table service, reservations and advanced reporting, and integrates with more than 150 hospitality technology partners. H&L;'s customer-centric approach and deep sector expertise enable operators to focus on delivering exceptional guest experiences while maintaining visibility, control and sustainable growth across their businesses.
The Opportunity
H&L; is entering its next phase of growth. As a well-established hospitality technology provider with a strong customer base and a respected product suite, we have a significant opportunity to modernize how we operate and compete, and AI is at the center of that ambition.
We are seeking a senior, hands-on product and AI leader to own both the evolution of our product platform and the practical integration of AI across the business. This is not a research or advisory role. It is a dual mandate: build and ship products that customers value and pay for, and deploy AI in ways that make H&L; measurably faster, leaner, and more competitive.
The Head of Product & AI Innovation Lead will work directly with the Managing Director and the leadership team to drive product strategy, validate and launch AI-powered features, redesign internal workflows, and deliver tangible business outcomes. Success in this role is measured by impact: product adoption, customer retention, margin improvement, and faster execution across the organization.
Key Responsibilities
Product Strategy & Roadmap
Own the end-to-end product strategy and roadmap, aligned with company objectives
Drive product discovery and validation through structured customer research, rapid prototyping, and market testing
Oversee the full product lifecycle from ideation through commercialization and scaling, with a clear prioritization framework
Set strategic objectives and measurable success metrics for all product initiatives
Balance the evolution of the core platform with client-specific custom development
Establish capacity visibility across the product and engineering pipeline so that client commitments are made with confidence and delivery delays become the exception
AI-Powered Product Development
Build working product solutions using AI as the primary execution medium, moving from problem framing to working solution without reliance on legacy SDLC rituals
Rapidly prototype, iterate, and refine solutions to validate ideas early
Conduct structured discoveries with customers to identify the highest-value opportunities; build a clear business case quantifying revenue uplift, cost savings, or retention impact before committing to development
Leverage AI across the full development loop (requirements analysis,



design exploration, implementation, and testing) to move faster and with greater precision
Identify and develop new revenue streams driven by AI capabilities, evaluated on impact, feasibility, and learning velocity
Customer Engagement & Commercial Validation
Engage directly with hospitality customers to understand operational challenges and validate product assumptions
Measure and report on adoption, satisfaction, and commercial impact of new features
Support pricing and packaging strategies for product offerings in partnership with Sales and the Managing Director
AI Innovation Lead Across the Organization
Lead the cultural shift toward AI-first thinking across the organization: this is about fundamentally changing how people work, make decisions, and solve problems
Establish clear expectations for AI adoption and embedding AI into day-to-day operating processes across every function and create practical enablement programs that meet people where they are
Partner with team leaders across the business to set function-specific AI adoption goals, track progress, and create accountability
Internal AI Transformation
Audit business functions for high-value automation opportunities and prioritize by impact, feasibility, and learning velocity
Build and deploy working AI agents and automated workflows that eliminate repetitive manual work. Not plans or recommendations, but live solutions.
Build AI capability across teams through hands-on enablement
Define clear success metrics for every internal AI initiative across the business; report measurable outcomes
Cross-Functional AI Leadership & Organizational Alignment
Act as the bridge between executive direction and ground-level product and engineering execution
Collaborate closely with all functions to maintain alignment on product direction and delivery commitments
Align teams around clearly defined AI business outcomes; influence through credibility, evidence, and shipped results rather than hierarchy
Communicate product and AI strategy clearly and regularly to all stakeholders
Represent H&L; externally in discussions relating to product capability and AI innovation
People & Team Leadership
Build, lead, and mentor a high-performing product team, instilling a culture of ownership, experimentation, and customer-centricity
Hire, develop, and retain product talent; build a team capable of scaling with the Company's ambitions
Set clear performance expectations, conduct regular reviews, and actively support career development and progression
Operate as a founder-like leader: take accountability for outcomes from ideation through to scale
What This Role Is Not
Not a backlog or roadmap-only role. This role builds, ships, and measures.
Not a handoff-based product manager.



Requirements do not get thrown over the fence to engineering
Not a requirements writer detached from execution. You move from problem understanding to working solution
Not an AI theorist or strategist disconnected from commercial impact. Every initiative must demonstrate measurable value
This is a business transformation role with full commercial accountability. Bias toward action is non-negotiable
Required Skills & Experience
Technical & AI Capability
Demonstrated ability to design, prototype, and ship working AI-enabled solutions in a commercial environment.
Strong understanding of modern software architecture, APIs, cloud services, and AI/ML technologies and their practical applications
Experience with agentic workflows, automation tooling, and AI governance frameworks
Ability to think across systems, integrate multiple workflows, and engage engineering teams with precision
Product & Commercial Acumen
8+ years in product management or product leadership in B2B SaaS or enterprise software
Experience managing both a core product roadmap and client-specific custom development, with the discipline to balance and prioritize across both
Strong commercial instincts: you build business cases, deprioritize low-ROI work
Familiarity with hospitality technology, POS systems, or adjacent verticals is an advantage
Experience driving operational or digital transformation initiatives with measurable commercial outcomes
Leadership & Communication
Proven ability to drive change in established environments and influence across functions without formal authority
Able to write a tight spec, run a sprint, hold engineering accountable to timelines, and communicate clearly to clients and executives
Experience engaging directly with customers or end users; ability to explain AI systems clearly and responsibly
Strong bias toward action: you ship things, measure them, and improve based on what you learn
Success Profile
Commercially pragmatic and outcome-driven, motivated by measurable improvement rather than theoretical innovation
Technically fluent yet business-focused, comfortable moving between a customer conversation and an engineering spec
A confident decision-maker in environments with ambiguity and competing priorities
Comfortable working across functional boundaries and influencing senior stakeholders
A hands-on leader who models the bias toward action they expect from their team
Why Join H&L;
This is an opportunity to lead a meaningful transformation within a well-established hospitality technology business at a genuine inflection point. AI has changed what is possible: in how software is built, what it can do for end users, and how businesses like H&L; can operate.
The Role Offers
Direct access to and support from the Managing Director and leadership team
Real organizational scope: both product and internal transformation sit within this mandate
A global customer base and a platform with decades of domain depth to build on
A small, senior team where your decisions have outsized impact
Competitive compensation and the prospect to shape how AI is embedded across an entire operating model
#AspireSoftware #H&L;
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📌 Head Of Product Engineering & Ai (Australia)
🏢 H&L POS
📍 Australia