Head of Product and AI Innovation

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🕒 April 14

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Aspire Software

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

☁️ SaaS

🏢 Enterprise

🤝 B2B

SaaS • Enterprise • B2B

Aspire Software is a company that focuses on acquiring and nurturing businesses with a strong foundation in outstanding products and passionate teams. As part of the Valsef Group, Aspire Software offers resources, knowledge, and a suite of best practices to enhance and expand operations for continuous improvement and sustainable growth. The company emphasizes decentralization to unlock innovation and adaptability within its acquired entities. Aspire Software is dedicated to serving its customers through long-term technology partnerships, leveraging capital and expertise in various verticals to grow both the businesses and individuals involved.

📋 Description

• 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 • Build working product solutions using AI as the primary execution medium, moving from problem framing to working solution without reliance on legacy SDLC rituals • Engage directly with hospitality customers to understand operational challenges and validate product assumptions • Audit business functions for high-value automation opportunities and prioritize by impact, feasibility, and learning velocity • Act as the bridge between executive direction and ground-level product and engineering execution • Build, lead, and mentor a high-performing product team, instilling a culture of ownership, experimentation, and customer-centricity

🎯 Requirements

• 8+ years in product management or product leadership in B2B SaaS or enterprise software • Demonstrated ability to design, prototype, and ship working AI-enabled solutions in a commercial environment • Experience managing both a core product roadmap and client-specific custom development, with the discipline to balance and prioritize across both • Strong understanding of modern software architecture, APIs, cloud services, and AI/ML technologies and their practical applications • Familiarity with hospitality technology, POS systems, or adjacent verticals is an advantage • 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.