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VP of Technology and Engineering - SaaS Platform and Engineering Operations

VP of Technology and Engineering - SaaS Platform and Engineering Operations 

roommaster | Aspire Software | Remote – North America

We are seeking a VP of Technology and Engineering to lead this next phase of growth. Reporting directly to our leadership team, the successful VP of Technology and Engineering will be responsible for engineering delivery, DevOps, QA, and IT operations, driving innovation and operational excellence across the organization.

The Opportunity:

As the senior technology leader for roomMaster, you will own the delivery, performance, and continuous improvement of our modern cloud platform. You will combine strategic leadership with hands-on operational execution — ensuring our technology organization scales effectively to meet customer, product, and business needs. 

This is a unique opportunity for a CTO or VP caliber leader to shape the technology direction of a growing SaaS platform within Aspire’s global ecosystem.

About Aspire Software: Aspire Software, an operating group of Valsoft Corporation, acquires, builds, and grows vertical market software companies around the world. Aspire empowers each business to operate with entrepreneurial autonomy while benefiting from shared expertise, leadership, and collaboration across its portfolio. Aspire’s philosophy is to invest in well-established software businesses and foster innovation, long-term thinking, and operational excellence – helping each company become a leader in its respective industry.

About roommaster: roommaster is a trusted hospitality management platform within Aspire’s Travel and Leisure division, serving thousands of properties worldwide. The platform is in the midst of an exciting modernization journey – advancing its cloud-based SaaS solution to deliver even greater scalability, reliability, and intelligence for the global hospitality market.

The successful candidate will be based anywhere in the EST or CST Time Zones of the US, working in a remote work model!

Your Mission:

  • Lead Modernization: Advance the evolution of roommaster’s cloud solution – enhancing performance, scalability, and reliability through modern engineering practices
  • Drive Delivery Excellence: Oversee software development, QA, DevOps, and IT operations to ensure timely, high-quality releases aligned with company priorities
  • Collaborate on the Roadmap: Partner with product management and business leadership to align engineering execution with product vision and strategic objectives
  • Manage Budgets and Vendors: Oversee technology budgets, resource allocation, and vendor or outsourcing relationships to optimize delivery speed, quality, and cost
  • Operationalize KPIs: Establish and track key performance metrics – release velocity, uptime, delivery predictability, and system performance – to measure team impact
  • Build and Empower Teams: Develop high-performing teams and leaders, cultivate a culture of ownership and accountability, and promote best-in-class engineering processes
  • Champion Innovation: Identify opportunities for AI, automation, and emerging technologies to enhance product value and customer experience

About You:

  • 10+ years of progressive technology leadership in SaaS or enterprise software organizations
  • At least a bachelor’s degree in computer science, software engineering, or a related discipline
  • Proven experience leading modernization of cloud-based platforms with a focus on scalability, performance, and reliability
  • Strong background in software engineering, DevOps, QA, and infrastructure operations
  • Demonstrated success managing technology budgets, vendors, and distributed teams
  • Skilled at aligning product and engineering initiatives to achieve business outcomes
  • Data-driven mindset with experience defining and managing KPIs for engineering performance and delivery
  • Excellent communication and leadership presence, with the ability to influence at all levels - from engineers to executives
  • Entrepreneurial spirit aligned with Aspire’s philosophy of ownership, innovation, and long-term growth
  • 5+ years of proven experience as a director or manager of engineering
  • 5+ years of progressive experience in technology leadership, software engineering and architecture, including full-stack development
  • Some travel may be required for leadership and cross-company collaboration
  • Fluent in English, both written and verbal, is essential
  • Legally authorized to work in the US

Why Join roommaster and Aspire Software:

  • Lead the modernization of a proven, globally trusted hospitality SaaS platform
  • Collaborate directly with the CEO of roommaster and Aspire Hospitality on strategic initiatives
  • Operate within Aspire Software’s decentralized, entrepreneurial model, backed by Valsoft’s global reach
  • Be part of a network of technology leaders across Aspire’s portfolio – sharing best practices and innovation strategies
  • Shape the future of hospitality technology through continuous improvement and innovation

For information about Aspire Software and roommaster, please visit our websites at www.aspiresoftware.com and www.roommaster.com

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.

Average salary estimate

$225000 / YEARLY (est.)
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Full-time, remote
DATE POSTED
October 9, 2025
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