Our client is transforming the luxury hospitality space through a portfolio of high-end vacation rental brands, offering personalized, premium experiences across some of the most desirable destinations. Built on a foundation of entrepreneurial spirit and rapid growth, the company fosters a collaborative, ownership-driven culture focused on excellence and innovation. With recognition from leading travel publications and a leadership team committed to scaling thoughtfully, this is a company where talent thrives. As they continue to expand through acquisition, they are seeking a Vice President of Technology to help shape and execute the next chapter of their evolution.

This role offers a rare opportunity to build and lead the technology function for a fast-scaling company at a pivotal moment in its growth journey. As VP of Technology, you’ll serve as both a strategic leader and hands-on operator, owning the IT vision and driving digital transformation across customer-facing and internal systems. You’ll have visibility at the highest levels of the organization—including board interactions—and the opportunity to grow a team from the ground up. This is a highly impactful position with a clear path to executive influence, designed for a leader eager to architect scalable systems and leave a lasting imprint on an emerging market leader.

• Develop and execute the company’s enterprise-wide IT strategy aligned with aggressive growth goals
• Oversee infrastructure, cloud systems, PMS, digital platforms, and martech across multiple brands
• Lead and mentor a small internal team while managing external vendors and guiding future hires
• Drive UX and functionality improvements across all brand websites and customer-facing platforms
• Standardize and unify systems across newly acquired companies to ensure scalability
• Spearhead cybersecurity, compliance, and risk mitigation initiatives across the organization
• Translate complex technical strategy into business impact for non-technical stakeholders, including board members
• Champion the evaluation and implementation of technologies that streamline operations and support business expansion
• Proven track record of IT leadership, ideally in mid-sized, high-growth, or acquisitive environments
• Minimum 10 years of progressive experience across cloud infrastructure, SaaS tools, and vendor management
• Experience leading digital transformation across websites, consumer tech, and backend systems
• Demonstrated ability to scale systems and build IT teams from scratch
• Strong background in cybersecurity and compliance
• Excellent communication and presentation skills with executive and board-level stakeholders
• Experience in hospitality or travel tech is a plus
• Familiarity with PMS systems and customer-centric tech tools is highly desirable

If you’re ready to make an impact and take your career to the next level, we’d love to hear from you. Apply now and a member of Talentfoot’s recruitment team will be in touch should your track record of success, experience, skills and qualifications match our client’s requirements.

Talentfoot Executive Search specializes in future proofing organizations by securing forward-thinking leaders across sales, marketing, eCommerce, product, data, operations, finance, and technology with a track record of accelerating growth, innovation and profitability. Since 2010, we’ve partnered with more than 2,500 companies and lead the industry with a 98% client success rate. Learn more at Talentfoot.com.