Jason Webb

Chief Executive Officer | Visionary Leader | Growth Strategist | Culture Builder | Hospitality Advocate

Round Rock, Texas, United States

About

As CEO of Jacaruso Enterprises, I lead a company dedicated to helping hotels grow revenue through our Remote Hotel Sales Service. Since 2007, we’ve partnered with hotels across the US, Canada, and Latin America, providing seasoned sales professionals who work remotely to stabilize operations, capture leads, and close business faster. We combine sales expertise, technology, and a people-first culture to deliver measurable results to the hotel partners who trust us. The hospitality industry moves quickly and so do we. Since joining Jacaruso in 2012, I’ve held leadership roles across sales, operations, and digital operations, preparing me to guide our company into its next chapter of growth. My role today is to ensure we stay ahead of industry change by integrating new tools, investing in our people, and creating strategies that keep our hotel partners competitive. Outside of the office, I’m also a Kiwi by birth, Texan by choice, husband and dad of two daughters, and lover of the outdoors, travel, and big adventures. Let’s connect to explore how we can build stronger hotels, teams, and brighter future for hospitality.

Experience

  • Member at Hampton
    May 2026 - Present · 2 mos

  • Jacaruso Enterprises Inc. (13 yrs 9 mos)
    • Chief Executive Officer
      Sep 2025 - Present · 10 mos

    • Vice President of Digital Operations
      Mar 2020 - Present · 6 yrs 4 mos

    • Vice President of Sales Operations
      Jun 2018 - Mar 2020 · 1 yr 10 mos

  • General Manager at Homewood Suites Austin-Round Rock
    May 2010 - Sep 2012 · 2 yrs 5 mos

  • General Manager at Homewood Suites by Hilton Austin NW
    May 2010 - Jul 2010 · 3 mos

  • General Manager at Hampton Inn Austin-Round Rock
    Jun 2008 - May 2010 · 2 yrs