Jacaruso Enterprises Appoints First CEO: A New Era for Remote Hotel Sales

Jacaruso Enterprises Welcomes a New Visionary Leader



In a significant development within the hospitality industry, Jacaruso Enterprises has officially appointed Jason Webb as its first Chief Executive Officer (CEO). This marks an important milestone in the company’s 18-year journey, as it transitions from founder Toni Jacaruso’s long-standing leadership to a new era. This change is not just about leadership; it reflects a commitment to innovation and growth in a sector that demands agility and responsiveness.

A Pioneering Legacy in Remote Sales


Founded in 2007, Jacaruso Enterprises is credited with revolutionizing hotel sales through its pioneering remote model. This approach has empowered numerous hotels across the U.S., Canada, the Caribbean, and Latin America to maximize their revenue and achieve a significant market presence. Toni Jacaruso, while stepping down as CEO, will remain actively involved as President, ensuring continuity and stability within the company's core philosophy.

Jason Webb: A Proven Leader Stepping Forward


Jason Webb, who joined Jacaruso in 2012, is no stranger to the fast-paced environment of hospitality. His tenure at Jacaruso has seen him lead transformative initiatives that have integrated technology into the daily operations of hotel sales. His leadership has already been pivotal in the developmental trajectory of the company’s sales technology, most notably with the upcoming launch of Lead Shark, an AI-driven sales platform set to redefine hotel prospecting strategies in 2026.

Webb’s leadership team will include several newly promoted executives, each bringing their unique expertise to the forefront:
  • - Janel Allen, Senior Vice President of Marketing
  • - Amanda Harris, Vice President of Operations
  • - April Eskelson, Vice President of Bold Moves
  • - Cheryl Fosberry, Vice President of Sales

Each of these leaders comes with a wealth of experience and has a proven track record of delivering substantial results for hotel owners and operators, reflecting Jacaruso’s deep commitment to nurturing talent within the organization.

The Future of Hotel Sales


Toni Jacaruso expressed her excitement about the transition, stating, “When I started this company, remote sales was unheard of. Today, Jason and this new leadership team will take us into the next era, leveraging innovation and our people-first culture to help hotels grow stronger and more competitive.” This sentiment underscores the company’s dedication to fostering innovation while remaining deeply committed to customer relationships and employee satisfaction.

Webb expressed pride in taking on this new role, reiterating the significance of adapting to the industry’s rapid changes: “The hospitality industry moves quickly. We are committed to moving with it by innovating, adopting new tools, and ensuring our team and clients benefit from every advancement. Our goal is to be the first and only call hotels make when they need sales expertise.”

Recognition and Achievements


Jacaruso Enterprises has been consistently recognized in the industry, being named one of the Inc. 5000 Fastest-Growing Private Companies for multiple consecutive years and recently achieving the title of Inc. Best Workplace for three years running. This showcases the company's dedication not only to growth and revenue but also to cultivating an exemplary workplace culture.

As Jacaruso Enterprises turns this new page, industry insiders and partners alike are eager to see how Webb’s leadership will further elevate its innovative service offerings in remote hotel sales. The blend of technology and a people-centric approach positions the company as a frontrunner in redefining hospitality sales.

About Jacaruso Enterprises


Jacaruso Enterprises is recognized as the leading provider of remote hotel sales services and training within the hospitality sector. The company set a precedent with its affordable and flexible sales outsourcing solutions tailored for hotel owners and management firms. Operating in several regions across North America and Latin America, Jacaruso aims to partner with hotels that strive for increased occupancy and improved revenue.

To explore more about Jacaruso Enterprises and their innovative offerings in remote sales, visit Jacaruso.com.

Topics Business Technology)

【About Using Articles】

You can freely use the title and article content by linking to the page where the article is posted.
※ Images cannot be used.

【About Links】

Links are free to use.