Regional Manager - Leisure & All Inclusive - Full-Time | Remote

The Staff Pad•New York, NY

10d•Remote

About The Position

The Staff Pad has partnered with a rapidly growing travel and hospitality organization to identify a high-performing Regional Manager – Leisure & All-Inclusive. This key leadership role will serve as the day-to-day leader and primary point of contact for the North American Leisure & All-Inclusive teams, driving sales growth, strengthening partner engagement, and supporting continued success across the organization’s portfolio of brands. As a remote leadership role, the Regional Manager – Leisure & All-Inclusive will recruit, develop, coach, and motivate a geographically dispersed team while driving performance against business objectives and strategic goals. The role will oversee team performance, resource allocation, partner engagement, and reporting while building strong relationships with Hilton’s preferred wholesale partners and key stakeholders. Reporting to the Global Director and Executive Director, as a Regional manager the primary focus is to drive sales, educate travel advisors, and strengthen the organization’s presence in the Leisure and All-Inclusive segment across the U.S. and Canada. The position requires occasional domestic and international travel for customer meetings, industry events, conferences, FAM trips, team meetings, and other business activities.

Requirements

5+ years of leadership experience in hospitality or travel, preferably in sales, marketing, or business development
Knowledge of leisure, resort, and all-inclusive segments preferred
Experience leading and developing teams of 7+ employees across multiple markets or time zones
Experience with Salesforce, MicroStrategy, or similar CRM/reporting tools
Proven ability to manage performance, drive accountability, and achieve KPIs
Ability to lead change, adopt new tools, and maintain team engagement
Strong analytical, communication, presentation, and negotiation skills
Proven ability to build and maintain relationships with stakeholders at all levels
Highly organized with strong project management and administrative skills
Proficiency in Microsoft Office, Teams, WebEx, and Zoom
Self-motivated, professional, adaptable, and willing to support extended hours and additional responsibilities

Responsibilities

Recruit, onboard, train, coach, and develop a high-performing, geographically dispersed team following the organization’s standard process
Conduct weekly & monthly 1:1s with North America U.S. and Canada Leisure and All-Inclusive team members to address questions, call files reviews, agencies, and objectives
Hold weekly 1:1s with the Global Managing Director & Sales team, to review performance, priorities, challenges, opportunities, and development needs
Facilitate team meetings to communicate priorities, share best practices, recognize achievements, and maintain engagement
Lead advisor engagement and education initiatives, including FAMs, webinars, training, and TAConnect
Submit weekly team updates and highlights through Salesforce and ensure team proficiency in Salesforce and MicroStrategy for performance tracking and reporting
Coordinate monthly TAConnect webinars and ensure consistent team utilization
Monitor team performance and ensure timely completion of updates, documentation, and quarterly achievements
Conduct performance reviews and provide ongoing feedback, coaching, and development support
Maintain accurate Outlook and Microsoft Teams calendars reflecting customer engagement activities
Monitor team performance and ensure monthly objectives, including calls, meetings, events, training, webinars, and FAMs, are met
Track team activities in ACNH, Lunch & Learn Reconciliation, and other required trackers
Manage team expenses, approve claims, and resolve discrepancies before submission to HQ
Coordinate the success of the HFS FAM Playbook and record outcomes
Maintain All-Inclusive team call files to ensure effective deployment across high-performing accounts
Provide ad hoc reports on team activities and performance to the Global Managing Director
Attend occasional in-person travel advisor engagement events
Investigate performance issues, conduct audits, and implement corrective actions with leadership and HR as needed
Evaluate individual performance through Salesforce and assess the commercial effectiveness of resource deployment
Optimize team resources and ensure consistent engagement with wholesale partners and agencies
Analyze market trends, competition, and customer insights to identify growth opportunities
Expand partnerships, strengthen engagement, and increase awareness of organization’s portfolio of brands
Maintain professional business attire for customer-facing events and internal meetings
Work additional hours and support reasonable ad hoc duties as needed
Comply with organization requirements for company equipment