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

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.

Schedule: Full-Time | Remote

What You’ll Do

Key Responsibility Areas

Team Management / Admin

• 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

Analytical & Commercial Responsibilities

• 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

Additional Responsibilities

• 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

What We Are Looking For

Experience and Qualifications

• 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

Additional Skills and Attributes

• 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

If you
are a strategic and results-driven leader who thrives on building strong teams,
developing valuable partnerships, and creating meaningful growth opportunities,
this is an exciting opportunity to make an impact across a dynamic North
American market. Bring your leadership, commercial expertise, and passion for
travel to a role where your work will directly influence team success and
long-term business growth. Apply today !