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

The Staff Pad; New York (NY); Remote; USD 120,000 - 180,000; Full time

Job summary

The Staff Pad seeks a Regional Manager – Leisure & All Inclusive to lead North American teams remotely. You will drive sales growth, deepen partner engagement, and align initiatives with brand portfolios across the U.S. and Canada.

Responsibilities include recruiting and coaching a dispersed team, overseeing performance, and using Salesforce and MicroStrategy for reporting and analytics. Travel for key events and meetings will be required.

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.

Responsibilities

• Recruit, train, and develop a geographically dispersed team.
• Drive sales growth and partner engagement across North American markets.
• Coordinate performance tracking and reporting using Salesforce and MicroStrategy.
• Manage calendars, travel, and key stakeholder engagements.

Skills

Leadership experience

Team management

Strategic thinking

Analytical skills

Tools

Salesforce

MicroStrategy

Job description

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

New York, United States | Posted on 09/15/2026

The Staff Pad has partnered with a rapidly growingtravel and hospitality organization to identify a high-performing RegionalManager – Leisure & All-Inclusive. This key leadership role will serve asthe day-to-day leader and primary point of contact for the North AmericanLeisure & All-Inclusive teams, driving sales growth, strengthening partnerengagement, and supporting continued success across the organization’sportfolio of brands.

As a remote leadership role, the Regional Manager –Leisure & All-Inclusive will recruit, develop, coach, and motivate ageographically dispersed team while driving performance against businessobjectives and strategic goals. The role will oversee team performance,resource allocation, partner engagement, and reporting while building strongrelationships 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 traveladvisors, and strengthen the organization’s presence in the Leisure andAll-Inclusive segment across the U.S. and Canada. The position requiresoccasional domestic and international travel for customer meetings, industryevents, 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, geographicallydispersed team following the organization’s standard process
  
• Conductweekly & monthly 1:1s with North America U.S. and Canada Leisure andAll-Inclusive team members to address questions, call files reviews,agencies, and objectives
  
• Holdweekly 1:1s with the Global Managing Director & Sales team, to reviewperformance, priorities, challenges, opportunities, and development needs
  
• Facilitateteam meetings to communicate priorities, share best practices, recognizeachievements, and maintain engagement
  
• Leadadvisor engagement and education initiatives, including FAMs, webinars,training, and TAConnect
  
• Submitweekly team updates and highlights through Salesforce and ensure teamproficiency in Salesforce and MicroStrategy for performance tracking andreporting
  
• Coordinatemonthly TAConnect webinars and ensure consistent team utilization
  
• Monitorteam performance and ensure timely completion of updates, documentation, andquarterly achievements
  
• Conductperformance reviews and provide ongoing feedback, coaching, and developmentsupport
  
• Maintainaccurate Outlook and Microsoft Teams calendars reflecting customer engagementactivities
  
• Monitorteam performance and ensure monthly objectives, including calls, meetings,events, training, webinars, and FAMs, are met
  
• Trackteam activities in ACNH, Lunch & Learn Reconciliation, and other requiredtrackers
  
• Manageteam expenses, approve claims, and resolve discrepancies before submission toHQ
  
• Coordinatethe success of the HFS FAM Playbook and record outcomes
  
• MaintainAll-Inclusive team call files to ensure effective deployment acrosshigh-performing accounts
  
• Providead hoc reports on team activities and performance to the Global ManagingDirector
  
• Attendoccasional in-person travel advisor engagement events
  

Analytical & Commercial Responsibilities

• Investigateperformance issues, conduct audits, and implement corrective actions with leadershipand HR as needed
  
• Evaluateindividual performance through Salesforce and assess the commercialeffectiveness of resource deployment
  
• Optimizeteam resources and ensure consistent engagement with wholesale partnersand agencies
  
• Analyzemarket trends, competition, and customer insights to identify growthopportunities
  
• Expand partnerships, strengthen engagement, andincrease awareness of organization’s portfolio of brands
  

Additional Responsibilities

• Maintain professional business attirefor customer-facing events and internal meetings
  
• Work additional hours and supportreasonable ad hoc duties as needed
  
• Comply with organization requirementsfor company equipment
  

What We Are Looking For

Experience and Qualifications

• 5+ years of leadership experience in hospitalityor travel, preferably in sales, marketing, or business development
  
• Knowledge of leisure, resort, and all-inclusivesegments preferred
  
• Experience leading and developing teams of 7+employees across multiple markets or time zones
  
• Experience with Salesforce, MicroStrategy, orsimilar CRM/reporting tools
  

Additional Skills and Attributes

• Proven ability to manage performance, driveaccountability, and achieve KPIs
  
• Ability to lead change, adopt new tools, andmaintain team engagement
  
• Strong analytical, communication, presentation,and negotiation skills
  
• Proven ability to build and maintain relationshipswith stakeholders at all levels
  
• Highly organized with strong project managementand administrative skills
  
• Proficiency in Microsoft Office, Teams, WebEx, andZoom
  
• Self-motivated, professional, adaptable, andwilling to support extended hours and additional responsibilities
  

If youare 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 NorthAmerican market. Bring your leadership, commercial expertise, and passion fortravel to a role where your work will directly influence team success andlong-term business growth.