Hotel Regional Director of Sales - Remote (Canada)

About Gillis At Gillis, we believe that sales is the lifeblood for all organizations. Our mission is to make sales accessible and achievable to all hotel owners. We also believe that our associates are our biggest asset and we put our people first over profit. If you are looking for a company that invests in its culture in a fast-paced, supportive, and dynamic environment, we would love to hear from you. Our clients trust us to increase their revenue and build both short-term and long-term business. We embrace the dynamic nature of our industry and always ask ourselves, “How can this be done better?” and “How can we provide more value?” Role Overview The Regional Director of Sales (RDOS) will provide strategic, outbound and proactive sales for 6 multi-branded hotels, located across Canada and/or the USA. This position is home-based and reports to an Executive Director of Sales Performance. What’s in it for you? Position is home-based (remote) during client’s business hours and requires travel for in-market visits (2-4 visits per year). Working within a fun and fast-paced environment, Gillis’ culture offers dynamic training, ongoing coaching, and a deep commitment to taking care of our employees. Base salary of $70K CAD, quarterly incentives and an annual profit-sharing bonus. 31 paid days off annually: 15 PTO Days 13 Holidays/Gillis Days 3 Wellness Days Comprehensive benefits package. Team offsites. Responsibilities Provide strategic, outbound and proactive sales for a portfolio of 6 multi-branded hotels while also creating a sales-focused culture with the General Managers and Front Desk staff by sharing best practices and peer to peer coaching. Accountable for driving ROI for hotel partners while achieving revenue milestones on a shortened sales cycle of 6 months. Activate new accounts in the local market and increase market share from existing accounts through intentional and strategic prospecting. Deliver bi-weekly sales strategy presentations over MS Teams with each of your designated hotels to report progress. Develop and nurture a sales pipeline utilizing Salesforce CRM to manage accounts and shorten the sales cycle. Support the Dynamic Sales Solution model by working closely with your assigned POD (team) to drive revenue across our portfolio of hotels. Create remarkable client experiences, manage client expectations, and maintain a high level of client satisfaction by acting as a seamless extension of the hotel and representing your clients with professionalism and integrity. Ability to travel for in-market visits to elevate and strengthen client relationships. What You'll Bring 3+ consecutive years of hotel guestroom sales experience across all market segments; multi-property sales experience preferred. Proven ability to generate new business, grow market share, and achieve revenue goals. Strong knowledge of hotel sales strategies, RFP processes, brand tools, account management, and hotel operations. Experience building trusted relationships with hotel owners, General Managers, and key local accounts. Proficiency with Salesforce (or similar CRM), Microsoft Office, AI tools, and sales technology. Excellent communication, organization, and presentation skills, with the ability to manage priorities and deliver results in a remote, fast-paced environment. Ability to work at a computer and participate in virtual meetings for extended periods. Reside in Canada and able to travel for client visits approximately 2-4 times annually. Our Commitment to Fair Hiring At Gillis, we may use technology, including AI, to support aspects of our recruitment process; however, all interviews and hiring decisions are conducted by people. Gillis is committed to fostering an inclusive and accessible workplace. Accommodations are available through the recruitment process upon request.

The Regional Director of Sales will provide strategic, proactive sales for a portfolio of 6 multi-branded hotels to drive revenue and market share. They are responsible for managing the sales pipeline, conducting bi-weekly strategy presentations, and coaching hotel staff to foster a sales-focused culture.

Candidates must have at least 3 consecutive years of hotel guestroom sales experience and proficiency with CRM software like Salesforce. The role requires the ability to work remotely, travel for client visits, and demonstrate strong communication and presentation skills.

• Paid time off • Holidays • Wellness days • Comprehensive benefits package • Quarterly incentives • Annual profit-sharing bonus • Team offsites

• Microsoft OfficePreferred

Identified from the job description. Confirm important requirements above.

• Hotel guestroom sales
• Strategic prospecting
• Sales pipeline management
• Salesforce CRM
• Account management
• Revenue management
• Presentation skills
• Communication skills
• Peer to peer coaching
• Market share growth
• RFP processes
• Brand tools
• Hotel operations
• Microsoft Office
• AI tools
• Client relationship management
• Sales Strategy
• Sales Pipelines
• Hotel Operations
• Professionalism
• Sales Prospecting
• Expectation Management
• Microsoft Teams
• Account Management
• Artificial Intelligence
• Business Intelligence
• Customer Relationship Management
• Communication
• Sales
• Market Share
• Milestones (Project Management)
• Presentations
• Relationship Building
• Coaching
• Request For Proposal
• Salesforce

• Sales
• Hospitality
• Management & Leadership
• Consulting
• Hotel Regional Director of Sales
• Territory / Regional Director of Sales
• Sales and Marketing Managers
• Sales Managers

Minimum experience

2+ years

Posting language

English

Working hours

40 hours per week