Hotel Regional Director of Sales - Remote (Canada)

Gillis Sales; Canada; Remote; CAD 70,000 - 90,000; Full time

Job summary

Gillis is seeking a Regional Director of Sales (RDOS) to lead outbound, strategic sales for six hotels across Canada and the USA. This home-based role reports to the Executive Director of Sales Performance and requires travel for in-market visits.

You will drive revenue, expand accounts, and coach hotel partners, leveraging Salesforce CRM and MS Teams for strategy reviews. Compensation includes a $70K CAD base, quarterly incentives, and profit-sharing potential.

Qualifications

• 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.
• Residence in Canada and travel for client visits approximately 2–4 times annually.

Responsibilities

• Provide strategic, outbound and proactive sales for a portfolio of 6 multi-branded hotels while coaching General Managers and Front Desk staff.
• Accountable for driving ROI for hotel partners while achieving revenue milestones on a shortened 6‑month sales cycle.
• Activate new accounts in the local market and increase market share through targeted prospecting; report progress bi-weekly via MS Teams.
• Develop and nurture a sales pipeline using Salesforce CRM to manage accounts and shorten the sales cycle.
• Support the Dynamic Sales Solution model by collaborating with the POD to drive revenue across the portfolio.
• Create remarkable client experiences, manage expectations, and maintain high satisfaction as a seamless extension of the hotels.
• Travel for in-market visits to strengthen client relationships.

Skills

Hotel sales

Salesforce CRM

Communication

Remote work

Travel readiness

Tools

Salesforce

Microsoft Office

AI tools

Job description

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, select-service 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 hotelswhile 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 partnerswhile 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 modelby 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.