Hotel Regional Director of Sales - Remote (Canada)

Gillis Sales; Winnipeg; Remote; CAD 63,000 - 77,000; Full time

Benefits offered by this job

Remote home-based role

Profit-sharing bonus

Comprehensive benefits package

Team offsites

31 paid days off annually (15 PTO, 13+

Job summary

Gillis seeks a Regional Director of Sales (RDOS) to lead outbound, strategic sales for six hotels across Canada/USA. This remote role reports to the Executive Director of Sales Performance and involves travel for 2–4 in-market visits yearly.

The RDOS will drive ROI, expand accounts, and build a strong sales culture with hotel partners. Base salary is CAD 70,000 with quarterly incentives and profit-sharing, plus 31 paid days off annually and comprehensive benefits.

Qualifications

• 3+ years of hotel guestroom sales experience across market segments.
• Proven ability to generate new business and grow market share.
• Knowledge of hotel sales strategies, RFP processes, brand tools, account management, and hotel operations.

Responsibilities

• Provide strategic, outbound and proactive sales for a portfolio of 6 multi-branded hotels; promote a sales-focused culture with GMs and Front Desk staff.
• Drive ROI for hotel partners and achieve revenue milestones within a shortened sales cycle (6 months).
• Activate new accounts locally and increase market share through targeted prospecting; deliver bi-weekly sales strategy updates via MS Teams.
• Develop and nurture a sales pipeline using Salesforce CRM to manage accounts and shorten the sales cycle.
• Collaborate with POD to drive revenue across the hotel portfolio.
• Create exceptional client experiences and maintain high client satisfaction by representing clients professionally.

Skills

Hotel sales

Sales strategy

CRM Salesforce

RFP process

Account management

Travel willingness

Tools

Salesforce

Microsoft Office

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 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.