Director, Sales & Services Canada

CanadaTorontoexecutive
OtherDirectorSales Associate
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Overview

With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG),

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OtherDirectorSales Associate

With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion. 

Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture.

OpenTable is seeking a dynamic and results-oriented Director Sales & Services to oversee restaurant retention, acquisition, and revenue growth within Canada. This role will be responsible for leading a team of Sales Representatives and Account Managers while navigating local market conditions to ensure effective territory management and business expansion.

The ideal candidate will possess a growth-oriented mindset, capable of overcoming challenges in restaurant acquisition and retention. They will be expected to drive innovative strategies and solutions, pushing boundaries to meet ambitious targets. Building and nurturing relationships with key stakeholders, partners, and potential clients in the Canadian market will also be a critical aspect of the role.

  • Hire, train, mentor, and lead a team of Account Managers and Account Executives to consistently exceed monthly, quarterly, and annual sales and retention targets.
  • Utilize business acumen to identify key drivers of growth, providing data-driven strategies and compelling proposals that lead to revenue expansion within the district.
  • Foster strong relationships with key customers, ensuring high levels of satisfaction and loyalty.
  • Maintain in-depth knowledge of all OpenTable products and services, positioning them effectively to meet customer needs.
  • Communicate regularly and transparently with team members, peers, and stakeholders to align efforts and ensure collaborative success.
  • Partner with the regional marketing team to execute both B2B and B2C initiatives aimed at business growth.
  • Collaborate with strategic partners to identify and leverage key partnership opportunities within the Canadian market.
  • 8+ years of experience in SaaS sales, strategy, and account management, with a proven track record of driving business growth.
  • At least 4 years of successful leadership experience managing sales and account management teams, with a focus on developing localized strategies to generate growth.
  • Strong analytical skills with the ability to extract actionable insights from data and translate them into effective strategies.
  • Competitive, goal-driven, and results-focused, with a passion for exceeding targets.
  • Confident in navigating challenging customer conversations, when necessary.
  • Highly organized with the ability to multitask, prioritize, and quickly grasp complex concepts.
  • Agile and adaptable, with a willingness to take calculated risks in a fast-paced environment.
  • A strong passion for the hospitality industry.
  • Familiarity with local markets is highly desirable.
  • Fluency in French is desirable. 
  • Proficiency with Google Suite and Salesforce CRM is required.
  • Willingness to travel regionally and internationally as needed.

What We Offer

~1 min read
Work from (almost) anywhere for up to 20 days per year
Focus on mental health and well-being: Company-paid therapy sessions through SpringHealth
Company-paid subscription to Headspace
Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
Paid parental leave
Generous paid vacation + time off for your birthday
Paid volunteer time
Focus on your career growth: Development Dollars
Leadership development
Access to thousands of on-demand e-learnings
Travel Discounts
Employee Resource Groups
20 days of paid time off
Private health and dental insurance
Life and Disability insurance

At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.

We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.

If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.

Listing Details

First seen
April 3, 2026
Last seen
April 26, 2026

Posting Health

Days active
23
Repost count
0
Trust Level
31%
Scored at
April 26, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
OpenTable
OpenTable
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OpenTable is an online restaurant-reservation service company founded in 1998, enabling diners to book tables and restaurants to manage reservations and operations. It is a subsidiary of Booking Holdings.

Employees
3k+
Founded
1998
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OpenTableDirector, Sales & Services Canada