Director, Sales & Services

With millions of diners, 60,000+ restaurant partners and 25+ years of experience, Open Table, 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 Open Table 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.

Open Table 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 Open Table 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.

• Work from (almost) anywhere for up to 20 days per year
• Focus on mental health and well‑being:
  • Company‑paid therapy sessions through Spring Health
  • 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

There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data,…