GTM Lead, Strategic Initiatives (Hybrid)

Location: Toronto, Canada (Hybrid position – 2 days in office weekly).

OpenTable, part of Booking Holdings, Inc., 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.

About the Role

OpenTable is looking for a GTM Lead, Strategic Initiatives to drive innovation and growth for the most powerful platform in the restaurant industry. The role focuses on high‑impact, ad‑hoc strategic initiatives – launching strategic partnerships, pilot programs, and refining GTM motions for international growth.

Responsibilities

• Drive Competitive Intelligence – monitor the competitive landscape, track competitor product updates, and synthesize business strategies to keep OpenTable ahead.
• Empower the Field – translate market insights into actionable sales enablement assets and provide high‑touch support on complex deals.
• Deliver Actionable Insights – conduct quantitative and qualitative analysis (including win/loss interviews and data analysis) to provide recommendations to Product, Sales, and Executive leadership.
• Tell the Story – distill complex data sets and market research into compelling internal presentations for company‑wide briefings and Sales Kickoffs.

Qualifications

• 5+ years of experience in Product Marketing, Competitive Intelligence, Strategy, or Management Consulting, preferably within B2B SaaS or Hospitality tech.
• Analytical Storyteller – comfortable with complex data and can translate numbers into a clear, strategic narrative for executives. Experience with BI tools like Preset or Tableau is a plus.
• Agile & Adaptable – ability to prioritize multiple concurrent initiatives and quickly switch focus between deep‑dive research and rapid‑response tactical support.
• Strategic & Tactical – can think high‑level about market positioning and roll up sleeves to build a battle card or sales deck.
• Curious & Technical – enjoys getting into the details of software products and understands SaaS economics, including reviewing financial reports or market data to extract insights.
• Strong Communicator – executive presence and ability to deliver compelling presentations to a wide range of audiences including leadership, sales teams, and customers.

Preferred Qualifications

• Proven understanding of two‑sided marketplaces or the restaurant industry.
• Experience in pricing research or quantitative market research.

Benefits & Perks

• Work from anywhere for up to 20 days per year.
• Company‑paid therapy sessions through SpringHealth.
• Company‑paid subscription to Headspace.
• Annual company‑wide week off per year.
• Paid parental leave.
• Generous paid vacation + time off for your birthday.
• Paid volunteer time.
• Development Dollars for leadership development and on‑demand e‑learning.
• Travel discounts.
• Employee Resource Groups.
• 20 days of paid time off.
• Private health and dental insurance.
• Life and disability insurance.

Compensation

The expected range for this position based in Toronto, Canada, is $82,000–$90,000 CAD. Compensation includes a competitive base salary, annual bonus potential, health benefits, flexible spending account, retirement benefits, life insurance, paid time off (including PTO, sick leave, medical leave, bereavement leave, floating holidays, paid holidays), and parental leave benefits.

Work Environment & Flexibility

OpenTable supports a global, dynamic work environment with a schedule tailored to accommodate a global workforce across multiple time zones. While most responsibilities align with conventional business hours, you may be expected to manage communications outside regular hours to collaborate with international colleagues, respond to restaurant partners, or address urgent matters.

Inclusion and Accommodations

We’re committed to creating a workplace where everyone feels they belong and can thrive. 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.

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