GTM Lead, Strategic Initiatives (Hybrid)

Location : Toronto, Canada (Hybrid Position, in office 2 days per week) 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 looking for a GTM Lead, Strategic Initiatives to drive innovation and growth for the most powerful platform in the restaurant industry. You’ll focus on high-impact, ad hoc strategic initiatives—to launching strategic partnerships, pilot programs, and refining our GTM motions for International growth. If you have a background in consulting, PMM, or strategy and thrive in a "get it done" environment where no two weeks look the same, we want to hear from you. In this role, you will: Drive Competitive Intelligence: Monitor the competitive landscape, track competitor product updates, and synthesize business strategies to keep OpenTable a step ahead. Empower the Field: Translate market insights into actionable sales enablement assets. You will provide high-touch support on complex deals and equip the sales team with the narrative tools they need to win. 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. Please apply if: 5+ years of experience in Product Marketing, Competitive Intelligence, Strategy, or Management Consulting, preferably within B2B SaaS or Hospitality tech. Analytical Storyteller: You are comfortable working with complex data (experience with BI tools like Preset or Tableau is a plus) and can translate numbers into a clear, strategic narrative for executives. Agile & Adaptable: You have the ability to prioritize multiple concurrent initiatives and quickly switch focus between deep-dive research and rapid-response tactical support. Strategic & Tactical: You can think high-level about market positioning one hour, and roll up your sleeves to build a battle card or sales deck the next. Curious & Technical: You enjoy getting into the details of software products and understand SaaS economics (comfortable 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 and Perks 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 The best connections happen face-to-face, whether you’re sitting down to dinner or having coffee with a coworker. That’s why OpenTable has adopted a hybrid workplace mode…