Lead, Sales & Revenue Enablement (New Hire Programs)

Job description

With millions of diners, 70,000+ 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. About the job The Lead, Sales & Revenue Enablement will lead a high-performing team of New Hire Trainers and drive the strategic vision for how OpenTable ramps go-to-market talent across the Restaurant Sales and Services organization. This role owns the end-to-end strategy for building scalable, role-specific onboarding architecture designed to accelerate time-to-value, instill high-performing sales behaviors, and drive repeatable revenue outcomes. As a key strategic partner to Revenue Operations and GTM leadership, you will define the intersection of enablement-led training, certification, and frontline manager coaching while leveraging data-driven insights and AI-enabled technologies to modernize sales enablement at scale. Key Responsibilities • People Leadership & Coaching: Direct, coach, and develop a team of New Hire Trainers, fostering a high-performance culture, setting clear priorities, and driving operational excellence across all onboarding programs. • Program Strategy & Architecture: Own the multi-track onboarding strategy and end-to-end program design, establishing standardized graduation milestones, skill certifications, and readiness criteria aligned with GTM business priorities. • Building Scalable Programs: Design and scale role-specific ramp frameworks across sales, account management, and customer success, balancing central enablement delivery with structured frontline manager reinforcement and accountability. • Data-Driven Enablement & Impact: Establish comprehensive enablement metrics—moving beyond completion rates to track ramp velocity, skill adoption, behavioral changes, quota attainment, and revenue impact. • AI & Modern Enablement Modernization: Evaluate and deploy AI-enabled tools and automated workflows to personalize learning paths, enhance role-play coaching, optimize trainer efficiency, and provide just-in-time performance support. • Cross-Functional Strategic Partnership: Collaborate with Revenue Operations, Sales Leadership, Product Marketing, and GTM teams to ensure ramp strategies continuously reflect evolving field realities and market conditions. Minimum Qualifications • 5+ years of experience in Sales/Revenue Enablement, GTM program management, or commercial learning and development. • 2+ years of direct people management experience, leading team members such as trainers, enablement specialists, or program managers. • Proven track record of designing, scaling, and executing role-based onboarding programs tied to measurable revenue and performance milestones. • Demonstrated capability in data-driven enablement, using performance analytics to connect learning initiatives directly to pipeline generation and ramp metrics. • Practical experience implementing AI tools or AI-assisted workflows within learning, coaching, content generation, or sales execution tools. Preferred Qualifications • 7+ years of revenue enablement experience within a fast-paced SaaS, B2B, or multi-channel GTM organization. • Hands-on experience supporting multi-track teams across field sales, inside sales, account management, and customer success. • Expertise in defining the operating model between central Revenue Enablement and frontline sales leadership to drive co-ownership of onboarding success. • Strong cross-functional leadership presence with experience partnering directly with VP- and C-level revenue executives. 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 • Competitive retirement and health plans Note for MA applicants: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability. There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this United States located role is $118,000 - $140,000. We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus. Work Environment & Flexibility 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 - o