Senior Enablement Manager, New Hire

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

At OpenTable, we are dedicated to helping our employees master the skills necessary to drive outstanding customer experiences. As a Senior Enablement Manager, you will act as a performance partner for our customer-facing teams, moving beyond traditional classroom instruction to ensure new hires are field-ready and outcomes-focused. You will design and deliver comprehensive programs that equip new Onboarding Specialists and other field teams with a strong foundation in restaurant workflows, system configurations, and consultative selling. Your work will directly impact our business by embedding yourself in the field, diagnosing performance barriers, and empowering employees to confidently guide restaurant partners through their OpenTable journey. By translating field realities into actionable learning experiences, you will drive tangible ramp-to-productivity and long-term success.

Responsibilities

• Design and deliver high-impact enablement: Create scalable training programs that bridge the gap between curriculum and real-world execution, ensuring new hires are ready to drive business outcomes on day one.

• Embed in the field to diagnose gaps: Proactively monitor live calls, conduct ride-alongs, and partner with frontline managers to diagnose performance barriers in real-time and iterate on training content accordingly.

• Facilitate performance-focused learning: Lead engaging in-person and virtual sessions that prioritize practical application, coaching, and role-based scenarios over simple content delivery.

• Own end-to-end readiness metrics: Partner with business leaders to track performance KPIs (e.g., time-to-first-deal, ramp speed) rather than just participant feedback, holding yourself accountable for the long-term success of your cohorts.

• Translate field signal to enablement: Act as the feedback loop between the field and product teams, turning real-world objections, competitive pressure, and process friction into actionable talk tracks and practice scenarios.

• Manage program execution: Drive the full lifecycle of training initiatives—from cross-functional planning and stakeholder alignment to delivery and post-training analysis—in a fast-paced environment.

Minimum Qualifications

• 5+ years of corporate learning experience in a mid-to-large organization, with a demonstrated ability to design training that drives measurable sales or operational results.

• Demonstrated ability to use CRM (e.g., Salesforce) and call metrics to analyze performance trends, diagnose skills gaps, and adjust programming to improve outcomes.

• Exceptional ability to lead high-impact sessions and influence stakeholders at all levels, adapting techniques for diverse learning styles and environments.

Preferred Qualifications

• Experience in a field-facing or customer-success role; you’ve “walked the walk” and deeply understand the day-to-day opportunities new hires will face.

• Proven track record of managing complex milestones, prioritizing conflicting deliverables, and collaborating effectively with cross-functional teams to keep programs on track.

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
  

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