Onboarding Specialist (Remote)

<p>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.&nbsp;</p> <p>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.</p> <p><strong>About the job&nbsp;</strong></p> <p>As an Onboarding Specialist, you are the face of OpenTable for our new restaurant partners, ensuring they transition from a signed contract to a fully optimized, live operation. Using a consultative approach and leveraging modern AI-assisted tools, you lead the end-to-end implementation process, configuring our suite of applications, managing technical setups, and delivering high-impact training. Your goal is to empower hospitality professionals to maximize their revenue and efficiency from day one, acting as an independent owner of the customer’s initial success.&nbsp;</p> <p><strong>Responsibilities&nbsp;</strong></p> <ul> <li>End-to-End Implementation: Own the full onboarding lifecycle for a high volume of restaurant partners, guiding them from initial sale through software configuration to a successful go-live.&nbsp;</li> <li>Consultative Configuration: Analyze unique restaurant business needs to customize OpenTable Core and Basic applications, ensuring the system is optimized for their specific floor plans and guest flow.&nbsp;</li> <li>AI-Driven Efficiency: Utilize internal AI assistants and automation tools to streamline data entry, generate customized training outlines, and reduce manual administrative tasks, increasing your capacity for high-touch consulting.&nbsp;</li> <li>Expert Training Delivery: Conduct engaging remote training sessions for key restaurant staff, translating technical features into actionable operational wins using phone and online tools.&nbsp;</li> <li>Project Pipeline Management: Independently manage a dynamic queue of implementations, balancing speed and quality to consistently meet or exceed time-to-onboard benchmarks.&nbsp;</li> <li>Technical Integration: Coordinate with restaurant staff and third-party providers to deploy the OpenTable booking widget and ensure seamless digital connectivity.&nbsp;</li> <li>Cross-Functional Collaboration: Partner with Sales, Customer Success, Customer Support, and Billing teams to proactively resolve roadblocks and eliminate customer difficulties during the transition.&nbsp;</li> <li>Process Evolution: Identify trends in the onboarding journey and contribute ideas to&nbsp;refine global program content, scheduling workflows, and implementation playbooks.&nbsp;</li> </ul> <p><strong>Minimum Qualifications&nbsp;</strong></p> <ul> <li>4–5 years of professional experience, specifically in implementation, customer success, or a high-level hospitality management role.&nbsp;</li> <li>Experience or proficiency in using AI tools (e.g., LLMs, automated workflow tools) to enhance productivity and work quality.&nbsp;</li> <li>Demonstrated experience training non-technical customers on software or technical products.&nbsp;</li> <li>Strong proficiency in remote collaboration tools (e.g., Zoom, Salesforce, or equivalent CRM).&nbsp;</li> <li>Good phone skills and tele-presence required for effective training and implementation.</li> </ul> <p><strong>Preferred Qualifications&nbsp;</strong></p> <ul> <li>Bachelor’s degree, university degree, or equivalent practical/professional certification.</li> <li>Direct experience working in a restaurant environment (Manager, Maitre D', or Lead Host).&nbsp;</li> <li>Experience with web-based integrations or widget deployments.&nbsp;</li> <li>Experience with software implementation, SaaS platforms, or POS (Point of Sale) systems.</li> </ul> <p><strong>Benefits and Perks</strong></p> <ul> <li>Work from (almost) anywhere for up to 20 days per year</li> <li>Focus on mental health and well-being:</li> <li>Company-paid therapy sessions through SpringHealth</li> <li>Company-paid subscription to Headspace</li> <li>Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)</li> <li>Paid parental leave</li> <li>Generous paid vacation + time off for your birthday</li> <li>Paid volunteer time</li> <li>Focus on your career growth:</li> <li>Development Dollars</li> <li>Leadership development</li> <li>Access to thousands of on-demand e-learnings</li> <li>Travel Discounts</li> <li>Employee Resource Groups</li> <li>20 days of paid time off</li> <li>Private health and dental insurance</li> <li>Life and Disability insurance</li> </ul> <p>The expected range of compensation for this position based in Toronto, Canada, including commission and/or bonuses, is $72,000-$82,000 CAD. There are a variety of factors that go into determining a compensation range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required.</p> <p>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.</p> <p><strong>Work Environment &amp; Flexibility</strong></p> <p>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 - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.</p> <p><strong>Inclusion</strong></p> <p>We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.</p> <p>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.</p>