New York, New York, United States · Hybrid
$125k–$140k/yr
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-c…
Skills: Benefits administration, Open enrollment, Regulatory compliance, Leave of absence management, HRIS configuration
Norwalk, Connecticut, United States · Hybrid
$125k–$140k/yr
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-c…
Skills: Benefits administration, Open enrollment, Regulatory compliance, Leave of absence management, HRIS configuration
Edinburgh, Scotland, United Kingdom · Remote OK
Account Executive (Scotland) Location: Edinburgh (Remote based in Region) With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an …
Skills: B2B enterprise sales, Outbound lead generation, Pipeline management, Salesforce, Google Workspace
Glasgow, Scotland, United Kingdom · Remote OK
Account Executive (Scotland) Location: Glasgow (Remote based in Region) With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an in…
Skills: B2B enterprise sales, Outbound lead generation, Pipeline management, Salesforce, Google Workspace
Manchester, England, United Kingdom · Remote OK
Account Executive (Manchester) Remote (with Travel around North West UK Territory) With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG…
Skills: B2B enterprise sales, Outbound lead generation, Pipeline management, Salesforce, Google Workspace
United States · Remote OK
$170k–$190k/yr
About OpenTable 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 thr…
Skills: AWS, Cloud Networking, Python, Ansible, Puppet
Toronto, Ontario, Canada · Hybrid
$170k–$185k/yr
About OpenTable 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 thr…
Skills: AWS, Cloud networking, Python, Ansible, TCP/IP
London, England, United Kingdom · Hybrid
About OpenTable: 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 th…
Skills: API integrations, REST APIs, JSON, Authentication methods, Webhooks
Toronto, Ontario, Canada · Hybrid
$130k–$150k/yr
About OpenTable: 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 th…
Skills: API integrations, REST APIs, JSON, Authentication methods, Webhooks
New York, New York, United States · Hybrid
$130k–$150k/yr
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-c…
Skills: Product management, B2C product development, A/B testing, Data-driven decision making, Product strategy
Toronto, Ontario, Canada · Hybrid
With millions of diners and tens of thousands of restaurant partners around the world, OpenTable is an industry leader in online reservations. Our technology helps restaurants focus on what matters most – their guests, t…
Skills: Product management, B2C product strategy, Roadmap management, A/B testing, Data-driven decision making
Toronto, Ontario, Canada · Hybrid
$102k–$133k/yr
Senior Business Systems Analyst This is a Toronto based hybrid 2x/week in office position. About OpenTable: With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Hol…
Skills: NetSuite, Salesforce, SoftCo, Expensify, Celigo
Chicago, Illinois, United States · Hybrid
$60k–$65k/yr
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-c…
Skills: Sales development, Lead generation, Outbound prospecting, Bilingual communication, Spanish
Manila, Metro Manila, Philippines · Remote OK
District Manager Location: Metro Manila, Philippines About OpenTable: With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an indu…
Skills: Sales management, Account management, Team leadership, Revenue growth, Data analysis
London, England, United Kingdom · Hybrid
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-c…
Skills: Sales enablement, Revenue enablement, People leadership, Program management, Onboarding strategy
Toronto, Ontario, Canada · Hybrid
$155k–$165k/yr
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-c…
Skills: Sales enablement, Revenue enablement, Program management, People leadership, Coaching
London, England, United Kingdom · Hybrid
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-c…
Skills: Enablement, Learning and development, Sales readiness, Account management, Program management
London, England, United Kingdom · Hybrid
Onboarding Specialist (German Speaking) Location: Finsbury Square, London (Hybrid: in office 2 days per week) With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking H…
Skills: German language, Software implementation, Customer support, Training delivery, Restaurant operations
Toronto, Ontario, Canada · Hybrid
$115k–$125k/yr
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 ind…
Skills: PostgreSQL, Database architecture, High availability, Disaster recovery, SQL
Melbourne, Victoria, Australia · Hybrid
Marketing Manager, International Campaigns Location: Melbourne, Australia (Hybrid position, in office 2 days per week) About OpenTable With millions of diners, 65K+ restaurant partners and 25+ years of experience, OpenTa…
Skills: Brand Marketing, International Campaign Management, Media Buying, Creative Briefing, Market Localisation
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The Benefits Manager will oversee the administration, compliance, and continuous improvement of global health, retirement, and leave programs. They will partner with cross-functional teams to execute annual renewals, manage vendor relationships, and provide data-backed program enhancements.
Candidates must have 5+ years of progressive benefits experience with deep knowledge of U.S. compliance and HRIS benefits configuration. Proficiency in managing leave of absence policies and strong analytical skills for executive reporting are essential.
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.
The Benefits Manager turns our total rewards strategy into impactful, easy-to-use programs that support employees across their work and life journeys. In this role, you will own the day-to-day administration, continuous improvement, and compliance of our health, retirement, leave, and wellbeing offerings. By bridging strategic planning with hands-on operational excellence, you will ensure seamless plan delivery, accurate system configuration, and clear employee communications. You will also partner closely with cross-functional teams to provide empathetic support and drive innovative, data-backed program enhancements.
Lead end-to-end planning and execution for annual renewals, open enrollment, and plan design updates while managing relationships with brokers and insurance carriers to ensure service quality and cost-efficiency.
Analyze benefit utilization, cost trends, and market benchmarking data to propose innovative program enhancements aligned with our global philosophy.
Execute and maintain strict regulatory compliance and governance for all benefit plans, including funding compliance, non-discrimination testing, and required annual notices.
Oversee policy definition, workflow enhancement, legal notices, and administration for leave of absence programs across North America.
Partner with technology teams to build, test, and maintain Human Resources Information System benefits configurations, life event tracking, and vendor data integrations.
Manage high-tier benefits inquiries via internal ticketing systems and educate cross-functional teams on ongoing plan administration, open enrollment changes, and policy updates.
5+ years of progressive benefits experience, with proven experience leading plan administration, annual renewals, and open enrollment end-to-end.
Deep knowledge of United States benefits compliance, including federal and state leave laws, and governance protocols.
Hands-on experience with Human Resources Information Systems, demonstrating proficiency in benefits configuration, open enrollment setups, and integration troubleshooting.
Proven track record of setting and administering leave of absence policies and holding brokers, providers, and technology vendors accountable to service levels.
Strong communication and analytical skills with the ability to translate complex benefit data into clear executive recommendations and employee-friendly guidance.
Ability to work 2 days from the office.
Experience supporting benefits in a fast-paced technology, marketplace, or matrixed global company.
Knowledge of Canadian, Mexican, UK, and European based statutory and supplemental benefits.
Experience maintaining ticketing systems and internal knowledge bases.
Relevant industry credentials such as Certified Employee Benefit Specialist, Certified Benefits Professional, or equivalent human resources certifications.
Benefits and Perks
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 model. This role aligns with that approach, with an expectation of coming into the office two days a week—giving employees the best of both worlds: in-person collaboration and flexibility.
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 $125,000-$140,000 USD.
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 - 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.
Inclusion
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.
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.
#LI-Hybrid
OpenTable is a global leader in restaurant tech, helping 70k restaurant partners fill 2 billion seats a year.
OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), has been proudly serving restaurants for over 25 years—resulting in a network of over 70,000 restaurants, bars, and wineries around the world. From “Where should we eat?” to “Your table is ready,” OpenTable is the bridge between restaurants and diners. For restaurants, OpenTable is an all-in-one solution that helps streamline FOH and BOH operations, puts them in front of new guests, and backs it all up with 24/7 customer support in 240 languages. Plus, OpenTable is integrated with hundreds of technology partners to help restaurants run seamlessly. All so restaurants can focus on what they do best: providing amazing hospitality and food. For diners, it’s the easiest way to discover new restaurants with personalized recommendations, data-backed lists, curated guides and more, and manage all your reservations through an intuitive app. After all, dining out is better when it runs smoothly on both sides of the table.
Offices: 1 Montgomery St, Suite 500, San Francisco, California 94104, US · Alphabeta Building 14-18 Finsbury Square, London, England EC2A 1AH, GB · 29 Balfour St, Sydney, NSW 2008, AU · Paseo de la Reforma No. 373, Piso 6-A, Col. Cuauhtémoc, De. Cuauhtémoc 06500, MX
OpenTable is a global leader in restaurant tech, helping 70k restaurant partners fill 2 billion seats a year.
OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), has been proudly serving restaurants for over 25 years—resulting in a network of over 70,000 restaurants, bars, and wineries around the world. From “Where should we eat?” to “Your table is ready,” OpenTable is the bridge between restaurants and diners. For restaurants, OpenTable is an all-in-one solution that helps streamline FOH and BOH operations, puts them in front of new guests, and backs it all up with 24/7 customer support in 240 languages. Plus, OpenTable is integrated with hundreds of technology partners to help restaurants run seamlessly. All so restaurants can focus on what they do best: providing amazing hospitality and food. For diners, it’s the easiest way to discover new restaurants with personalized recommendations, data-backed lists, curated guides and more, and manage all your reservations through an intuitive app. After all, dining out is better when it runs smoothly on both sides of the table.
Offices: 1 Montgomery St, Suite 500, San Francisco, California 94104, US · Alphabeta Building 14-18 Finsbury Square, London, England EC2A 1AH, GB · 29 Balfour St, Sydney, NSW 2008, AU · Paseo de la Reforma No. 373, Piso 6-A, Col. Cuauhtémoc, De. Cuauhtémoc 06500, MX
