Billing Operations Team Leader

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Toronto, ON
In-Office
Food • Mobile
The Role

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 that includes our sister brand, KAYAK and its portfolio of global metasearch brands. Hospitality is all about taking care of others, and it defines our culture.

About the role:

We are seeking an experienced and dynamic Billing Operations Team Leader to join our organization. This role will primarily focus on ensuring the accuracy of billing processes, supporting compliance initiatives, and driving operational efficiency.

The successful candidate will collaborate closely with internal teams to optimize workflows and improve overall billing operations. A strong analytical approach, deep expertise in billing operations, and one who can manage sophisticated billing scenarios are essential. Proven leadership capabilities are also critical for success in this role.

In alignment with our hybrid work model, we expect employees to maintain a hybrid approach and in-office presence as determined by management.

In this role, you will:

  • Lead all aspects of the global billing process for commercial contracts, ensuring accuracy and compliance with customer agreements and internal standards.
  • Support the month-end close process by meeting deadlines and performing key activities, including revenue statistics compilation and account reconciliations.
  • Ensure adherence to internal controls and risk management protocols, including reviewing contracts and implementing vital billing controls.
  • Assist in audit processes by providing timely and accurate documentation as requested.
  • Provide leadership and support to the Billing team, working closely with the Billing Manager to foster strong team performance and operational excellence.
  • Lead training and development efforts for team members, supporting new hire onboarding and finding opportunities for ongoing skills development.
  • Address and resolve billing discrepancies and issues swiftly, minimizing impact on customers and internal operations while raising complex issues as needed.
  • Serve as the primary point of escalation for billing-related inquiries, ensuring SLAs for issue resolution are consistently met.
  • Prepare and review monthly reports and key performance indicators, ensuring that all data is validated before sharing.
  • Find opportunities for continuous improvement within billing processes, focusing on enhancing efficiency, accuracy, and automation.
  • Collaborate cross-functionally with teams in finance, sales, and billing support to ensure smooth and effective operations.
  • Maintain comprehensive and up-to-date documentation of billing processes, policies, and procedures to ensure consistency and compliance.

Please apply if:

  • 5+ years of proven experience in accounts receivable (billing), with at least 2 years in a leadership or supervisory capacity.
  • Validated experience leading globally dispersed teams.
  • Strong problem-solving and analytical skills, with the ability to handle sophisticated billing scenarios.
  • In-depth knowledge of billing systems, invoicing processes, and SOX compliance.
  • A continuous improvement attitude, with demonstrated experience in optimizing operational processes.
  • Expertise in managing month-end tasks, including reconciliations, revenue actuals, and reporting (sophisticated Excel skills required).
  • Outstanding communication and collaboration skills.
  • Highly meticulous with strong organizational abilities.
  • Familiarity with NetSuite and Salesforce is preferred.
  • Ability to thrive in a fast-paced environment.
  • Bachelor’s degree or equivalent experience in Finance, Accounting, Business Administration, or a related field.

Benefits:

  • 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
    • Company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
  • No meeting Fridays
  • 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 upon start
  • Private health and dental insurance
  • Life and Disability insurance

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 Canada located role is 80,000 - 100,000 CAD annually.

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.

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-BB1


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The Company
HQ: San Francisco, CA
1,891 Employees
Year Founded: 1998

What We Do

With millions of diners, tens of thousands of restaurants, and 20+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a unique insight into the world of hospitality. We champion restaurants, bars, wineries, and other venues around the world, helping them attract guests, manage capacity, improve operations, and maximize revenue.

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 network that includes OpenTable and KAYAK's portfolio of travel brands including Swoodoo, checkfelix, momondo, Cheapflights, Mundi and HotelsCombined.

Why Work With Us

Hospitality is all about taking care of others, and it defines our culture. You’ll work in a welcoming and inclusive environment, and get the benefits, flexibility, and support you need to succeed.

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