Director of Engineering, Enterprise Systems

OpenTable; Toronto; Hybrid; CAD 180,000 - 240,000; Full time

Benefits offered by this job

Work from almost anywhere (up to 20 in

SpringHealth therapy sessions

Headspace subscription

Parental leave

Generous vacation and PTO

Development Dollars

Leadership development

On-demand e-learnings

Private health and dental insurance

Life and disability insurance

Job summary

OpenTable, part of Booking Holdings, seeks a Director of Engineering for Enterprise Systems in Toronto. The hybrid role requires in-office attendance 2 days per week. Lead cross-product initiatives, architect reliable systems, and mentor a team serving finance and business stakeholders.

Role emphasizes writing code (JS/TS, PHP), integrating financial systems (ERP, AP, AR, P2P), and partnering with product, engineering, and finance teams to drive efficiency.

Qualifications

• Bachelor’s Degree, preferably with an engineering/technical background.
• Minimum of 10+ years of experience writing code, with at least 5+ years on a fintech/enterprise technology team.
• Strong demonstrable experience deploying JavaScript/TypeScript and PHP code in an enterprise environment.
• Strong demonstrable experience with SQL.
• Experience developing/integrating financial systems like ERP, AP Automation, AR, Travel & Expense, O2C, R2R, P2P integrations.

Responsibilities

• Lead cross-product improvements and initiatives with business and product teams.
• Write code to implement new tools and platforms and maintain existing ones.
• Review and update existing integrations.
• Drive architecture evaluations and decisions for reliable, observable systems.
• Mentor and manage a team to align resources with priorities and oversee quality of work.
• Support finance stakeholders with ongoing operational delivery.

Skills

JavaScript/TypeScript

PHP

SQL

Leadership

Mentoring

Fintech knowledge

Education

Bachelor’s degree in engineering/technical field

Tools

NetSuite

Softco

Expensify

Salesforce

Payments platforms

Job description

Director of Engineering, Enterprise Systems

Toronto, Canada

This hybrid role requires in-office attendance 2 days per week in our downtown Toronto office.

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 Role:

The Enterprise Systems Team sits within the Technology Operations organization and partners with finance, business, analytics, product and engineering stakeholders to help build and deliver projects to increase business efficiency and automate global teams’ business processes. This individual will contribute to the design, development, and delivery of great business-facing products, system enhancements and critical reporting to finance and business stakeholders. This posting is for an existing vacancy.

In this role, you will:

• Work closely with the business and product teams to lead cross-product improvements and initiatives.
• Write code to implement new tools and platforms, and maintain existing ones
• Review and update existing integrations
• Drive architecture evaluations and decisions to build reliable and observable systems
• Build rapport with stakeholders, manage expectations and deadlines by providing guidance
• Mentor and manage a team to effectively align resources with priorities and oversee quality of work and ongoing operational support being delivered to the finance stakeholders.

Please apply if you have:

• Bachelor’s Degree, preferably with an engineering/technical background.
• Minimum of 10+ years of experience writing code, with a minimum of 5+ years on a fintech/enterprise technology team.
• Strong demonstrable experience deploying JS/TS, PHP code in an enterprise environment
• Strong demonstrable experience with SQL
• Technical skills with prior hands‑on experience developing and integrating financial systems such as ERP, AP Automation, AR Receivables, Travel and Expense, Enterprise O2C, R2R, P2P integration platforms
• Critical thinking and strong analytical skills to provide guidance to your team with a great attention to detail and commitment to data accuracy, adherence to data governance and control requirements.
• Strong verbal and written communication skills and ability to partner effectively with cross‑functional teams whether engineering, product, finance and business stakeholders.
• Eagerness to constantly learn and grow in the role while adapting to whatever new systems are needed in the future.
• Hands on experience with NetSuite, Softco, Expensify, Salesforce, payments etc. a plus.

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
• 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

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.

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.

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 and equity grant.

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.

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