Cloud Engineer - Core Infrastructure

OpenTable; Toronto; Hybrid; CAD 100,000 - 120,000; Full time

Job summary

A leading tech company in Toronto is seeking an experienced cloud infrastructure engineer to manage AWS and GCP resources, develop automation tools, and enhance operations with AI integration. The role offers a competitive salary of $100,000 - $120,000 CAD and comprehensive benefits including health insurance and generous paid time off.

Benefits

Health benefits

Flexible spending account

Retirement benefits

Paid time off

Company-paid therapy sessions

Access to on-demand e-learning

Qualifications

• 3-5 years of AWS experience with certification preferred.
• Experience in scripting (preferably Bash, Go, PowerShell, Python).
• Familiarity with configuration management tools.

Responsibilities

• Managing cloud infrastructure in AWS and GCP.
• Developing automation tools for operational tasks.
• Collaborating with security, networking, and data platform teams.

Skills

AWS

Scripting languages (Bash, Go, PowerShell, Python)

Configuration management (Ansible, Puppet, Terraform)

Linux (Ubuntu, Debian)

Tools

AWS CLI

GitHub

Virtualization platforms (VMware, Proxmox)

Job description

Intro

This will be a remote role to start, with plans to transition to hybrid in‑office 2x/week located in downtown Toronto. 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 Role

In this role, we are seeking someone experienced in modernizing legacy software stacks for the cloud, with a primary focus on AWS. You will help the DBA team migrate traditional database workloads—such as MongoDB and PostgreSQL—to cloud environments and support internal teams in their efforts deploying and operating Kubernetes in the cloud.

A key part of this role involves integrating with artificial intelligence platforms (such as Bedrock and Vertex AI) to enhance our operations and automation capabilities.

While we also maintain on‑prem hypervisor infrastructure, your objective will be to automate its routine operational tasks via APIs to reduce manual toil, freeing up time for cloud and AI initiatives. You will develop solutions that interact with these platforms’ APIs. Experience with Linux operating systems is a huge plus.

Responsibilities

• Managing and optimizing cloud infrastructure in AWS and GCP, including service deployment and resource utilization.
• Leading the evaluation and integration of new technologies, especially AI platforms (like Bedrock and Vertex AI), to improve infrastructure operations.
• Developing and maintaining automation and tooling for provisioning, configuration, and operational tasks (using tools like Ansible, Puppet, Terraform, Packer, and custom solutions) to reduce manual toil.
• Implementing and maintaining disaster recovery strategies for critical services, including cross‑datacenter and cloud‑based replication.
• Automating the administration of virtualization platforms, including VM provisioning, balancing, and patch management.
• Collaborating with security, networking, and data platform teams to ensure infrastructure reliability, scalability, and compliance.
• Overseeing shared storage solutions, backup strategies, and storage protocol migrations.
• Participating in on‑call rotations and incident response for infrastructure‑related issues.

Please apply if:

• You love tackling new things you’ve never been exposed to before and enjoy evaluating new technologies.
• You know how to work with AI to write code and troubleshoot.
• You have a solid foundation in scripting languages and APIs.
• You love a challenge and we will give you unexpected goals that will stretch your abilities.
• You’ve worked closely with Security teams and you’re familiar with their tools.

Required Skills

• 3‑5 years AWS experience (certification preferred, Solutions Architect Associate minimum).
• Familiarity with AWS CLI commands.
• 5 years scripting experience (priority is bash, Go, PowerShell, Python).
• Configuration management (Puppet, Ansible, Terraform).
• Basic GitHub experience.
• Linux experience (preferably Ubuntu or Debian).

Preferred but not required

• Experience with AI platforms (Bedrock, Vertex AI).
• Experience with identity providers (Okta, AD, or anything providing OIDC/SAML).
• 3‑5 years experience with on‑prem hypervisors (VMware/Proxmox).
• 3‑5 years experience with shared storage (NetApp).

Compensation & Benefits

The range for this Toronto, Canada based role is $100,000 - $120,000 CAD. 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.

Benefits include generous paid vacation, time off for birthdays, up to 20 days per year working remotely, company‑paid therapy sessions through SpringHealth, company‑paid subscription to Headspace, an annual company‑wide week off, paid parental leave, access to thousands of on‑demand e‑learnings, travel discounts, employee resource groups, private health and dental insurance, life and disability insurance.

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.