The Senior DevOps Engineer will enhance infrastructure, CI/CD, and operational standards. They will lead initiatives, resolve production issues, and implement best practices using various technologies.
Wonolo (Work Now Locally) is disrupting the $140BN temporary staffing industry. Founded in 2014, Wonolo's mission is to help people find consistent work. Through our two-sided tech marketplace, we connect hundreds of businesses in need of front-line workers with 2 million underemployed workers in local markets across the United States, within minutes. Wonolo has raised over $200M in funding which will continue to help us empower the in-demand workforce by democratizing access to flexible work, opportunities to learn new skills, a living wage, and comprehensive portable benefits and perks.
We are looking for an experienced Senior DevOps Engineer to join our team. In this role, you will help define and evolve the infrastructure architecture, operational standards, and engineering best practices that support our development teams. This role will have a broad impact across infrastructure, automation, CI/CD, observability, and developer enablement.
You will work closely with engineers across the organization to improve system reliability, scalability, and efficiency, while helping build a strong foundation for sustainable growth. The ideal candidate is a collaborative, self-driven problem solver who is comfortable leading technical initiatives, proposing pragmatic improvements, and implementing solutions with a high degree of ownership.
You will work extensively with technologies such as Nomad, Kubernetes, Buildkite, Terraform, Ansible, and Datadog to build and operate resilient, scalable, and well-observed systems.
We welcome qualified candidates located anywhere in Canada #LI-Remote.
- Own the design and execution of projects that strengthen infrastructure, scalability, reliability, and operational maturity across the organization
- Establish and drive infrastructure standards, architecture decisions, and engineering best practices across teams
- Build and operate the automation that powers provisioning, configuration management, deployments, and core platform workflows
- Lead improvements across CI/CD, observability, and developer enablement to increase engineering velocity and system confidence
- Take ownership of complex infrastructure and production issues, driving both immediate resolution and sustainable long-term fixes
- Extensive hands-on experience with AWS
- Experience with Terraform and Ansible
- Programming or scripting experience in Python or Ruby and Bash
- Experience with CI/CD systems such as Buildkite, CircleCI, Jenkins, or similar
- Strong knowledge of Docker and container-based systems
- Experience with Kubernetes required; experience with Nomad is a strong plus
- Strong Linux fundamentals and comfort with shell scripting
- Familiarity with Datadog or similar monitoring and observability platforms
- Strong troubleshooting and systems thinking skills
- A strong preference for automation, standardization, and repeatable processes over manual workarounds
- A collaborative mindset and the ability to work independently with a high degree of ownership
If you have read up to this point, we hope you are excited about this opportunity to work at Wonolo! Even if your experience does not check every bullet point, we still highly encourage you to apply. The best hires do not always check off every box of a job description.
Nice to haves:
- Background in platform engineering or developer enablement
- Familiarity with Temporal or similar orchestration and workflow frameworks
- Hands-on work with PostgreSQL administration, operations, or performance management
- Exposure to AI observability, monitoring, or operational support for AI-driven systems
Pay Range:
The expected pay range for this position is $160,000 - 207,000 CAD per year. Please note that individual total compensation for this position will be determined at the Company's sole discretion and may vary based on several factors, including but not limited to, location, skill level, and years and depth of relevant experience. Additionally, this role is currently eligible to participate in Wonolo’s equity plan as well as a range of health and wellbeing, retirement savings, and other benefits within a holistic total rewards offering.
Benefits and Perks:
- The opportunity for growth in a mission-driven and well-funded start-up
- Meaningful equity
- We pay 100% of the medical/dental/vision insurance premiums for you
- Generous parental leave plan
- Cell phone reimbursement and company laptop
- Retirement plans as well as life and disability insurance
- Access to no-cost on-demand mental health support, including counselling, mindfulness and meditation, and wellbeing courses
- We encourage a healthy work-life balance and offer flexible schedules, an open vacation policy, and the ability to work from anywhere in Canada (no more commutes!)
- Team outings, happy hours, company off-sites, and more!
Wonolo is a two-sided job marketplace that serves over 2 million front-line workers, providing them access to flexible and consistent job opportunities across the United States within minutes, at companies such as Peloton, Coca-Cola, Neiman Marcus, Papa John's, and thousands more.
We are a remote-first company with 200+ full-time employees, and quickly scaling our team within the United States, Canada, and Latin America. We are well-funded and backed by leading investors including Sequoia Capital, Bain Capital, and Leeds Illuminate, among others.
Learn more about us:
Wonolo raises $140M to continue supporting over 1 million laborers and front-line workers
Wonolo is one of Glassdoor's best tech companies to work for in 2021
Why G2 Venture Partners Invested in Wonolo
Yong Kim (CEO) on why he's passionate about empowering the in-demand workforce
Commitment to Diversity, Inclusion, Equity, and Belonging
Wonolo welcomes you as you and celebrates our collective diversity. We work to serve the underserved, and we are built on the strength of our entire community. We know that diverse backgrounds, perspectives, and experiences make for the best teams, and help to drive high performance. We strive to ensure that our team represents different cultures, perspectives, and backgrounds, as these empower our team to come together to make the best decisions and the biggest impact.
Wonolo is an equal-opportunity employer. We work to ensure all people feel supported, empowered, and connected at work. A big part of this effort is through our support for members and allies of Employee Resource Groups. Individuals seeking to work at or with Wonolo are considered without regard to race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, sexual orientation, gender identity, or any other protected status under all applicable laws, regulations, and ordinances.
Wonolo Privacy Statement
By providing your personal information and/or submitting your application, you agree that Wonolo may use your personal information for the purposes of carrying out its recruitment and hiring process, which may include, but is not limited to, reviewing your qualifications, verifying your information, communicating with you about the recruitment process, and retaining your personal data as otherwise needed for recruitment-related activities.
Information you provide Wonolo as part of the recruitment process is accessible only to those Wonolo employees and other third-party service providers involved with Wonolo's recruitment, interview, and onboarding process. Wonolo does not disclose your personal information to any third party in a manner that would be considered a sale under applicable laws. By providing your personal information as an applicant for this position or any other position at Wonolo, you agree that your personal data may be transferred and/or disclosed to Wonolo's third-party providers. This may include transfers to servers and databases outside the country where you provided Wonolo with your personal data.
Wonolo does not accept agency or consulting resumes. Please do not forward resumes to our job postings, email alias, Wonolo employees or any other organization location. Wonolo is not responsible for any fees related to unsolicited resumes.
Top Skills
Ansible
AWS
Bash
Buildkite
CircleCI
Datadog
Docker
Jenkins
Kubernetes
Nomad
Python
Ruby
Terraform
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