Job Description

DevOps Engineer
Full-time / Singapore

The Company

Checkbox is a 12x award-winning technology start-up with a mission to empower anyone to build software. With a focus on decision and workflow automation, we empower business users within operational roles such as legal and compliance, to use drag and drop to build their own solutions that automate manual processes, analysis, and documentation. Since launching the product at the end of 2018, we have signed on global brands like Deloitte and Coca-Cola Amatil, as well as big Singaporean clients such as the Singapore Government and Rajah & Tann. We have incredible talent, including co-founders listed as Forbes 30 Under 30 leaders, executives who’ve previously co-founded or led global SaaS success stories, and most importantly, an A+ team of young, driven and sharp individuals. We are high performers who are positive, collaborative, open and direct in our communication, and care a lot about this business and each other.

Checkbox is growing rapidly and internationally with Singapore being one of our key strategic geographies. We have a large and growing base of Singaporean clients and we will be building a team and office to support them. This will be our first Singapore based role and will provide an exciting opportunity for the right person to have a say in how we set this up. Joining Checkbox is different to joining a regular company, and we will go to Singapore to onboard you in person to make sure you have the best experience possible.

The Position

At Checkbox you will be one of our earliest DevOps engineers and will join a tight-knit team of passionate, intelligent people. It is vital for us that our engineers feel a sense of individual impact, trust, and continuous growth while solving challenging problems to get things done. Our engineers are the life and blood of our company, and we’re always seeking ways to improve our engineering quality and culture so that our engineers can create their best work.

In this position, you will:

+ Design, develop, and implement solutions to improve the reliability, availability, and scalability of our platform
+ Design, develop, and maintain our cloud infrastructure
+ Support our Singapore-based clients that host us on their on-prem infrastructure
+ Practice and preach best-practice DevOps culture, standards, and processes


This is an experienced role and the ideal candidate would exhibit the following:


+ You have a growth mindset and are committed to your ongoing professional growth
+ You have strong communication skills and can comfortably and effectively communicate with clients and stakeholders
+ Production experience with Kubernetes and/or container platforms in general
+ Demonstrated capabilities in networking and Linux operating system fundamentals
+ You understand CI/CD and can use scripting and configuration management tools (Ansible) to create reliable and repeatable build and deployment processes
+ Experience troubleshooting issues across the software + network stack and going deep where required
+ Fun, positive and collaborative attitude to work



+ B2B software industry experience
+ Experience working with a start-up
+ You are fluent in Python, Go, and/or Node.js
+ Certifications in Kubernetes, AWS, and/or Linux
+ An interest in security, SecOps, threat modelling, and secure application design

Want to jump on board?

If you find this exciting and think you have what it takes, we would love to meet you. 

Please contact us at with your CV.


“At Checkbox, you are surrounded by intelligent, driven people who are passionate about what they do. There is always an opportunity for personal and professional growth, and to try new technologies.”
– Daniil Ivanov, Tech Lead

Headshot of woman smiling

“Working at Checkbox is a chance to choose your own adventure. Each day presents a new opportunity to work with and learn from a dedicated and close-knit team to shape the future of a fast-growing start up.”
– Aditi Dalal, Customer Success Manager