DevOps Engineer

About Us

At Port 443 we work together, laugh together, and eat a lot of donuts together. (Have you seen our Instagram? It’s basically a food blog.) Our products (My Music Staff, TutorBird & AthletaDesk) are always evolving, making for an exciting and dynamic environment. Every day, we’re connecting with our thousands of users all around the world. If you ask them what they love about us, they’ll tell you that we really listen to their needs and go above and beyond to help. Our members are at the heart of everything we do. Their feedback and ideas help shape our products, and at the end of the day, we’re all here because of them…

…and because of the donuts.

About You

You’re a top-notch DevOps kind of person, with a strong emphasis on “Ops”. You’ve got practical experience with AWS and a passion for cyber security (but you probably don’t like the word “cyber” because… well, it’s just kind of weird). Perhaps you were a developer at one point but switched gears to infrastructure and networking (and still like to toss the developer hat back on every now and again!).

You like figuring out bottlenecks in systems and you’re a proactive problem solver. You use your development skills to automate routine tasks and you like defining infrastructure as code. Your interests lie at the intersection of software and infrastructure. You take pride in your work and you hate being on-call, so you work carefully to implement reliable infrastructure. You don’t mind chipping in to solve software and/or infrastructure problems around the office either!

You’ve got:

  • Strong understanding of cloud-native operations, technologies, principles, and infrastructure as code
  • 3 years of experience with core AWS services (EC2, S3, IAM, RDS)
  • 3 years of configuration management or software development experience
  • 3 years of experience with build automation tools (TeamCity, Maven, or other)
  • Experience writing scripts (e.g. bash, PowerShell, etc.)
  • A diploma or degree in a relevant field
  • Understanding and familiarity with one or more cyber security frameworks (your choice, come and tell us what you know)

Your responsibilities will include:

  • Support, automate and improve our AWS infrastructure
  • Work closely with the development and QA teams to optimize the ongoing CI/CD strategies from source control through to product delivery
  • Perform security audits and advise on best practices for data security
  • Working with external service providers when necessary to ensure smooth email delivery from our SaaS platform
  • Automate as much as possible (work smart, not hard!)
  • Clearly document all processes and tools

Meet the Team!

Dan is the founder & president of the company, so none of us would be here without him! 😊 He oversees everything going on at Port 443, and his hands are in a lot of the development projects. He’s the guy who makes sure that everything is always running smoothly. Lately, you can find Dan taking meetings while walking on the office treadmill desk! Fun fact: did you know you can suddenly develop an avocado allergy as an adult? Dan knows! 🥑

Griffin started at Port 443 working with our QA team to test our beta features. After successfully squashing many bugs, he transitioned into our front-end development team where he’s an instrumental part in making our software the fun & functional product our members love. As an avid explorer he loves to be outside – whether he’s going on a hike or just enjoying a day skipping rocks by the lake. One thing still on his bucket list is to climb a mountain! 🗻

Ken is our Project Manager, keeping our many tasks on track and projects running smoothly! He’s always looking for ways to improve our processes and make things as efficient as possible for the team. He’s also always looking for ways to put a smile on your face – stop by Ken’s office in the morning to say hi and you’re pretty much guaranteed to have a great day 😀 When looking at his impressive resume you might think he’s done it all, but one thing still left on his bucket list is to visit the Arctic and see the Northern Lights!

Marc once let us decide the fate of his haircut by Slack poll and shaved his head! As a member of the back-end development team, he’s working on all the things “under the hood” that keep our products running. He’s always got the perfect thing to share in the #random channel, whether it’s his quarantine needlefelt animals or the adorable videos of his pets 😻

Nicolas is another member of the front-end development team – we have a Vick and a Nick, so

now we need a Rick! He’s focused on programming the logic that goes along with the design… and fixing the third-party text editor again when we find another bug. He’s a competitive and talented gamer – he’s won first place in our first two company Mario Kart tournaments! 🥇

Ojas is our Software Developer in Test, or as we like to think of him… our Bug Exterminator! He spends his days developing and performing tests on our products to uncover any bugs or issues for the team to fix before deploying changes. He’s also an absolute ray of sunshine who brings such a positive energy into the office! Even the most pessimistic team members can’t help but smile when Ojas is around 😊

Shannon is one of our fantastic front-end developers whose curiosity and creativity make her a joy to work with! A lover of music, she’s a secret karaoke master who’d love to learn to play the ukelele someday. By day, she’s hard at work helping the team upgrade our products to the next level, but by night she loves to go home, unwind, and enjoy some delicious comfort food. (Her preference? Pierogies 😋)

Thomas’ skills as a developer means he can jump between working on the front-end, the back-end, or the servers to help out wherever he’s needed. His hobbies outside of work include everything cool you could possibly think of. Cooking? His IG looks like a professional chef’s. DIY? He can build just about anything. Swords?! YES ⚔

Todd has the perfect dad joke for every conversation and the best track record on Untappd! As QA Analyst & IT Coordinator, he handles escalated bugs, tries to “break” pre-release features (so we can fix them, of course!), aaaaand deals with any incidents involving coffee spills & laptops 🙈 You can always count on Todd for his quick wit, rapid-fire puns, and impressive bowling skills at our Annual Bowling Bash!

Vick is our Star Wars enthusiast and diehard fan of Toronto-based sportball teams! As a member of the front-end development team, he’s focused on making sure that what our users see actually looks and works like it’s supposed to. In his spare time, Vick can be found watching hockey, playing hockey (NHL game series or good ol’ fashioned street hockey), reading books about hockey… look, he really likes hockey okay?! 🏒

Other Perks/Benefits

  • Free snacks and coffee – are you Team Hazelnut or Team Regular?
  • Company social events throughout the year – significant others welcome!
  • Cool company swag when we reach milestones – check our IG to see some of our past swag
  • Comprehensive health benefits plan – now you can stop putting off that dentist appointment!

When you come to work at Port 443, you’re joining a team that balances innovation, excellence, and fun. If this sounds like the perfect fit for you, we want to hear why! To let us know why this job posting speaks to you and what you can bring to the table, send your cover letter, resume, and favourite donut flavour to

P.S. A real human person reviews all submissions, so let your personality shine through!