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Freelance DevOps Support Engineer (Part-Time, Remote, Americas Time Zone)

Freelance DevOps Support Engineer (Part-Time, Remote, Americas Time Zone)

Type: Freelance / Contract Hours: 10–20 hrs/week
Location: 100% Remote β€” Americas/Canada time zones required
Compensation: Hourly + base pay for availability (competitive, based on experience)
Duration: Long-term collaboration

About Us

At TechWorld With Nana we build next-generation DevOps and Cloud engineers through hands-on, outcome-driven education. Our students don't just watch content β€” they build, deploy, break, and ship real systems.

To support this mission, we're looking for an experienced DevOps / Cloud Engineer who genuinely enjoys helping others learn and grow.

The Role

As a DevOps / Cloud Support Engineer, your primary responsibility is to provide technical support to our students on Discord across our DevOps and DevSecOps bootcamp programs. You will combine deep technical expertise with clear, patient communication to ensure students feel supported and unblocked throughout their learning journey.

Key Responsibilities

Student Technical Support

  • Answer student technical questions within 2 hours on Discord

  • Help students troubleshoot issues with tools, commands, configurations, and concepts

  • Proactively check in on open threads to ensure students are unblocked and making progress

  • Foster a supportive, high-trust learning environment

  • Support is primarily written via Discord, but when needed, jump on a short call to unblock students faster

Course Quality Feedback

  • Flag and document course content that appears outdated, broken, or unclear

  • Report recurring student issues to the course maintenance team

  • Contribute observations that help keep bootcamp content aligned with current industry standards

Career Development Support (occasional, on-demand)

  • Conduct 1-on-1 career calls with students β€” mock interviews, career planning, job search strategy

  • Review and provide actionable feedback on student CVs and LinkedIn profiles

  • Help students prepare for technical interviews

Required Skills & Experience

  • 3+ years of professional DevOps experience

  • Solid hands-on experience with Docker, Kubernetes, CI/CD pipelines, Terraform, AWS, and scripting

  • Strong written English β€” clear, patient, and helpful communication style

  • Available to cover North American time zones (ET/PT)

  • Comfortable working in a fast-moving, remote environment

Nice to Have

  • Prior experience with DevSecOps concepts and tools

  • Experience mentoring, teaching, or coaching engineers

  • Familiarity with Discord as a support and community channel

  • Exposure to AI-driven DevOps tools and workflows

  • Public GitHub profile or portfolio

Compensation & Hours

  • Hourly rate + base pay for availability

  • 10–20 hours per week, flexible schedule based on student demand

  • Competitive rates for top-tier candidates

Why Join Us

  • Direct influence on engineers' careers

  • High autonomy and ownership in your work

  • Work with modern DevOps tooling and a passionate learning community

  • Fully remote, flexible schedule

  • Long-term collaboration potential

How to Apply

A note on our application process: This is a student-facing role where clear communication and comfort on camera are essential. As part of our application process, we require every applicant to submit 3 short Loom videos (max 5 min each). This is non-negotiable β€” if you are not comfortable recording yourself, this role is likely not the right fit. Applications without all 3 Loom videos will not be considered.

Record Loom Video #1 β€” About You (max 5 min):

  • Why this role interests you and why you enjoy helping others learn and grow

  • A concise summary of your technical background and relevant soft skills

Record Loom Video #2 β€” Support & Communication Skills (max 5 min), covering:

  1. You're helping a student whose Kubernetes pod is stuck in CrashLoopBackOff. Walk me through your exact thought process β€” what do you look at first, what commands do you run, and how do you explain each step without overwhelming them?

  2. Explain the difference between a Kubernetes Deployment and a StatefulSet to a student who understands Docker but has never used Kubernetes. No diagrams, no bullet points β€” just talk it through.

  3. A student's Terraform apply works locally but fails in CI/CD with a permissions error. They've already tried three things and are frustrated. What's your diagnostic approach, and how do you manage both the technical problem and the student's frustration?

  4. What is the single most common misconception students have when they first start working with Kubernetes networking? Why does it happen, and how do you correct it without making the student feel stupid?

Record Loom Video #3 β€” Technical Depth (max 5 min), covering:

  1. Design a complete end-to-end CI/CD pipeline for a microservices app deployed to Kubernetes β€” from code commit to production, including testing, security scanning, image building, versioning, rollback, and monitoring. What tools would you choose at each stage and why?

  2. A startup wants to migrate a monolith to microservices on AWS. Team of 3 devs, no dedicated DevOps, max 2 hours downtime. Design the migration strategy, infrastructure, and CI/CD pipeline. What are the biggest risks and how do you mitigate them?

  3. Your production Kubernetes cluster has intermittent pod evictions during peak traffic. Walk through your complete investigation β€” metrics, tools, root cause analysis, and how you present findings to both technical and non-technical stakeholders.

  4. Walk through a security-first approach in a production CI/CD pipeline β€” secrets management, container image scanning, IaC security checks, and runtime monitoring. Give concrete tool choices and explain the tradeoffs.

Also include:

  • Your CV and LinkedIn

  • Your proposed hourly rate (USD) and base pay expectation. Include a range if flexible.

  • Confirmation you can commit 10–20 hours/week, your timezone, and overlap with ET/PT

  • 2–3 references (names and roles only)

  • (Optional) GitHub profile or public portfolio link

Frequently Asked Questions

Will I be working alone or as part of a team?
You'll be part of a small remote team. You'll work closely with our customer support and course maintenance team.
When would you like the new hire to start?
As soon as possible β€” ideally within 2-4 weeks of offer.
What’s the hiring process after the application is filled out? E.G. interviews with team members and a test project?
We review all Loom video submissions first. Shortlisted candidates will be invited to an interview, followed by a test task.
What does a typical week look like?
Monitoring Discord for student questions, responding within 2 hours, occasional short calls to unblock students, flagging course content issues.
What are some perks and benefits of the job?
Fully remote, flexible schedule, high autonomy, long-term collaboration potential, and direct impact on engineers' careers worldwide.
Is this a contractor (1099) or employee (W2) position?
This is a freelance contractor position.
Is there a trial or test period? About how long?
Yes β€” we typically start with a short paid trial period to ensure mutual fit before moving to a long-term contract.
Is the Loom video submission really mandatory?
A: Yes, absolutely. Applications without all 3 Loom videos will not be reviewed. This is a student facing role.
Are there set hours I need to be working during the day?
Yes β€” you must be available to cover North American time zones (ET/PT). Exact hours are flexible within that window, but consistent overlap is required.

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