Scrawlr is a company building a software platform and series of products dedicated to enabling alternative forms of communication layered on existing internet content, together with delivering superior monetization flexibility and content ownership for content generators.

Why you should work here We are working on a transformational project that we believe will have a global impact, and we expect our team members to solve complex, unique technical problems daily. Our team members are given a high degree of product ownership, including the latitude to propose and implement approaches that can be divergent from all standard or existing solutions.

Scrawlr is committed to maintaining an environment in which all ideas are taken seriously and great ideas are adopted, allowing dedicated employees to effect change and to dictate their progression within the organization.

Summary We are seeking a Lead Software Infrastructure Developer to architect, implement, and evolve the core infrastructure powering its consumer-facing cloud applications. This is a high-impact leadership role ideal for engineers who thrive in autonomous environments and are driven by ownership, accountability, and delivering results with minimal oversight.

This role combines deep technical execution with system-level thinking and team influence. The ideal candidate will be a proactive problem-solver, a systems thinker, and a hands-on leader who can scale infrastructure reliably while enabling development velocity.

Role Overview What to Expect A high-autonomy workplace with little day-to-day oversight

Full ownership over infrastructure and platform engineering responsibilities

Direct influence over tooling, practices, and team processes

Accountability for delivering secure, scalable, and cost-effective systems

Close collaboration with engineering, product,



and business stakeholders The opportunity to shape and lead Scrawlr’s long-term infrastructure vision

Responsibilities Your role will include, but will not be limited to:

Architecting and maintaining infrastructure across AWS and GCP for scale performance, and cost-efficiency

Building and optimizing CI/CD pipelines using GitHub Actions and CircleCI

Defining and implementing infrastructure-as-code practices using Terraform

Leading cloud security efforts including IAM, network controls, and compliance tooling

Managing platform services such as OpenVPN, Google Workspace, and Mailgun

Owning deployment workflows for Chrome Web Store and Google Play Store apps

Monitoring system performance, managing cloud spend, and resolving operational issues

Providing technical direction and mentorship to the DevOps and engineering teams

Aligning infrastructure priorities with product timelines and business goals

Expected Responsibility Split

50% Technical Execution: Designing, building, and maintaining infrastructure and CI/CD pipelines, writing and reviewing code, automating deployment processes, and ensuring system reliability and scalability.

30% Leadership & Planning: Leading and mentoring software infrastructure developers, setting team direction, aligning work with business goals, and collaborating cross-functionally on roadmaps and milestone delivery.

20% Administrative & Operational Oversight: Managing cloud costs, access control, security tools, internal systems (e.g., Google Workspace,



Mailgun), and compliance-related configurations.

Required Skills & Experience

Over five (5) years of experience in DevOps, infrastructure, or platform engineering

Proven track record of working independently and delivering in low-supervision environments

Expertise in CI/CD systems (e.g., GitHub Actions, CircleCI)

Deep experience with AWS and GCP cloud platforms

Advanced Terraform and infrastructure-as-code proficiency

Strong understanding of cloud monitoring, performance, and cost optimization

Familiarity with VPN tools, especially OpenVPN

Experience with GitHub repository architecture and access control

Administration of Google Workspace and Mailgun

Strong knowledge of cloud security practices and operational compliance

Demonstrated ability to lead projects, influence systems, and drive results

Nice to Have Skills & Experience

AWS certifications (e.g., Solutions Architect, DevOps Engineer)

HashiCorp Terraform Associate certification

Security certifications (CISSP, AWS Security Specialty, Security+)

Experience with SOC2, ISO 27001, or GDPR compliance

Contributions to open-source infrastructure or internal platform tooling

$170,000 - $190,000 per year base salary plus an options grant commensurate with capacity for contribution to the team

Position Type

Nature: Permanent, full-time, and in person

Time Commitment: 40 hours per week, with occasional overtime required

Start Date: Immediate

Please note: Candidates must be currently authorised to work in Canada.

We are an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, colour, religion, sex, national origin, disability status, protected veteran status, or any other characteristic protected by law.

📌 Lead Infrastructure Software Developer (Winnipeg)
🏢 Scrawlr
📍 Winnipeg