We prioritize innovation, reliability, and user-centric design in our products. We are seeking an experienced Senior Software Engineer / Technical Lead to own and lead the development of the MASV Agent, our cross-platform, high-speed file transfer service, and to guide a growing engineering team as we take it further.

This is a hands-on technical leadership role. You'll set direction and plan major initiatives, break work down and then stay hands-on by tackling the most challenging, highest-leverage technical work yourself. if you'dlike to grow into people management as the team expands, we'll support that.

Drive the design, implementation, and continuous optimization of our core client-side agent for high-speed, reliable file transfers across macOS, Windows, and Linux.

Lead technical discussions and architecture decisions for client-side applications, ensuring scalability, fault tolerance, and clean recovery from crashes, restarts, and unreliable networks.

Help define and build well-documented SDKs that let other developers integrate MASV's transfer infrastructure into their own workflows, with clear API surfaces that are easy to adopt.

Shape the approach for major projects, break work into deliverables, distribute and work within the team while owing the outcome.

Optimize system performance: Troubleshoot complex, system-level issues across network I/O, filesystem operations, cross-platform behavior, and concurrency.

Ensure every capability ships cleanly through the CLI and local REST API, with machine-readable output and clear error semantics. Anticipate AI agents as first-class consumers and help define MCP-based interfaces where they improve discovery, orchestration, and tool use.





Coach and provide technical guidance, lead code reviews to elevate the engineering practices of the team.

Own and coordinate deployments: Take responsibility for planning and executing deployments, organizing release activities across the team, clarifying ownership and timelines, and ensuring smooth, reliable rollouts.

Partner with Support to improve customer issues: Work closely with the Support team to troubleshoot recurring and complex customer issues, catalog and map the problems customers face, identify root causes and patterns, and coordinate improvements that make the product more reliable and easier to use.

10+ years Senior-level experience as a Systems or Software Engineer, with a strong focus on client-side applications, distributed systems, networked services, or developer tooling, including having owned a significant system and set its technical direction.

Solid understanding of OS internals, filesystems, concurrency, and core networking protocols (UDP, TCP, TLS, with a real focus on correctness under failure.

Demonstrated experience designing, versioning, and supporting APIs, CLI tools, or developer-facing SDKs for both human and programmatic consumers. Familiarity with agentic AI workflows, tool-calling patterns, MCP, or similarly structured machine-to-machine interfaces is valuable.

Technical leadership:



Excellent analytical skills and the ability to debug cross-platform issues independently in a fast-paced, agile environment.

Clear written communication for a remote, asynchronous team.

10+ years of professional engineering experience.

Experience with high-performance data transfer, concurrency, and reliability in networked or I/O-heavy systems.

Experience with unattended / agent software running on customer infrastructure.

Experience with cross-platform build tools, packaging, and CI/CD for client binaries (Windows, macOS, Linux).

Experience building and maintaining SDKs in multiple languages (e.g., Python, JavaScript/Node.js, Rust), or cloud storage integrations.

Experience designing tools for AI agents, including MCP servers, structured tool schemas, deterministic machine-readable output, authentication and automation.

Degree in Computer Science, Information Technology, or a related field.

A competitive base salary of $140K-$190K CAD per/year,dependent on applicant qualifications

6 weeks of flexible paid time off A monthly work-from-home stipend (we’re a fully remote org)

A $3,000 career development budget annually

Work-life harmony (we appreciate hustle but also a good night’s rest)

Artificial intelligence (AI) may be utilized to assist in efficiently processing and assessing applications during the screening process as well as perform administrative tasks to deliver a faster and more responsive experience for candidates. MASV welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

📌 Systems Engineering Lead, Senior (Winnipeg)
🏢 MASV
📍 Winnipeg