Principal Software Engineer Toronto, Ontario

Kaseya® is the leading provider of complete IT infrastructure and security management solutions for Managed Service Providers (MSPs) and internal IT organizations worldwide powered by AI. Kaseya’s best‑in‑breed technologies allow organizations to efficiently manage and secure IT to drive sustained business success. Kaseya has achieved sustained, strong double‑digit growth over the past several years and is backed by Insight Venture Partners www.insightpartners.com, a leading global private equity firm investing in high‑growth technology and software companies that drive transformative change in the industries they serve.

Founded in 2000, Kaseya currently serves customers in over 20 countries across a wide variety of industries and manages over 15 million endpoints worldwide. To learn more about our company and our award‑winning solutions, go to www.Kaseya.com and for more information on Kaseya’s culture.

Kaseya is not your typical company. We are not afraid to tell you exactly who we are and our expectations. The thousands of people that succeed at Kaseya are prepared to go above and beyond for the betterment of our customers.

Job Summary The Principal Software Engineer – Cloud Native and SASE focused will lead the design and implementation of a cloud‑native, multi‑tenant SASE solution and its interaction with a globally distributed customer network. This is a hands‑on architecture role responsible for defining how customer traffic is managed across regions and gateways, while shaping scalable, resilient, and cost‑efficient platform capabilities. The role is critical to delivering production‑grade distributed systems that improve performance, availability, multi‑tenancy, and operational efficiency.

Roles & Responsibilities

Lead the architecture and technical design of SASE control‑plane services that manage tenant configuration, policy, routing, lifecycle, and per‑tenant usage across regions.

Define and implement orchestration patterns for configuration, telemetry, and lifecycle management across a distributed gateway fleet.

Design scalable and highly available cloud‑native systems that support dynamic gateway scaling, failover, multi‑AZ deployment, and multi‑region traffic management.

Evaluate and design multi‑tenancy models, including siloed, pooled, containerized, and hybrid approaches, with clear trade‑off analysis across scale, isolation, performance, and cost.

Partner closely with data‑plane teams to define APIs, traffic flows, and policy enforcement mechanisms for tunnels, routing, roaming, private‑network connectivity, and gateway interactions.

Establish deployment methodologies and engineering standards for CI/CD, infrastructure as code, observability, rollouts, and resilience in partnership with DevOps and SRE teams.

Provide technical leadership by breaking architecture into executable roadmaps, writing and reviewing code, mentoring senior engineers, and influencing technical direction across multiple teams.

Drive platform efficiency and COGs optimization through architecture decisions, resource utilization improvements, and operational scale strategies.

Required Qualifications

10+ years of experience building large‑scale distributed systems in SaaS, networking, or security platform environments.

3+ years of experience in a Staff, Principal, or Architect‑level role with end‑to‑end ownership of architecture and delivery.

5+ years of experience working with SASE, SSE, SD‑WAN, secure web gateway, cloud firewall, VPN, or ZTNA technologies, including large‑scale gateway or concentrator deployments.

3+ years of hands‑on experience designing or supporting multi‑tenant architectures, including tenant‑aware configuration, telemetry, usage controls, and resource isolation models.

3+ years of production experience with containers, Kubernetes, cloud‑native service design, autoscaling, resilience patterns, and multi‑region deployments.

Preferred Qualifications

3+ years of experience working with data plane concepts such as IPSec, WireGuard, TLS‑based tunnels, routing, policy enforcement, and private‑network connectivity.

3+ years of experience with CI/CD pipelines, infrastructure‑as‑code tools such as Terraform or CloudFormation, and observability frameworks for distributed systems.

3+ years of experience with private or public cloud platforms such as AWS, OCI, or similar cloud environments.

Strong hands‑on experience with backend engineering languages such as Go, Java, C++, Rust, or similar systems languages.

Experience with distributed systems technologies including Kafka, Redis, Cassandra, ELK stack, or similar messaging, data, and observability platforms.

Demonstrated ability to mentor senior engineers, influence architecture across multiple teams, and translate complex technical strategy into executable delivery roadmaps.

Join the Kaseya growth rocket ship and see how we are #ChangingLives !

Additional information Kaseya provides equal employment opportunity to all employees and applicants without regard to race, religion, age, ancestry, gender, sex, sexual orientation, national origin, citizenship status, physical or mental disability, veteran status, marital status, or any other characteristic protected by applicable law.

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