Principal Software Engineer

Kaseya Careers•Toronto, ON

14d

About The Position

Kaseya® is a leading provider of complete IT infrastructure and security management solutions for Managed Service Providers (MSPs) and internal IT organizations worldwide, powered by AI. The company has achieved sustained, strong double-digit growth and is backed by Insight Venture Partners. Founded in 2000, Kaseya serves customers in over 20 countries and manages over 15 million endpoints. 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.

Requirements

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.

Nice To Haves

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.

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.

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