AI​/ML Engineer — Agentic AI Systems Ontario

About Kaseya

Kaseya is the leading provider of AI-powered IT management and cybersecurity software, serving Managed Service Providers (MSPs) and internal IT organizations worldwide. Our comprehensive platform helps organizations efficiently manage, secure, and automate their IT environments, driving operational efficiency and long-term business success.

Backed by Insight Partners, a leading global software investor, Kaseya has experienced sustained double-digit growth and continues to expand its global footprint. Today, Kaseya supports customers in more than 20 countries and manages over 15 million endpoints worldwide.

Founded in 2000, Kaseya has built a culture centered around innovation, accountability, and results. We are a high-growth, high-performance organization that values individuals who are driven, adaptable, and committed to delivering exceptional outcomes for our customers and teammates alike.

At Kaseya, success comes from embracing challenges, moving with urgency, and continuously raising the bar.

Locations: Toronto
Employment Type: Full-time

Join a fast-growing company that’s transforming the IT industry. At Kaseya, you’ll have the opportunity to work with cutting-edge technology, collaborate with a dynamic team, and develop your career in a high impact role.

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

We’re hiring AI/ML Engineers to build the intelligence layer of the Kaseya Intelligence Platform, an agentic AI runtime designed to automate IT operations for Managed Service Providers. This hands-on role combines applied machine learning, agent orchestration, behavioral anomaly detection, and production software engineering. You’ll build AI systems that interpret operational signals, coordinate actions across vendor platforms, and operate safely and predictably under real production conditions.

• Build agentic AI workflows that interpret PSA and RMM signals, coordinate vendor API calls, and support automated decision-making across customer environments
• Develop behavioral anomaly detection models using workflow activity, credential usage, tool-call sequences, and cross-platform interaction patterns
• Implement detection signals for scope escalation, abnormal decision paths, unexpected tool usage, and output-volume anomalies
• Build evaluation harnesses and benchmark pipelines to measure model and agent quality, latency, reliability, and safety
• Translate relevant machine learning and systems research into tested production implementations
• Contribute to OpenAPI-based connector generation and integration workflows across MSP, security, and IT management platforms
• Integrate AI workloads with durable execution platforms to support retries, partial failures, recovery, and long-running workflows
• Partner with Platform, Security, and Product teams to implement monitoring, fallbacks, permissions, guardrails, and auditability for AI-powered features

• Experience developing and operating production AI or machine learning systems using Python or a comparable programming language
• Experience building LLM or agent workflows using Lang Chain, Llama Index, or a similar orchestration framework
• Experience integrating Amazon Bedrock, OpenAI, Vertex AI, or another model provider into production applications
• Experience building evaluation harnesses, benchmark pipelines, or automated tests for model or agent behaviour
• Experience implementing techniques from machine learning or systems research in production software

• Experience with behavioral anomaly detection, time-series analysis, statistical baselining, or outlier detection
• Experience building event-driven systems…