Jira Service Management Developer – Java, Python, AI Automation & REST APIs

Astra-North Infoteck Inc. ~ Conquering today’s challenges, achieving tomorrow’s vision!; Toronto; On-site; CAD 90,000 - 120,000; Full time

Job summary

Astra-North Infoteck Inc. in Toronto is seeking a Jira Service Management Developer to design, build, and automate Jira-based portals and enterprise workflows.

You will craft intake forms, custom fields, workflows, queues, and SLAs, while developing Java services and Python automation to support Jira automation and integrations. Work includes AI-driven classification of requests, routing improvements, and integration with Confluence, Slack, Teams, GitHub, and other tools.

Qualifications

• 3+ years of experience administering, developing, or automating Jira, preferably Jira Service Management.
• Hands-on Jira Service Management forms, request types, workflows, queues, SLAs, permissions, notifications, dashboards.
• Professional experience creating production apps or services in Java (Spring Boot) and/or Python.
• Experience with Jira REST APIs, webhooks, JSON, HTTP methods, and OAuth 2.0/API tokens.
• Practical AI or intelligent automation applied to business workflows.
• Proficiency with SQL and at least one scripting language (Python/JavaScript/Groovy/PowerShell).
• Experience designing scalable, secure, observable systems.

Responsibilities

• Design and scale Jira Service Management portals, intake forms, request types, custom fields, workflows, approvals, queues, SLAs, permissions, and validation rules.
• Build automation that classifies, prioritizes, routes, assigns, and tracks work with minimal manual intervention.
• Develop reusable workflows for task creation, subtasks, dependencies, notifications, escalations, SLAs, and status transitions.
• Build production-grade Java services, utilities, and integrations supporting Jira intake automation and enterprise workflows.
• Use Python and other scripting languages to develop automation, integration utilities, AI workflows, and operational tooling.
• Develop and maintain REST APIs, webhooks, middleware, and event-driven integrations using Java, Spring Boot, Python, JSON, and HTTP.
• Apply AI and intelligent automation to classify requests, extract structured data, recommend priority and ownership, identify duplicates, and improve routing accuracy.
• Integrate Jira with Confluence, Slack, Microsoft Teams, GitHub, Azure DevOps, email, identity platforms, and other enterprise systems.
• Design responsible AI workflows with validation, confidence thresholds, explainability, security, privacy, human review, and fallback mechanisms.
• Create dashboards and reporting for intake volume, demand patterns, aging, throughput, SLA performance, routing accuracy, and automation effectiveness.
• Troubleshoot production issues using logs, metrics, audit records, distributed tracing, and test cases.
• Establish testing, monitoring, deployment, rollback, access-control, security, and governance practices for Jira, Java, Python, and AI solutions.
• Partner with engineering, product, program management, QA, operations, and business teams to convert ambiguous requirements into reliable systems.
• Document technical designs, business rules, AI behavior, integration contracts, security controls, and operational procedures.

Skills

Jira Service Mgmt

Java

Spring Boot

Python

Jira REST API

AI / Gen AI

SQL

Scripting

Security & Observability

Job description

Jira Service Management Developer – Java, Python & AI Automation

Key Responsibilities

• Design and scale Jira Service Management portals, intake forms, request types, custom fields, workflows, approvals, queues, SLAs, permissions, and validation rules.
• Build automation that classifies, prioritizes, routes, assigns, and tracks work with minimal manual intervention.
• Develop reusable workflows for task creation, subtasks, dependencies, notifications, escalations, SLAs, and status transitions.
• Build production‑grade Java services, utilities, and integrations supporting Jira intake automation and enterprise workflows.
• Use Python and other scripting languages to develop automation, integration utilities, AI workflows, and operational tooling.
• Develop and maintain REST APIs, webhooks, middleware, and event‑driven integrations using Java, Spring Boot, Python, JSON, and HTTP.
• Apply AI and intelligent automation to classify requests, extract structured data, recommend priority and ownership, identify duplicates, and improve routing accuracy.
• Integrate Jira with Confluence, Slack, Microsoft Teams, GitHub, Azure DevOps, email, identity platforms, and other enterprise systems.
• Design responsible AI workflows with validation, confidence thresholds, explainability, security, privacy, human review, and fallback mechanisms.
• Create dashboards and reporting for intake volume, demand patterns, aging, throughput, SLA performance, routing accuracy, and automation effectiveness.
• Troubleshoot production issues using logs, metrics, audit records, distributed tracing, and test cases.
• Establish testing, monitoring, deployment, rollback, access‑control, security, and governance practices for Jira, Java, Python, and AI solutions.
• Partner with engineering, product, program management, QA, operations, and business teams to convert ambiguous requirements into reliable systems.
• Document technical designs, business rules, AI behavior, integration contracts, security controls, and operational procedures.

Required Qualifications / Skillsets

• 3+ years of experience administering, developing, or automating Jira, preferably Jira Service Management.
• Hands‑on experience with Jira Service Management forms, request types, workflows, custom fields, queues, SLAs, permissions, notifications, approvals, and dashboards.
• Professional experience developing production applications or services in Java, preferably with Spring Boot, and/or Python.
• Experience with Jira REST APIs, webhooks, JSON, HTTP methods, and authentication mechanisms such as OAuth 2.0, API tokens, and service accounts.
• Practical experience applying AI, generative AI, natural‑language processing, or intelligent automation to business workflows.
• Proficiency with SQL and at least one scripting language such as Python, JavaScript, Groovy, or PowerShell.
• Experience designing scalable, secure, observable