Software Delivery Analyst (AI-Enabled Transformation)

PinnacleCare

$65K — $105K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in software delivery or related field
  • Hands-on experience with AI-assisted tools and automation platforms
  • Strong competency in project and process management
  • Proven ability to manage multiple projects with complex dependencies
  • Technical background with understanding of machine learning and predictive analytics
  • Experience with SCCM, Intune, or similar software delivery systems
  • Excellent communication and relationship management skills with global teams.

Responsibilities

  • Orchestrate SCCM package deployment across various environments using intelligent workflows
  • Design and deploy AI-enabled automation solutions for deployment processes
  • Build and manage stakeholder schedules for testing and delivery activities
  • Conduct data analysis and generate AI-powered predictive reports
  • Identify opportunities for AI and automation integration to enhance operational efficiency
  • Lead cross-functional teams to achieve project objectives
  • Maintain comprehensive documentation and facilitate issue tracking using AI insights.

Benefits

  • Flexible working arrangements with a hybrid workplace model
  • Opportunity for continuous learning and skill development in AI technologies
  • Participation in incentive plans based on individual and company performance
  • A commitment to diversity and inclusion in the workplace
  • Access to the latest AI and automation technologies for professional growth.
Full Job Description

Job Description:

Role Summary

As a Software Delivery Analyst in Sun Life's Employee Experience Technology (EET) organization, you'll drive AI-powered and automation-first software delivery on a global scale. You'll manage end-to-end deployment of software implementations, upgrades, and security fixes across hybrid environments while spearheading the adoption of intelligent automation technologies to optimize delivery processes and reduce manual effort.

This role reports to the Manager of EET, Software Delivery.

Core Competencies

Communication & Stakeholder Management

  • Strong written and verbal communication skills bridging technical and business stakeholders
  • Excellent relationship-building capabilities with proven success across global teams
  • Customer-focused mindset with strong service orientation and expectation management

Project & Process Management

  • Demonstrated experience delivering medium-to-large-scale technology initiatives
  • Skilled at prioritizing workload and managing multiple concurrent projects with complex dependencies
  • Detail-oriented with proactive identification of gaps and risks
  • Strong facilitation and troubleshooting capabilities for cross-functional challenges

Technical & AI/Automation Expertise

  • Technical background with demonstrated aptitude for rapidly acquiring new technologies
  • Hands-on experience with AI-assisted tools (AI copilots, intelligent automation platforms, code generation tools) and best practices for responsible enterprise deployment
  • Proven ability to evaluate and recommend AI/automation solutions aligned with business objectives
  • Capability to translate business process requirements into viable AI/automation use cases
  • Understanding of machine learning concepts and predictive analytics for process optimization
  • Experience collaborating with technical teams to build and deploy AI automation tools

Collaboration & Personal Attributes

  • Excellent collaboration and teamwork skills in global, distributed environments
  • Proactive approach with demonstrated initiative to drive continuous improvement
  • Positive, solutions-oriented attitude and resilience in dynamic environments

Main Accountabilities

AI-Driven Deployment & Change Management

  • Orchestrate end-to-end SCCM package deployment to desktop, laptop, virtual machine, and cloud environments using intelligent workflows
  • Design and deploy AI-enabled automation solutions for deployment scheduling, testing coordination, issue escalation, and intelligent routing
  • Build and coordinate stakeholder schedules for testing, piloting, and delivery activities
  • Maintain comprehensive project documentation with automated workflow management and audit trails

Intelligent Stakeholder & Relationship Management

  • Gather and interpret customer requirements using data-driven insights to identify optimal solutions
  • Develop and maintain strong working relationships with business and technical teams
  • Prepare support teams with AI-generated insights for efficient issue and escalation management
  • Lead or participate in cross-functional teams to advance project goals
  • Provide regular status updates powered by real-time analytics and dashboards

Digital Process Development & Optimization

  • Contribute to the design of AI-first software delivery practices and procedures
  • Identify, evaluate, and implement AI and automation opportunities to enhance efficiency and reduce manual touchpoints
  • Design and deploy intelligent automation solutions including:
    • Machine learning models for predictive deployment scheduling
    • Intelligent workflow automation for testing and escalation coordination
    • Robotic process automation (RPA) for repetitive administrative tasks
    • AI-driven analytics dashboards for reporting and insights

AI-Driven Analytics & Decision Support

  • Conduct data analysis and generate AI-powered predictive reports for customers and partners
  • Leverage machine learning and advanced analytics to inform strategic decision-making and process optimization
  • Proactively identify and resolve technology knowledge gaps using intelligent knowledge management systems
  • Facilitate cross-functional discussions with data-driven insights to overcome technical challenges

Required Technical Skills

  • Hands-on experience with Microsoft Endpoint Configuration Manager (SCCM), Intune, JAMF, or equivalent modern software delivery platforms
  • Demonstrated hands-on experience with AI-assisted tools (copilots, intelligent automation platforms, code generation, process automation)
  • Data analysis and visualization skills (Microsoft Excel, Power BI, or advanced analytics platforms)
  • Understanding of Windows operating systems and cross-platform management (file structure, registry, user profiles, cloud identity)
  • Familiarity with machine learning concepts, predictive analytics, and intelligent workflow automation principles
  • Experience collaborating with technology teams to build and maintain AI automation tools and systems
  • Understanding of data governance, ethical AI, and compliance requirements in enterprise environments

Unique Requirements: 

As a condition of the role, the successful candidate must obtain a Government of Canada Reliability Status security clearance through Sun Life.

The Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results.  

We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you! Several work options are available and can be discussed throughout the selection process depending on the role requirements and individual needs.

We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.

We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.

Salary Range:

65,000/65 000 - 105,000/105 000

Job Category:

IT - Technology Services

Posting End Date:

04/06/2026

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