IT leadership & AI automation
Jianheng (Patrick) Jiang
IT Supervisor IT Operations & System Administration
Greater Toronto Area, Ontario, Canada
IT Supervisor with 7+ years of IT infrastructure and system administration experience. Leading a two-person support team serving approximately 250 employees and more than 50 remote sites, combining Microsoft 365, security, and vendor oversight with AI workflow automation.
PJInfrastructure · Identity · Networks
01 / About
Reliable systems.
Clear technical leadership.
Patrick is an IT Supervisor at Matheson Constructors, promoted in May 2026 after serving as an IT Specialist since April 2023. He brings more than seven years of IT infrastructure and system administration experience across office, field, and remote environments.
He leads two support specialists, sets service priorities, coordinates escalations and vendors, and oversees Microsoft 365, identity, endpoint administration, and network services. His responsibilities include IT policies, employee training, asset inventory, software licensing, and equipment lifecycle planning.
He also leads AI automation initiatives for Microsoft 365 onboarding, security auditing, invoice processing, and data workflows. His projects combine reusable Codex skills, structured data extraction, validation, and human review to make recurring work more consistent.
7+Years in IT
250Employees supported
50+Remote sites connected
02 / Core competencies
Capabilities that keep operations moving
End-to-end technical experience across infrastructure, platforms, and support.
System administration
Microsoft 365 administration
Identity & access management
Network administration
Endpoint management
Virtualization
Infrastructure monitoring
Incident & service management
Technical support & leadership
03 / Experience
Professional experience
Current role · Promoted May 2026
IT Supervisor
Matheson Constructors
- Supervise IT operations supporting approximately 250 employees and lead two support specialists across office, field, and remote environments.
- Set support priorities, coordinate workload and escalations, and provide technical guidance to maintain consistent service delivery.
- Oversee Microsoft 365, identity and endpoint administration, and secure network connectivity for more than 50 remote construction sites.
- Coordinate vendors, infrastructure maintenance, and incident response; communicate service issues and operational priorities to staff and management.
- Maintain IT policies, support procedures, and employee training; oversee asset inventory, software licensing, and equipment lifecycle planning.
- Lead AI automation initiatives for onboarding, security reviews, invoice processing, and data workflows, incorporating validation and human review.
IT Specialist
Matheson Constructors
- Administered Exchange, Teams, SharePoint, Microsoft Entra ID, and Active Directory, including user identities and software licensing.
- Maintained Aruba connectivity and hardware/software inventory; developed IT policies and delivered employee training across office and remote locations.
Network/Infrastructure Support
Bell Canada
- Troubleshot and resolved critical network infrastructure failures, restoring connectivity within established service targets.
- Executed network cutovers, equipment replacements, and infrastructure upgrades based on engineering designs and work orders.
- Performed commissioning and acceptance testing for newly deployed network sites, hardware, and connectivity services.
- Validated network performance and service readiness following installations, upgrades, and configuration changes.
- Investigated connectivity issues, isolated faults, and coordinated technical escalations to support timely resolution.
- Provided remote troubleshooting and technical guidance to customers and field personnel.
- Maintained detailed change records, trouble tickets, test results, incident reports, and network documentation.
System Administrator
IRSV
- Administered and supported Linux servers, VMware-based infrastructure, Synology NAS storage, VPN services, and remote-access environments.
- Configured and maintained secure VPN connectivity to support reliable remote operations.
- Managed server and data-backup processes, verified backup completion, and addressed failures to support business continuity.
- Monitored infrastructure health and resolved complex storage, virtualization, VPN, and remote-connectivity incidents.
- Conducted root-cause analysis for recurring system issues and implemented corrective actions to improve service reliability.
- Helped implement and configure Jira workflows for incident tracking, prioritization, escalation, and resolution.
- Developed technical runbooks, troubleshooting procedures, and system documentation to standardize operational support.
- Coordinated incident resolution across users and technical teams while maintaining clear communication and accurate service records.
Infrastructure Service Specialist
Northfield IT
- Monitored web infrastructure with Nagios, Prometheus, and OCUM.
- Resolved server, application, and network incidents within SLA requirements.
- Managed the complete incident lifecycle through Jira.
- Developed a Slack automation tool using Hubot and CoffeeScript.
- Supported web applications and hardware using documented remediation procedures.
04 / Featured projects
Technology in practice
AI automation for onboarding, security reviews, and data processing, alongside infrastructure modernization and Microsoft 365 security.
01 / AI & automation
3 core onboarding tasksMicrosoft 365 User Onboarding Automation
Role: Designer and Developer
Challenge
Employee onboarding required consistent account provisioning, license assignment, and group membership updates in an environment supporting approximately 250 employees.
Solution
Designed reusable Codex skills to automate these 3 core Microsoft 365 tasks through a repeatable onboarding workflow.
Patrick’s role
Built input checks, task sequencing, and completion summaries to identify missing information and surface exceptions for review.
Outcome
Established a consistent approach to new-hire setup, with reusable instructions and clear summaries of completed tasks and outstanding issues.
02 / AI & security
4 review areasAI-Assisted Security Auditing
Role: Designer and Developer
Challenge
Security reviews needed a consistent way to assess user access, privileged accounts, multifactor authentication (MFA) coverage, and security configurations.
Solution
Developed AI-assisted Microsoft 365 audit workflows covering these 4 review areas and organizing evidence into structured findings.
Patrick’s role
Designed reusable audit instructions and summaries to support administrator review, remediation prioritization, and tracking of follow-up actions.
Outcome
Made recurring audit information easier to review and follow up, with a consistent structure for evidence, findings, and remediation tasks.
03 / AI & data
3 data-preparation stepsAI-Assisted Data Lake Development
Role: Designer and Developer
Challenge
Incoming datasets needed consistent preparation and a centralized foundation for operational analysis and reporting.
Solution
Used AI-assisted development to build a data lake supporting data ingestion, transformation, and preparation for downstream analysis.
Patrick’s role
Standardized 3 data-preparation steps: cleanup, field standardization, and validation, using reusable workflows and documented processing instructions.
Outcome
Created repeatable data-preparation workflows and a centralized foundation for analysis, with consistent processing steps for incoming datasets.
04 / AI & automation
3 processing controlsIntelligent Invoice Processing and Expense Automation
Role: Designer and Developer
Challenge
Invoices and receipt images needed to be collected, interpreted, checked, and prepared for an internal expense-management system.
Solution
Developed a Codex skill to retrieve Amazon invoices and process receipt images using optical character recognition (OCR) to extract structured transaction data.
Patrick’s role
Implemented 3 processing controls: tax validation, duplicate detection, and human approval before submission. Built audit logging into the workflow.
Outcome
Automated recurring invoice-processing tasks while preserving traceability from extracted transaction data to prepared expense records.
05 / Infrastructure
October 2024Office Networking and Infrastructure Upgrade
Role: Lead
Challenge
Modernize network and virtualization infrastructure across three regional branches while maintaining high availability and minimizing operational downtime.
Solution
Migrated more than 30 network devices to a unified Fortinet solution, moved VMware ESXi 6.7 workloads to Proxmox VE, and designed a scalable IP-addressing and VLAN framework.
Patrick’s role
Led the migration, worked with Dell PowerEdge R760 servers and Dell ME5024 SAN storage, and created technical documentation and network-topology diagrams.
Outcome
Completed the cross-branch infrastructure migration while maintaining availability and limiting operational disruption.
06 / Cloud & security
August 2023Microsoft 365 Optimization and Security Enhancement
Role: Lead
Challenge
Strengthen access controls, endpoint administration, and security-response processes across corporate devices and cloud services.
Solution
Deployed Microsoft Intune MDM for Windows and Android, implemented Entra ID Conditional Access based on location and device identity, and integrated SAML SSO.
Patrick’s role
Led the deployment and developed incident-response procedures for Microsoft Defender alerts.
Outcome
Established centralized device administration, contextual access controls, federated sign-on, and documented security-response workflows.
05 / Technical skills
Technical toolkit
Identity & access management
Active Directory · Microsoft Entra ID · SAML SSO · Conditional Access
Cloud & endpoint administration
Microsoft 365 · Microsoft Intune · Microsoft Defender · Exchange · Microsoft Teams · SharePoint
Virtualization & servers
VMware ESXi · Proxmox VE · Dell PowerEdge · Linux
Networking & security
Fortinet · Barracuda · Aruba · VPN · VLAN design · Network troubleshooting · Security audits · Incident response
AI & automation
Agent Skill Development (Codex) · AI Agents · Agentic Workflows · Model Context Protocol (MCP) Integration · Prompt Engineering · Tool Calling · Browser Automation · Human-in-the-loop Workflows
AI & data
AI-assisted Development · Data Lakes · OCR · Structured Data Extraction · Data Validation · Workflow Testing
Storage
Dell ME5024 SAN · Synology NAS · OCUM
Monitoring & service management
Nagios · Prometheus · Hubot · CoffeeScript · Jira
06 / Credentials
Education & certifications
Education
Diploma with Honours in Business Information Technology
Red River College
Completed May 2020Certifications
Professional credentials
- CCNA
- Fortinet FortiGate Operator
07 / Contact
Let’s connect.
For IT leadership, infrastructure, system administration, and AI automation opportunities, reach out directly.
Email PatrickLocationGreater Toronto Area, Ontario, Canada