IT Manager / Cloud Manager

Hello, I'm Gun Sim

I am an IT Manager specializing in enterprise infrastructure, cloud migration, and cybersecurity. With 7+ years as the sole IT leader at Select Wines, I have directed IT strategy, budgets, and operations for 150+ employees across multiple Canadian offices. My work has delivered measurable results, including 20% IT cost reduction, 99.9% uptime SLA, and zero-incident M&A integrations, while ensuring business continuity and scalable growth.

Work Experience

02/2018 - Present

IT System & Network Administrator (Sole IT Specialist – functionally acting as IT Manager)

Select Wines - Vancouver, Canada

  • Directed IT operations and a $500K annual budget, overseeing servers, networks, and security for 150+ staff across 4 offices.
  • Implemented cloud-first IT strategy, migrating ERP to Dynamics 365 SaaS and file servers to SharePoint Online, achieving 30% storage savings.
  • Executed 3 M&A IT integrations (Nova Scotia, Toronto, Quebec): migrated 200+ mailboxes and 10TB of data with zero migration incidents, ensuring seamless onboarding and ~$100K annual savings.
  • Reduced IT operating costs by 20% through vendor consolidation, licensing optimization, and infrastructure redesign.
  • Ensured business continuity during ransomware attack by restoring mission-critical systems within 48h and leading full rebuild in 1 month, safeguarding 150+ employees.
  • Developed and tested disaster recovery & cybersecurity plans, reducing downtime by 40% and achieving 99.9% uptime SLA.

 

  • Key Projects:
    • 2018 Ransomware Attack Recovery:
      • Led a complete rebuild of the company’s server infrastructure from scratch after multiple failed restoration attempts.
      • Designed and implemented a secure, scalable environment with upgraded servers, hybrid backup solutions, and enhanced VPN security.
      • Introduced advanced endpoint protection and employee training to minimize future risks.
    • 2019 Phishing Campaign Implementation:
      • Launched a company-wide phishing campaign using Sophos Phish Threat to assess and improve employee awareness of phishing attacks.
      • Designed a structured training program for employees who failed the phishing test, requiring them to complete courses and pass a follow-up exam.
      • Reduced the phishing test failure rate from over 50% in the first campaign to under 10% after consistent training.
      • Achieved a noticeable 50%+ reduction in actual email hacking attempts and unauthorized login attempts within a year.
    • 2019–2021 M&A IT Integration:
      • Led IT integration for three acquisitions, including Office 365 and file server migrations.
      • Standardized IT systems across all acquired companies to ensure seamless operations.
    • 2020 ERP Software Upgrade:
      • Led Microsoft Dynamics NAV upgrade with AWS-based development environment.
      • Coordinated with external vendors and internal teams to ensure minimal disruption during the upgrade process.
    • 2020 Migration to IP Telephony:
      • Transitioned company phone system from landline to RingCentral IP phones.
      • Improved communication reliability and reduced costs by 30%.
    • 2022 StarLeaf to Microsoft Teams Transition:
      • Migrated company messaging and meeting systems to Microsoft Teams, enhancing collaboration and reducing operational costs.
    • 2022 Backup Solution Transition:
      • Migrated from MSP360 to Veeam, including Office 365 backup implementation.
      • Improved backup reliability and recovery speed, ensuring compliance with data retention policies.
    • 2023 Server Room Maintenance:
      • Upgraded UPS, servers, and air conditioning systems to improve server reliability and performance.
    • 2023 Office Relocations:
      • Managed IT setup for Calgary and Toronto office relocations, ensuring zero downtime during the transition.
    • 2024-2025 Cloud Migration:
      • Transitioned on-premises servers to Azure and Microsoft 365, including database, ERP, and file systems.
      • Enhanced scalability for future growth and improved accessibility, enabling resource access anytime, anywhere with an internet connection.
    • Annual IT Environment Audits:
      • Conducted regular IT environment assessments across all company locations to identify and address potential risks.
      • Provided recommendations for system improvements, ensuring compliance with security standards and optimizing performance.

05/2016 - 07/2016

Intern

SDA Software Associates Inc. -Vancouver, Canada

  • Participated in Agile Scrum development for two in-house applications.
  • Conducted functional testing, identified bugs, and created Jira tickets for fixes and feature enhancements.
  • Collaborated in daily team stand-ups to track progress and report findings.

Education

2014 - 2017

Bachelor of Science in Information Technology, Minor in Business

Fairleigh Dickinson University

Skills & Expertise

Azure Solutions Architecture (Microsoft Certified)

Expert in designing and implementing scalable, secure, and efficient cloud solutions using Microsoft Azure technologies.

Network Security & Firewall Management

Skilled in configuring and maintaining firewalls to ensure robust network security and protect against cyber threats.

Disaster Recovery & Business Continuity Planning

Proficient in developing strategies to minimize downtime and ensure business continuity during unexpected disruptions.

Office 365 Administration & Migration

Experienced in managing Office 365 environments, including seamless migrations and user management for optimal productivity.

 

IT Service Management (ITSM)

Adept at implementing the ITIL 4 (Information Technology Infrastructure Library) framework to enhance service delivery, streamline processes, and improve user satisfaction. ITIL 4 Foundation certified.

Server & Infrastructure Management

Capable of managing and optimizing server environments and IT infrastructure to support business operations efficiently.

Infrastructure as Code – HashiCorp Certified (Terraform, Bicep, ARM Templates)

Proficient in automating infrastructure provisioning and management using Terraform and Azure-native tools like Bicep and ARM templates, ensuring consistency, scalability, and cost efficiency across environments.

 

IT Resource Planning & Optimization

Skilled in assessing and aligning IT resources with business needs, optimizing infrastructure usage, licensing, and service delivery to reduce operational costs and maximize performance.

Certifications

ITIL4 Foundation

Terraform Associate

HashiCorp Certified: Terraform Associate (003)

AZ-304

Microsoft Certified: Azure Solutions Architect Expert

AI-900

Microsoft Certified: Azure AI Fundamentals

AZ-104

Microsoft Certified: Azure Administrator Associate

AZ-900

Microsoft Certified: Azure Fundamentals