
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.
- 2018 Ransomware Attack Recovery:
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
Terraform Associate
HashiCorp Certified: Terraform Associate (003)
AZ-304
Microsoft Certified: Azure Solutions Architect Expert