Service Desk Technician L2

Milestone Technologies, Inc.; Montreal (administrative region); On-site; CAD 48,000 - 58,000; Full time

Job summary

Milestone Technologies, Inc. is seeking a proactive Help Desk Technician to support primarily PC environments and Mac as needed. The role emphasizes strong communication, problem solving, and customer-focused IT support across chat, ticket, and phone channels.

You will troubleshoot connectivity issues, assist remote users, and support collaboration tools while maintaining high standards for service levels and team collaboration.

Qualifications

• 2+ years of experience in a helpdesk role or similar.
• Strong interpersonal communication skills with empathy.
• Experience resolving complex problems in Windows environments.

Responsibilities

• Troubleshoot client-side network connectivity issues and remote access.
• Assist remote users with access problems and password resets.
• Support messaging, calendaring, and content collaboration tools.
• Support mobile devices and PC environments in enterprise settings.
• Lead in ticket processes and coach peers on workflow improvements.
• Participate in weekly team syncs and drive actionable discussions.

Skills

Help Desk Experience

Outlook

Windows OS

Active Directory

Remote Support

Network Troubleshooting

Video Conferencing

iOS/Android devices

Tools

Microsoft Exchange

Job description

Company Overview

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone’s best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Job Overview

Would you like to work in a dynamic fast-moving environment that values social interaction as well as technical prowess? We pride ourselves on hiring bright, driven, enthusiastic Help Desk Technicians that have experience in supporting in primarily PC environments but can also handle a Mac equally well. Our workplace is where you will sharpen existing skills and develop new ones around new technology as it emerges. It is a bright, vibrant, challenging environment that leave you feeling like you've helped make an impact. We need people who can hold a conversation as well as resolve complex technical issues effectively and efficiently through multiple mediums (chat, ticket, phone). We want people for whom going over and above is second nature, who value the people behind the problems, and for whom technology is their passion. We want to deliver the best IT Help Desk experience in the world and if you think you are up to the challenge, read on.

• Apply critical thinking to complex user requests and provides as much context and information as possible to deliver the best solutions as quickly as possible
• Troubleshoot client-side network connectivity issues, including digital authentication, remote access, secure Wi-Fi and wired connectivity to the internal network
• Support user requests and performs remote installations as needed
• Assist remote users with access problems ranging from password resets to network access failures
• Support messaging & calendaring services and content collaboration
• Support issues with mobile devices
• Lead in ticket processes and provides coaching for other technicians when workflow deficiencies are identified Have deep understanding of defined team metrics, such as backlog, aging, effectiveness; this technician then takes actions based on the current trends in service
• Attend and participate in weekly team syncs by driving actionable discussions
• Display learning agility by actively seeking answers when technically challenged
• Seek feedback from other Help Desk Technicians to optimize and improve support, while also maintaining a solid understanding of general user support needs and requirements

Skills

• HS Diploma or GED
• 2+ years of experience in a helpdesk role or similar
• Strong interpersonal communication skills with a high degree of empathy is a must
• Complete understanding of Microsoft Outlook client (Windows & Mac) and Outlook Web Access, with experience resolving complex problems and assisting users with advanced functionality
• Experience in supporting PCs and Windows OS in a commercial or enterprise environment is preferred
• Applied experience with Microsoft Exchange, including a firm understanding of Groups and permissions is key
• Comprehensive knowledge of Windows is a plus, in issues ranging from resolving registry conflicts to troubleshooting system crashes and performance issues
• Deep understanding of fault domain isolation, and root-cause analysis is essential for success in this role
• Proven experience resolving secure network access problems involving but not limited to digital certificate authentication and client remote access services, either using Juniper Networks or Cisco solutions
• Working knowledge of video collaboration, including tools like Zoom, WebEx, etc.
• Strong knowledge of supporting iOS and Android devices in a commercial or enterprise environment
• Working knowledge of Active Directory and basic AD administration

Compensation

Estimated Pay Range:

Exact compensation and offers of employment are dependent on circumstances of each case and will be determined based on job-related knowledge, skills, experience, licenses or certifications, and location.

Our Commitment to Diversity & Inclusion

At Milestone we strive to create a workplace that reflects the communities we serve and work with, where we all feel empowered to bring our full, authentic selves to work. We know creating a diverse and inclusive culture that champions equity and belonging is not only the right thing to do for ouremployees butis also critical to our continued success.

Milestone Technologies provides equal employment opportunity for all applicants and employees. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, gender, gender identity, marital status, age, disability, veteran status, sexual orientation, national origin, or any other category protected by applicable federal and state law, or local ordinance. Milestone also makes reasonable accommodations for disabled applicants and employees.

We welcome the unique background, culture, experiences, knowledge, innovation, self-expression and perspectives you can bring to our global community. Our recruitment team is looking forward to meeting you.