This is an exciting opportunity for a technically savvy, solutions-oriented, and proactive Technical Support Specialist who will take ownership of monitoring, interrogating, and remotely remediating any issues related to digital screens across the United States. You will use our CMS and remote access applications (TeamViewer/Remote Desktop/SSH) to remediate all issues and proactively monitor and ensure successful deployment of digital content on our screens. You will handle any and all diagnostic and troubleshooting to ensure solutions remain available and operational.

The hours of work may vary from 9:00am to 8:00 pm. (Afternoon/Evening shift).

Accountabilities and Responsibilities:

- Monitor Trooh's digital screen assets across the US and resolve technical issues remotely
- Maintain online connectivity and operational status of Trooh’s digital assets.
- Provide IT support for field technicians. You will need to remotely connect and resolve connectivity issues.
- Record, track, and document the problem-solving process, including all successful and unsuccessful decisions made, and actions taken, through to final resolution. Evaluate documented resolutions and analyze trends for ways to prevent future problems.
- Perform desktop-level troubleshooting, including software/hardware installation and system configuration
- Identify and learn appropriate software and hardware used and supported by the organization.
- Access software updates, drivers, knowledge bases, and frequently asked questions resources on the Internet to aid in problem resolution.
- Test and evaluate emerging new technologies.

What you offer:

- Bachelor's degree (B. A.) from a university or college; IT technical certifications such as A+, Server +, MCTS, CCNA are an asset
- 2-3 years of troubleshooting/technical support experience
- Windows OS troubleshooting and administration (desktop, not server) — comfortable beyond GUI-level fixes: Event Viewer, Group Policy, services, remote administration




- Linux OS command-line experience, able to diagnose and fix issues independently
- PowerShell scripting ability
- Python scripting ability for automation and troubleshooting tasks
- Beginner-to-intermediate SQL knowledge
- Advanced networking troubleshooting abilities
- Remote technician support experience
- Ability to multitask and manage multiple calls at one time
- Experience working with digital screens / digital signage hardware
- Experience with self-hosted application tools
- Solid interpersonal, written and verbal communication skills

What a career at Trooh can offer you?

- Competitive compensation packages
- Full benefits including RRSP matching
- Generous paid time off as well as a December holiday closure
- Milestone Recognition Program
- Employee Referral bonuses
- Training Opportunities: Online and leadership development training
- Vibrant teamwork environment

Pay Transparency

- The expected salary range is $60,000 - 70,000, commensurate with experience.

Vacancy Status

- This posting is for an existing vacancy

Trooh is a leading American media company, reaching millions of Gen Z consumers on their daily journey out-of-home. We have transformed the landscape with the integration of data, insights and digital into large scale, sought-after locations. As leaders in audience targeting to 18-24’s, we have built scale and impact through our campus environments in over 1000+ colleges and universities nationwide. Trooh’s extensive addressable media, spread across thousands of high dwell-time locations, ensures high-impact solutions to engage Gen Z consumers at the right time. As a Great Place to Work certified organization,

Trooh is equally committed to fostering a culture built on trust, inclusion, and employee engagement.

We appreciate the interest of all candidates, however, only candidates selected for an interview will be contacted.

Trooh Media is an equal opportunity employer. If you require accommodation during the recruitment and selection process, please let us know. We will work with you to meet your needs.

📌 Technical Support Specialist (Mississauga)
🏢 Trooh
📍 Mississauga