via Glassdoor
$83K - 94K a year
Provide hands-on support by resolving tickets and troubleshooting networking and SaaS issues for multiple clients in a fast-paced MSP environment.
Recent MSP experience with strong troubleshooting skills, ability to handle high ticket volume, and clear client communication.
Sidewerks – MSP Systems Engineer (Hands-On, Client-Facing) Location Remote About Sidewerks Sidewerks is an IT managed services provider supporting multi-location restaurant and hospitality clients. Our environments are high-availability and fast-paced — uptime and response time directly impact client revenue. Role Overview We are hiring a hands-on MSP Systems Engineer to support multiple client environments. This role is focused on: • ticket execution • real-time troubleshooting • client communication This is not a management or project role. We are looking for someone who is actively working tickets and resolving issues daily. This Role Is NOT For You If: • You primarily manage teams, vendors, or projects • You are not currently working tickets • Your experience is mostly internal IT (single company) • You prefer planning/architecture over execution Responsibilities • Handle daily ticket volume across multiple client environments • Troubleshoot: • Networking (VPNs, firewalls, VLANs, switches) • POS systems (Toast, Micros, Aloha, etc.) • Microsoft 365 / Google Workspace • Respond to outages and escalations in real time • Communicate directly with restaurant operators and staff • Prioritize multiple issues across locations simultaneously • Maintain clear and accurate ticket documentation Requirements (Non-Negotiable) • Current or recent MSP experience (within last 3–5 years) • Experience handling 20+ tickets per day • Experience supporting multiple clients simultaneously • Strong troubleshooting across: • networking • endpoints • SaaS platforms • Ability to remain calm and structured under pressure • Clear, professional communication with clients What We Value • Hands-on problem solvers (not delegators) • Fast, structured thinkers • People who take ownership and follow through • Professionals who represent the company well with clients Reality of the Role • Systems will go down • Clients will be impacted • You will need to act quickly and communicate clearly If you’re not comfortable in that environment, this role is not a fit. Compensation flexible for strong MSP candidates How to Apply Please include: • Summary of your MSP experience (recent roles only) • Example of a high-pressure issue you personally resolved Important Applicants without recent MSP experience will not be considered. (Sorry) Pay: $83,000.00 - $94,000.00 per year Benefits: • 401(k) matching • Dental insurance • Flexible schedule • Health insurance • Paid time off • Professional development assistance • Vision insurance Work Location: Remote
This job posting was last updated on 5/8/2026