Contract
Remote · Contract
Posted Sep 23, 2026 by MSP Jobs
Benchmark 365 is a global white-label managed IT provider supporting MSPs across the US, Australia, and beyond. We’re looking for experienced L2 and L3 contractors to support both planned leave coverage and ongoing global growth across our technical team. Location: Remote, based in Philippines, South/Southeast Asia, Latin America, or Eastern Europe. Hours: 5pm-2am AEST | 8am-5pm UK | 3pm-midnight Philippines | midnight-9am PT | 3am-noon ET Duration: Initial contract with potential to extend. Strong performers may be offered longer-term contract What the work looks like: L2: The L2 Systems Engineer is responsible for delivering high-quality technical support and troubleshooting across modern MSP environments, helping customers resolve issues related to Microsoft 365, Windows, Active Directory, networking, cloud services, and business applications. Working as a key escalation point from frontline support, you will take ownership of technical issues, contribute to project delivery, maintain accurate documentation, and work closely with senior engineers to deliver practical, customer-focused outcomes. This role is ideal for technicians who have moved beyond entry-level support and are looking to further develop their infrastructure, cloud, and systems administration skills within a fast-paced managed services environment. L3: The L3 Senior Systems Engineer is a senior technical role focused on solving complex infrastructure, cloud, networking, and security challenges across modern MSP environments. You'll act as a technical escalation point for issues beyond L1 and L2, take ownership of business-critical incidents, deliver migrations and project work, mentor other engineers, and help drive automation and service improvements. Working across technologies such as Microsoft 365, Azure, Intune, Windows Server, Active Directory, virtualization, and cybersecurity platforms, you'll combine deep technical expertise with strong communication, documentation, and customer-facing skills to deliver practical outcomes for customers and partners. Prior MSP experience is essential. Exposure to common MSP tooling (PSA, RMM, documentation platforms) is a plus. Everyone is subject to a comprehensive background check which may take up to 21 days to process. This is non-negotiable and protects both our clients and our team. Rates: Negotiated based on experience, expected working hours (i.e. day shift vs night shift work) and region. Who this suits: A contractor, freelancer, or between-roles tech who wants meaningful work with a team that runs properly. Good performers tend to stick around. To apply: DM me directly with your region, availability in the hours above, and a short summary of your MSP experience. I respond within one business day.
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