System Administrator - Remote ( Nearshore Preferred )

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Hiring Remotely in Guatemala, GTM
In-Office or Remote
Information Technology • Sales • Consulting
The Role

Job Title: Systems Administrator – MSP
Company: U.S.-Based IT Consulting & Managed Service Provider (MSP)
Applicants: Remote (Candidates preferred from LATAM countries)
Hours: Full-Time, Monday through Friday (Weekends Off)
Compensation: $2,500 USD per month
Job Type: Full-Time

Company Overview
We are a rapidly growing U.S.-based Managed Service Provider (MSP) delivering secure, cloud-first IT solutions and exceptional client service. Our team is dedicated to scaling businesses efficiently while providing employees with professional growth, training, and opportunities to lead in a fast-paced IT environment.

Job Summary
The Systems Administrator is a critical technical role responsible for managing and optimizing our internal IT systems, security infrastructure, and automation processes. You will oversee the entire technology stack, implement automations, support Level 1 and Level 2 teams, and maintain the security and efficiency of client-facing and internal systems. This role is ideal for someone who thrives in a fast-paced MSP environment and is eager to contribute to innovative IT solutions.

Key Responsibilities

  • Manage internal technology systems including RMM, PSA, EDR, SIEM, DNS filtering, ITDR, application whitelisting, and RPA platforms

  • Develop, optimize, and document automation workflows to improve operational efficiency

  • Serve as the technical escalation point for Level 1 and Level 2 support teams

  • Execute IT projects within timelines and budgets, coordinating across teams

  • Maintain robust security posture across all internal and client-facing systems

  • Mentor junior team members and provide guidance on best practices

  • Report on technical metrics, project progress, and system performance to leadership

Requirements

  • 3–5 years of hands-on experience in a Managed Service Provider (MSP) environment

  • Strong expertise in RMM and PSA platforms, enterprise security tools, and automation platforms

  • Excellent communication skills for explaining technical concepts to non-technical stakeholders

  • Proven project management skills and ability to meet deadlines

  • Self-motivated, detail-oriented, and committed to thorough documentation

  • Willingness to learn and adopt new tools, particularly RPA and AI-based automation

Preferred Qualifications

  • Experience with PowerShell, Python, or other scripting languages

  • Familiarity with Microsoft 365 and Azure environments

  • Security certifications (CompTIA Security+, Microsoft, or vendor-specific)

  • Background in cybersecurity operations or threat analysis

  • ITIL or project management certifications

  • Exposure to AI/ML tools and automation governance frameworks

Why Join Us?

  • Fully remote position with a U.S.-based team

  • Competitive monthly pay with opportunities for career growth

  • Be part of a rapidly scaling MSP with plans to 10x the business in 5 years

  • Work on AI-powered automation and innovative IT solutions

  • Supportive and growth-oriented work culture with direct access to leadership

How to Apply
Qualified candidates are encouraged to submit their applications through our career website:
🔗 https://osprey-strategic-research.breezy.hr/

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The Company
HQ: Saratoga Springs, NY
18 Employees
Year Founded: 2013

What We Do

OSR Manage started with the belief that we can help our clients by developing strategic sales systems with measurable results at every stage of the sales process, directly resulting in company growth. We have been researching, implementing, and improving MSP sales management processes for over a decade, focused solely on growing MSP sales departments. Our goal is to grow our clients' revenue through sales management and lead generation.

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