Staff IT/MSP Engineer
At a glance
Senior Systems Administration role at Red Cup IT, Inc. Remote, United States · full-time · no salary stated · we estimate $113,575–$152,938.
Red Cup IT, Inc. has not published a salary for this role. The figure below is our estimate, not theirs.
remoteroles summary, based on the employer's posting.
What you'll do
- Set shared standards for client server deployments, Entra ID settings and Intune policies across customer environments
- Run the MSP’s core RMM, PSA, backup and documentation platforms, and assess new technology for service use
- Design complex cloud migrations and merger integrations, then investigate recurring failures across client sites
- Take on the toughest escalations and lead script reviews and technical workshops to strengthen the engineering team
- Set documentation practices and oversee zero-trust, MFA and automated compliance checks across client environments
What you bring
- At least eight years in IT, including five or more years working in an MSP environment
- Deep Microsoft 365, Azure identity and networking, and AWS expertise
- Hands-on automation with PowerShell, Python or API integrations, plus experience with EDR/XDR, SIEM and advanced threat protection
- You can explain major architecture choices to non-technical executives in business terms
Who this fits
This senior role suits an experienced MSP engineer who can set technical direction, handle high-impact escalations and raise the team's engineering standards. You’ll need to connect architecture decisions to business goals and oversee security and compliance across client environments.
From the employer
We are looking for a Staff IT Engineer who is responsible for the technical health of the MSP's entire client base. You aren't just fixing a server; you are designing the standard blueprint for how servers are deployed across 50 different companies. You serve as the bridge between business goals and technical execution, reporting typically to the CTO or Director of Engineering.
Key Responsibilities
1. Technical Strategy & Standardization
- Blueprint Design: Develop "Gold Standards" for client environments (e.g., standardizing Entra ID configurations or Intune policies across all tenants).
- Platform Engineering: Manage and optimize the MSP's core toolset (RMM, PSA, Backup portals, and Documentation platforms).
- Technology Roadmap: Evaluate emerging tech (like AI-driven helpdesk automation) and decide if/how to integrate it into the service offering.
2. High-Level Architecture & Escalation
- Tier 4 Support: Act as the final "buck stops here" point for the most catastrophic or persistent technical issues.
- Project Architecture: Design complex migrations (Cloud-to-Cloud, M&A integrations) that Senior Engineers then execute.
- Root Cause Analysis (RCA): Lead investigations into systemic failures to ensure they never happen again across any client site.
3. Mentorship & Team Development
- Multiplier Effect: You are measured by how much better you make the other engineers. You conduct code/script reviews and technical workshops.
- Documentation Standards: Define how the team documents environments to ensure "Single Pane of Glass" visibility.
4. Security & Compliance
- Hardening: Oversee the implementation of zero-trust frameworks and MFA across the entire MSP stack.
- Audit Readiness: Ensure client environments meet regulatory standards (HIPAA, CMMC, SOC2) through automated auditing.
Required Skills & Qualifications
CategoryRequirementExperience8–12+ years in IT, with at least 5 years specifically in an MSP environment.Cloud MasteryExpert-level knowledge of Microsoft 365 (Enterprise), Azure (Identity & Networking), and AWS.AutomationProficiency in PowerShell, Python, or API integrations to "automate the boring stuff."SecurityExperience with EDR/XDR, SIEM, and Advanced Threat Protection.Soft SkillsAbility to explain $100k architectural decisions to non-technical CEOs (The "Business-to-Tech" translator).Typical Certifications (2026 Standards)
- Microsoft: MS-102 (M365 Administrator Expert) or AZ-305 (Azure Solutions Architect).
- Security: CISSP, CISM, or advanced vendor certs (e.g., Palo Alto PCNSE).
- Frameworks: ITIL v4 or specialized MSP-centric management training.
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