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Salary
≈ $108k – $223k per year (Estimated)
Location
Remote (United States)
Seniority
Staff · 8+ years exp
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 2, 2026. First seen by Alion on Sep 6, 2026.

Overview
Company
Impact
Profile match
Cybersecurity as a Service Red Cup IT is purpose-built to provide Advanced Cybersecurity and IT services to mid-sized companies and enterprises.

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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