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Staff IT/MSP Engineer at Red Cup IT, Inc.

Role overview

Qualifications

  • 8-12+ years in IT with at least 5 years in an MSP environment
  • Cloud mastery with expert-level knowledge of Microsoft 365 (Enterprise), Azure (Identity and Networking), and AWS
  • Automation: proficiency in PowerShell, Python, or API integrations to automate tasks
  • Security: experience with EDR/XDR, SIEM, and Advanced Threat Protection

Responsibilities

  • Technical Strategy and Standardization: design 'Gold Standards' for client environments, standardize Entra ID configurations or Intune policies, and manage the MSP's core toolset (RMM, PSA, backups, documentation); evaluate and plan integration of emerging tech into the service offering
  • High-Level Architecture and Escalation: act as Tier 4 escalation for catastrophic issues, design complex migrations (Cloud-to-Cloud, MA integrations), and lead root cause analysis to prevent recurrence across clients
  • Mentorship and Team Development: conduct code/script reviews and technical workshops; define documentation standards for 'Single Pane of Glass' visibility
  • Security and Compliance: oversee zero-trust and MFA adoption across the MSP stack; ensure audit readiness for HIPAA, CMMC, SOC 2 through automated auditing

About the company

Red Cup IT logo

Red Cup IT

IT Services & IT Consulting

Red Cup IT is an enterprise-grade IT firm that provides MSP, MSSP, Project Delivery, and Skill Augmentation solutions. We have been in business for twelve years and support clients across the United States. Our hallmark is the delivery of skillsets in more than 100 IT solutions and SaaS applications. Red Cup IT’s technical staff constantly cross-train across their specializations. Our company culture is unusual for firms of our nature. We strongly believe in IT skill transfer and knowledge sharing. Our customers’ business and IT leaders appreciate that we take care of the technical details so that they can focus on their strategic and business missions. Our end users appreciate the white glove support we provide. We focus on vendor relationship development and know how to get the most out of our partnerships on behalf of our clients.

Company details

Company typeSME
IndustryIT Services & IT Consulting
Company size11 - 50

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Job description

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

CategoryRequirement
Experience8–12+ 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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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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