Creative IT Support Technician

Proactive Technology Management is looking for an experienced, creative, and detail-oriented IT Support Technician in the Detroit Metro area to join our team. This role demands strong communication, writing, and technical skills, along with a consultative mindset and the ability to guide clients through complex and sensitive security challenges. Success in this position requires sharp attention to detail, critical thinking, and a calm, personable demeanor.

If you're passionate about helping businesses stay secure and compliant while keeping things practical and human, we want to hear from you.

We are looking for someone to work full time in the Detroit Metro area. This is a hybrid position that will include both remote and onsite work.

• Monthly check-ins and annual path planning
• Defined path for career development and personal growth
• Fun, team-based approach
• Constantly learning new tech
• We are Nuts about IT

• Secure and configure Microsoft 365 environments to align with regulatory and security best practices
• Identify and remediate threats within Microsoft 365, including DLP, sensitivity labels, and threat detection tools
• Support clients through security incidents with technical guidance and calm, clear communication

• Draft security policies tailored to each client's environment, regulatory needs, and vendor relationships using Control Map as a guide
• Write clearly, professionally, and accurately with no use of generative AI; this is a high-integrity writing role
• Communicate the purpose and impact of policies in practical terms clients can understand

• Lead vendor and cyber insurance assessments, from simple questionnaires to complex, evidence-based reviews
• Analyze penetration test results and develop actionable remediation plans
• Coordinate with internal teams to address vulnerabilities and compliance gaps

• Demonstrate working knowledge of SOC2, ISO, and similar frameworks
• Guide and support clients through audit preparation and remediation

This is a fast-paced and dynamic position requiring a strong grasp of security fundamentals. The ideal candidate is a detail-oriented security professional who can write clear, customized policies, guide clients through complex assessments, and handle sensitive situations with confidence. This role requires strong communication, technical know-how, and the ability to work independently.

• 5+ years of IT Support experience
• 5+ years of Security experience
• Extensive experience configuring and remediating Microsoft 365 environments for security and compliance
• Extensive experience leading vendor risk, cyber insurance, and compliance assessments with minimal oversight
• Experience with vulnerability management
• Experience with MDR/EDR detection and response
• Above and beyond customer service
• Creative mindset

• Bachelor's degree
• IT-related certifications
• MSP Experience
• Experience working directly with auditors or certification bodies
• Background in client-facing roles during security incidents or remediation projects

• Monday - Friday schedule
• One Saturday per month for the first 18 months
• Some travel may be required

• Full Medical Benefits
• 10 Days Paid Vacation
• Full Time
• Dental & vision insurance
• 401(k) matching