Remote vCTO: Microsoft Cloud & Security Strategy

Cyber Husky; Greenville (SC); On-site; USD 180,000 - 280,000; Full time

Benefits offered by this job

Health, Vision & Dental Insurance

401(k) plan with up to 3% match

Job summary

Cyber Husky seeks an experienced Chief Technology Officer to guide client technology roadmaps and our internal service strategy. This hybrid role acts as the virtual CTO for a portfolio of SMB and mid-market customers, shaping Microsoft-centric solutions and security practices while mentoring engineering teams.

The ideal candidate brings 10+ years in IT with 5+ years in senior leadership, deep Microsoft expertise, and a proven ability to align technical roadmaps with business outcomes.

Qualifications

• 10+ years IT experience with 5+ years in senior technology leadership roles (vCIO/CTO).
• Deep expertise in Microsoft ecosystem: Azure IaaS/PaaS, Microsoft 365, Intune, Defender, Entra ID.
• Proven success creating and executing IT and security roadmaps for external clients.
• Strong cybersecurity strategy background and familiarity with NIST CSF, CIS Controls, or HIPAA.
• Excellent business judgment and ROI presentation to executives.
• Exceptional communication and relationship-building skills.
• Hands-on leadership with mentoring across teams.

Responsibilities

• Act as the vCTO for assigned clients—develop multi-year technology and security roadmaps, budgets, and governance frameworks.
• Design and oversee Microsoft solutions across Azure, Microsoft 365, Intune, Defender XDR, and Power Platform to meet goals and compliance (HIPAA, CJIS, NIST).
• Lead quarterly business reviews and executive briefings; translate technical risks and ROI into clear guidance.
• Provide executive escalation during incidents; direct post-incident analysis and continuous improvement.
• Define Cyber Husky's internal technical roadmap and service catalog; evaluate emerging tech and partnerships.
• Mentor cloud, M365, and security engineers; embed SOPs and automation in managed services.
• Partner with Sales on proposals, RFPs, and pre-sales solution architecture.
• Oversee internal security posture, incident response readiness, and vendor relationships.
• Track industry trends and propose R&D initiatives to enhance service quality and profitability.

Skills

IT leadership

Security strategy

Microsoft ecosystem

Azure

M365

Defender XDR

Entra ID

NIST CSF

HIPAA knowledge

Executive communication

Education

Bachelor's degree in CS/IT or related field

Tools

Power Platform

Job description

Cyber Husky seeks an experienced Chief Technology Officer to guide client technology roadmaps and our internal service strategy. This hybrid role acts as the virtual CTO for a portfolio of SMB and mid-market customers, shaping Microsoft-centric solutions and security practices while mentoring engineering teams.

The ideal candidate brings 10+ years in IT with 5+ years in senior leadership, deep Microsoft expertise, and a proven ability to align technical roadmaps with business outcomes.