Christopher Michael McGuire

About Christopher Michael McGuire

Innovative, experienced, and highly technical executive across operations management, IT, HR, compliance, and M&A. My career spans strategic growth, business transformation, tactical execution, consulting, and portfolio, program, and project management, with a proven record in process improvement and cost reduction strategy.Currently, I serve as CIO & Chief Compliance Officer at Five Star Solutions leading enterprise-wide IT, security, and compliance functions while also driving innovation and operational efficiency. I am focused on aligning technology, compliance, and business strategy to enable scale across 900+ employees in the U.S. and offshore, integrating legacy platforms, and optimizing costs while reducing risk and complexity.Recent work has included:Building and executing a comprehensive CIO roadmap across Help Desk, Systems Administration, Telephony, and Development.Leading platform optimization initiatives such as VMware licensing rationalization, AVD pilots, Fortinet to Sophos VPN migration, Mitel to 8x8 telephony modernization, and OPSWAT vs. ZTNA security posture.Overseeing compliance and risk management, including SOC 2 Type II with HITRUST mapping, offshore vendor attestations, HIPAA audits, Nessus scanning, and DR testing with Stage2Data.Driving AI and automation adoption (CX Insights, SuccessKPI, Twilio AI agents, internal CTI middleware) to boost customer experience and reduce cost per interaction.Aligning IT and compliance with strategic business goals, including tool consolidation under Zoho One, cost-savings on licensing, and building scalable workforce management capabilities.Core competencies include:• IT Strategy & Platform Optimization• Compliance & Risk Management (SOC 2, HIPAA, HITRUST)• Call Center Operations & Telephony Transformation• Process & Performance Improvement• AI & Automation Enablement• Vendor & Licensing Negotiations• Multi-site & Global Team Leadership• Strategic Planning & Cost OptimizationRecognized for delivering measurable results in complex, high-growth environments, I partner with executives, boards, and clients to design strategies that drive tangible business impact.

Experience

1. CIO & Chief Compliance Officer

   Five Star Solutions

   Jul 2025 — Present · Sioux Falls, SD, US

   I lead enterprise technology, security, compliance, and AI strategy for a multi-site contact center organization supporting more than 900 employees across U.S. and offshore operations. My focus is modernizing CX and IT operating models through governed automation, applied AI, and resilient platforms while maintaining strict regulatory and client trust requirements.My role sits at the intersection of IT execution, compliance governance, and intelligent automation. I am accountable for ensuring innovation scales safely and auditably in alignment with SOC 2, HIPAA, and HITRUST-mapped controls, while delivering measurable improvements in cost efficiency, quality, and operational visibility.I oversee infrastructure, identity, help desk operations, telephony, and application development, with executive ownership of security posture, audit readiness, and privacy controls. Compliance is embedded directly into platforms and workflows rather than treated as a parallel or reactive function.A core pillar of my leadership is AI and automation enablement in regulated CX environments. I sponsor and govern an enterprise AI roadmap spanning agent assist, automated quality management, sentiment analysis, post-interaction analytics, and secure voice and digital self-service. These capabilities provide full interaction visibility, reduce escalations, and improve consistency while operating within defined governance guardrails.I have implemented agentic automation to deflect routine inquiries, support after-hours operations, and orchestrate workflows without introducing compliance risk. AI usage is governed through least-privilege access, data handling standards, explainability requirements, and auditability by design.My leadership philosophy emphasizes clarity, documentation, ownership, and systems that scale without heroics. I focus on reducing single points of failure and building platforms that hold up under audit, peak demand, and operational stress.

Education

• Buena Vista University

  Philosophy and Religion

  1992 — 1997

• SUNY Empire State College

  B.A Cultural Studies, Cultural Studies GPA 3.7

  2007 — 2008

Skills

• Erp
• Financial Analysis
• Human Resources
• Six Sigma
• Analysis
• Needs Analysis
• Mergers & Acquisitions
• Start-Ups
• Vendor Management
• Demand Planning
• Supply Chain Management
• Capacity Planning
• Budgets
• Executive Management
• Business Process Improvement
• Consulting
• Change Management
• Project Planning
• Analytics
• Business Strategy
• Software Documentation
• Management
• Sales Management
• Business Management
• Organizational Development
• Systems Engineering
• Project Management
• Cross-Functional Team Leadership
• Strategy
• Pmbok
• Financial Reporting
• Management Consulting
• Business Analysis
• Risk Management
• Team Management
• Personnel Management
• International Business
• Pmo
• Pmp
• Leadership