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14 Years
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Your Trusted Partner for IT Solutions in Chicago
CIO Landing has been empowering Chicago-area businesses with enterprise-level IT solutions since 2012. Our proactive approach to managed IT services eliminates reactive firefighting by aligning technology with strategic business goals through dedicated vCIO guidance. We combine deep expertise in cybersecurity, cloud computing, and business continuity with a people-first philosophy, ensuring both technical excellence and strategic partnership. Our EOS-driven methodology guarantees consistent service delivery, while 24/7 monitoring and extended support hours (7am-7pm CST) provide operational reliability.

With a focus on clear communication and tailored solutions, we serve as a trusted technology partner for small to mid-sized businesses across legal, financial, and manufacturing sectors. Our systematic processes and commitment to continuous improvement have earned recognition through industry awards and a 4.5+ review score based on client satisfaction over the past decade.
Services
Managed IT Services Cybersecurity Services Cloud Computing BCDR Services IT Support Virtual CIO Network Management VoIP Solutions Data Backup Compliance Consulting
Details
  • Year established: 2012
Highlights and features
  • We offer proactive IT support aligned with business goals through dedicated vCIO guidance
  • Our EOS-driven methodology ensures consistent service delivery and operational excellence
  • 24/7 network monitoring with extended support hours (7am-7pm CST)
  • Technical experts who explain solutions in plain English without industry jargon
  • Proven track record serving Chicago businesses since 2012 with measurable ROI
What people say
Professional and efficient Super helpful team Outstanding quality Timely customer support Great work ethic
Services
Managed IT Services
Our proactive managed IT services combine 24/7 network monitoring with strategic technology planning to prevent issues before they impact operations. Dedicated vCIO guidance ensures technology investments directly support business growth objectives while maintaining compliance with industry regulations. With 12+ years of experience serving Chicago businesses, we deliver reliable infrastructure management that reduces downtime by 70% and improves operational efficiency through automated processes.
Cybersecurity Services
Comprehensive cybersecurity solutions featuring layered defense strategies, employee training programs, and compliance frameworks tailored to legal, financial, and manufacturing sectors. Our SOC team provides continuous threat monitoring while quarterly risk assessments identify vulnerabilities in network infrastructure. Proactive security measures include email filtering, endpoint detection, and incident response planning to minimize breach risks and ensure business continuity.
Cloud Computing
Strategic cloud migration services that optimize Microsoft 365, Azure, and AWS environments for scalability and security. Our Chicago-based engineers implement hybrid cloud solutions that balance on-premise control with cloud flexibility while maintaining compliance requirements. Ongoing optimization ensures peak performance and cost efficiency through resource monitoring and AI-powered automation tools that adapt to evolving business needs.
BCDR Services
Business continuity and disaster recovery plans featuring automated backups, system cloning, and high-availability infrastructure. Regular testing validates recovery procedures while strategic planning identifies critical business functions and establishes recovery time objectives. Our solutions protect against data loss from cyberattacks, hardware failures, and natural disasters through multiple recovery options and redundant storage systems.
VoIP Solutions
Unified communications systems featuring VoIP telephony, video conferencing, and enterprise-grade WiFi networks designed for hybrid work environments. Our scalable solutions include network architecture planning, connectivity optimization, and failover protection to ensure reliable communication across office and remote locations. Managed network services maintain peak performance through continuous monitoring and proactive infrastructure upgrades.
People
Juan Carlos Bosacoma
Founder and President
With 30 years of IT experience, JC founded CIO Landing in 2002 to bring enterprise-level technology solutions to SMBs. A University of Chicago MBA graduate, he previously established Chicago's first ISP and serves on multiple business councils while leading strategic direction for the company.
Hernan Silva
COO
Combining technical expertise with entrepreneurial experience, Hernan holds multiple certifications including MCSE and CompTIA Security+. He founded White Paper Computacion in Argentina before merging his US IT business with CIO Landing, specializing in complex problem-solving and client relationship management.
Mauro Cretari
Director of Operations
With 9+ years in the MSP industry, Mauro leads operations alignment with EOS methodology while driving AI innovation strategies. His global perspective and security-first approach ensure efficient service delivery through automated systems and continuous process improvement initiatives across the organization.
Santiago Susbielles
Finance Manager
Santiago brings extensive banking expertise from his roles at Patagonia Bank and BICE in Argentina. Holding economics and QuickBooks certifications, he manages financial operations while authoring financial freedom guides and applying strategic fiscal management principles to support business growth.
Questions
Do I talk to a live person when I call?
Yes, during business hours (7AM-7PM CST) our support team answers live. After hours, our answering service handles urgent issues with technician escalation.
How fast will you respond to IT problems?
We guarantee technician response within 60 minutes, with service level agreements ensuring timely resolution for all client issues.
Will technicians explain solutions in plain English?
Our hiring process prioritizes communication skills, ensuring technical explanations are clear, jargon-free, and tailored to client understanding.
Do you offer network performance improvements?
Our vCIO services include quarterly reviews to optimize technology investments, reduce costs, and implement efficiency-enhancing solutions for measurable business impact.
Do you provide detailed service invoices?
Yes, our invoices clearly itemize work performed, including timestamps, reasons for service, and technical details for complete billing transparency.
Do you guarantee project completion timelines?
All projects are fixed-priced and guaranteed for timely completion, with written agreements ensuring accountability for deadlines and budgets.