About Us

At Clear Sailing IT Solutions, we believe that technology should empower your business, not hold it back. Our mission is to provide proactive, reliable, and secure IT solutions that allow you to focus on what you do best – growing your business. We take the stress out of IT management so you can enjoy smooth sailing in your business operations.

Founded in 2021 and headquartered at 701 Market Street in Saint Augustine, Florida, Clear Sailing IT Solutions is a managed service provider (MSP) serving small and medium-sized businesses across the Southeast and Midwest. From our Saint Augustine HQ we deliver on-site and remote support to clients in Saint Augustine and the greater Jacksonville area, and we proudly serve businesses in Chicago, Illinois and the surrounding region. Our team brings enterprise-grade IT, cybersecurity, and cloud expertise to organizations that need it most — without the overhead of an in-house IT department.

We are a Dell Premier Partner, giving our clients direct access to Dell hardware, preferred pricing, and manufacturer-backed support. Beyond Dell, we maintain a vetted network of technology partners — including SENDMARC for email security, Concierge IT Group, NTx, D&D Office Machines, EOC Audio, and August Tellar — so we can assemble the right solution for every environment. Meet our technology partners →