Jobs at Charles IT

Serves as a trusted technology advisor to assigned clients, aligning IT strategies with business objectives and long-term growth. Responsibilities include assessing technology environments, developing IT roadmaps, leading strategic reviews, managing technology budgets, supporting compliance, resolving escalations, and communicating recommendations to executives. The role also coordinates internal technical teams, scopes projects, mentors staff, and maintains strong client relationships in an MSP environment.

Advise clients on CMMC compliance, assess cybersecurity gaps, develop compliance roadmaps, track remediation, and guide assessment readiness. Communicate requirements and risks to technical and executive stakeholders, maintain client relationships, coordinate internal technical teams, lead business reviews, monitor regulatory updates, and support compliance documentation and evidence development.

Supports office operations through administrative assistance, workspace organization, deliveries, errands, supply restocking, event setup, office moves, vehicle scheduling, and special projects. The role requires strong organization, communication, reliability, physical ability, a valid driver’s license, Microsoft Office proficiency, and unrestricted U.S. work authorization without sponsorship.

Oversee daily accounting operations, including transaction posting, AP/AR, payroll, general ledger maintenance, reconciliations, tax compliance, financial reporting, and month-end close. Improve internal controls and accounting processes while ensuring GAAP compliance and accuracy. Collaborate cross-functionally on budgeting, forecasting, and financial reviews, providing financial guidance and supporting companywide decision-making.

Manages compliance assessments, policies, SOPs, GRC platforms, risk assessments, framework reviews, audit preparation, evidence collection, and remediation activities. Coordinates with clients, internal teams, and external auditors, facilitates tabletop exercises, maintains compliance baselines, tracks tasks and milestones, supports client relationships, handles escalations, and mentors junior team members.

Serves as the primary liaison for technical clients, managing relationships, escalations, client roadmaps, technical team mentoring, solution accuracy, project delivery, recurring status meetings, and documentation. Requires strong IT experience, communication, organization, follow-through, and independent work skills. The role supports client business objectives while guiding teams toward technical best practices.

Provide field and escalation support for clients by troubleshooting end-user issues, administering Microsoft technologies, supporting VMware and Hyper-V environments, managing backup and disaster recovery solutions, and configuring network infrastructure. Communicate with customers, document procedures and service tickets in ConnectWise, track work and expenses, and collaborate independently in a fast-paced client-focused environment.

Provides first-level technical support for escalated tickets, diagnosing hardware, software, operating system, and network issues. Manages user accounts, installs and configures software and devices, and supports desktops, laptops, printers, and peripherals. Delivers professional end-user assistance, documents work, coordinates with vendors and IT teams, and maintains strong client relationships. Requires on-site client travel, clear communication, organization, independent work, and at least two years of technical support experience.

Lead and execute technical IT projects from kickoff through post-go-live support. Perform hands-on engineering for hypervisor, email, server, network, and office build-out migrations. Coordinate with clients, vendors, and internal teams, maintain documentation, provide status updates, record time in ConnectWise, and participate in continuous improvement and post-implementation stabilization.