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Job Description IT Technical Support Specialist-Help Desk maintains highly available client and mobile voice and data systems for the enterprise under the direction of the Senior Director of Technology. Pay salary $50,000 + dependent upon experience, with opportunity for career growth and development. Monday - Friday, Daytime hours + Oncall after hours on rotation. Please note: this position is in office, ON-SITE. Core Responsibilities • Monitoring, installation, configuration, imaging and proactive maintenance of enterprise Windows workstations., • Client and cloud-based application installation, configuration and support including Microsoft Office and remote support tools., • Monitoring, installation, configuration and proactive maintenance of voice and mobile systems including Mitel client devices, and Apple and Samsung mobile devices., • Troubleshooting and resolving deskside support issues involving PC hardware, software, applications, printers, scanners and faxing devices., • Monitoring, installation, setup, configuration and proactive maintenance of enterprise security systems., • Documenting all projects, tasks, issues and steps to reproduce issue isolation and resolution., • Maintaining clean and well-ordered spaces where technology equipment is placed, racked, stored, assembled, configured or tested., • Managing efficient Help Desk flow, including rapid identification and resolution of technology requests and prompt, courteous responses to all parties requesting support., • Report and escalate unresolved high priority issues with no delay., • Train staff members for using PC and mobile hardware and applications., • Associate's Degree in a related field or equivalent year for year related professional experience., • Three years progressive experience in Information Technology or related field., • Three years customer service experience., • Proven analytical and problem-solving skills., • Availability for business critical issues outside of regular hours., • Extensive technical knowledge of modern hardware and standards., • Extensive technical knowledge of telecommunications protocols and configurations., • Extensive technical knowledge of Windows operating systems and services., • Capable of lifting computer equipment and peripherals up to 50 pounds., • Knowledge of applicable data privacy practices and laws., • Strong written and oral communication skills., • Strong interpersonal skills including ability to present ideas in user-friendly language. This position supports our customer service centers in two offices in Florida, from our Tampa Headquarters. Our Customer Service team assists our client companies in their efforts to efficiently arrange transportation to medical appointments, pharmacy stops, etc... and, also provide language support in over 200 languages through both our bi-lingual Customer Service center and through contract interpreters. We communicate with injured workers regarding their transportation arrangements and dispatch contracted transport providers and interpreters. We also work through issues, as they arise. It is a fast-paced, team oriented, customer service focused environment. Monday - Friday, Daytime hours, rotate on-call Please note: this position is in office, ON-SITE. Welcome. Our Staff Is Ready To Serve. A professional greeting and a hand held out to help. These seemingly small pleasantries may mean nothing to some transportation companies, but at ProCare they make all the difference in the world. ProCare understands and strives to meet the requirements and considerations of our clients when choosing a company to arrange Transportation and Language Services. We are proud of our record of service and reliability to our clients. You can be assured of and rely on ProCare for 110% effort every time.

Job DescriptionSalary: About CIO Tech Were a Tampa-based MSP known for responsiveness and reliability. We hire for work ethic, ownership, and attention to detail as much as technical skill. We promote from within and give motivated techs room to grow. Our team genuinely enjoys solving problems and building relationships. Our clients know us as approachable, responsive, and reliable, and we expect the same from every team member. We keep things professional, but never stiff. Youll find team lunches, company events, and a business-casual environment where your personality is as important as your technical skills. Role Provide advanced remote and onsite support for desktops, servers, networks, and Microsoft 365. Own escalations from Level 1, close tickets with clear documentation, and keep customers in the loop. What youll do • Triage and resolve tickets by phone, remote tools, and onsite when needed, • Administer Microsoft 365, Exchange Online, SharePoint, OneDrive, Teams, • Manage users, groups, and policies in Active Directory and Entra ID, • Handle Windows Server basics, upgrades, and common migrations, • Support networking fundamentals, VLANs, DNS, DHCP, VPNs, • Configure and support firewalls and UTM features at a Level 2 scope, • Support storage platforms such as SAN, NAS, iSCSI, • Document fixes and customer specifics in IT Glue, • Keep time entries and ticket notes current in ConnectWise Manage, • Mentor Level 1 and participate in the on-call rotation How youll succeed • Strong work ethic and follow-through, • Attention to detail, checklists, and verification before closure, • Clear, plain-language communication with customers and teammates, • Growth mindset: learns fast, asks good questions, adapts to new tools and processes Qualifications: • 3+ years in an MSP or similar multi-client environment, • Windows 10/11 Pro and current Windows Server experience, • Microsoft 365 admin skills, • AD and Entra ID user and group administration, • Networking fundamentals and practical firewall experience, • Working PowerShell for common admin tasks, • Reliable documentation habits and same-day time entry, • Valid drivers license for occasional onsite work Nice to have • RMM, PSA, and documentation tools: ConnectWise Manage, ConnectWise Automate, NinjaOne, IT Glue, Liongard, AutoElevate, Passportal, • VMware, Hyper-V, or Proxmox, • Backup platforms such as Veeam or Datto, • EDR, MDR, SIEM tools such as SentinelOne or Huntress Benefits • Paid Time Off 15 days in your first year, plus holidays., • Retirement Plan IRA with company match., • Insurance Comprehensive medical, dental, vision, life, and ancillary coverage., • Perks Company events, team lunches, referral bonuses, and business casual environment., • Community Engagement Paid volunteer time to give back to the causes you care about.