Overview: We are seeking a highly skilled and customer-focused IT Helpdesk Specialist to provide exceptional technical support across multiple office locations. This role involves deskside and remote support, asset management, and ensuring seamless technology operations for end-users. The ideal candidate will have strong troubleshooting skills, experience with both MacOS and Windows environments, and the ability to deliver white-glove service.  Overview Seeking a highly skilled and customer-focused IT Helpdesk Specialist Provide exceptional technical support across multiple office locations Responsibilities include deskside and remote support, asset management, and ensuring seamless technology operations Ideal candidate has: Strong troubleshooting skills Experience with MacOS and Windows environments Ability to deliver white-glove service Key Responsibilities Deliver white-glove IT support for Stamford office and satellite offices in Boston and Brooklyn Manage IT asset inventory, including procurement, tracking, and lifecycle management Provide limited travel to satellite locations for on-site technical assistance Perform installation, configuration, upgrades, and repairs of laptops, tablets, and other mobile devices Handle ticket management: track, prioritize, and resolve incidents and service requests via the ticketing system, meeting or exceeding SLA standards Provide on-call and after-hours support as needed Execute all tasks related to deskside services, including hardware and software troubleshooting Support MacOS, Windows, Office 365, AV conferencing systems, printers, and PC hardware Assist with IT-related projects, including office expansions and technology rollouts Collaborate on long-term IT strategies and capacity planning to meet future organizational needs Create and maintain documentation and user guides for internal systems and processes Qualifications Proven experience in IT Helpdesk or technical support roles Strong knowledge of MacOS, Windows, Office 365, and common enterprise applications Familiarity with AV systems, printers, and PC hardware troubleshooting Excellent communication and customer service skills Ability to work independently and travel between office locations Experience with ticketing systems and meeting SLA requiremen