JOBSEARCHER

Dedicated Onsite Technology Specialist

Flexible ItHauppauge, NYApril 12th, 2026
Who We AreFlexible IT is Long Island’s largest Managed Services Provider (MSP), with over 40 years of experience helping businesses streamline their technology. We specialize in IT support, consulting, cybersecurity, and compliance solutions, ensuring our clients stay ahead in an ever-evolving digital world. Our team is built around problem solvers who enjoy making technology work better for businesses. If this sounds like a good fit for you, apply today.As a Technology Specialist, you will be dedicated full-time to one of our valued clients — a Long Island-based company. Rather than rotating between multiple accounts, you will become the familiar, reliable IT presence for this organization. You will get to know their environment, their people, and their day-to-day needs, while always having the full Flexible IT team behind you when you need it.What You Will DoServe as the dedicated on-site technology resource for a single client locationConfigure and support on-premises and cloud-based hardware and softwareTroubleshoot and resolve technical issues for end users across the organizationAnswer and address user inquiries, providing clear and helpful solutionsKeep users and management informed about the status of open requestsDocument issues, resolutions, and recurring patterns accurately and consistentlyIdentify opportunities to improve the client’s technology environment and communicate them back to the Flexible IT teamEscalate complex issues appropriately and follow through until resolvedWhat We Are Looking For1–3 years of experience in technical support or IT servicesExperience working in or with an IT Managed Service Provider (preferred)Bachelor’s degree in a related field (preferred)Experience with Microsoft 365 and Azure environmentsStrong communication and interpersonal skillsGood note-taking and documentation habitsAbility to prioritize and manage multiple tasks without things falling through the cracksA professional, personable demeanor — someone users genuinely enjoy working withComfortable working independently while knowing when to loop in the teamValid driver’s license requiredWhy You Will Like Working HereA stable, consistent role where you can truly get to know one client and make a real impactReal-world experience that builds both technical and interpersonal skillsThe chance to work with autonomy while being backed by a seasoned MSP teamA company that invests in its people with benefits and support that reflect that commitmentBenefits Include:Health insurancePaid time offRetirement savings planCertification reimbursement for relevant industry certificationsPay and Perks:Flexible IT offers competitive compensation, outstanding benefits, and a culture built on autonomy, trust, and professional growth — and as a Flexible IT employee, that support travels with you wherever you’re placed.Sound exciting? Apply today!Please note: This is a full-time, in-person position onsite at our client’s location on Long Island, NY. This is not a remote or hybrid role.