Technology Specialist in Hauppauge, New York at Flexible Systems

Who We Are
Flexible 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.

Why Join Flexible IT?
At Flexible IT, you will work alongside a smart, capable team that values clear thinking, strong execution, and practical solutions. As a Technology Specialist, you will gain experience not just with technology, but with people—learning how to support clients in a way that is thoughtful, efficient, and impactful.

As a Technology Specialist, you will have the autonomy to manage your own work while knowing there’s support when you need it. We believe in giving people room to grow—technically and professionally. Whether you are improving your skill set, working directly with clients, or helping design better systems, the work you do here matters.

What You will Do

• Configure and support on-premises and cloud-based hardware/software
• Troubleshoot and resolve technical issues for clients
• Answer and address client inquiries, providing clear, helpful solutions
• Keep clients informed about the progress and status of their service requests
• Work with colleagues to deliver efficient and effective solutions

What We are Looking For

• 1–3 years of experience in technical support or IT services
• Experience working in an IT Managed Service Provider (preferred)
• Bachelor’s degree in a related field (preferred)
• Experience with Microsoft 365 and Azure environments
• Strong communication and problem-solving skills
• Ability to manage multiple tasks and prioritize effectively
• Comfortable working independently and in a team environment
• Valid driver’s license required

Why You will Like Working Here

• A team-oriented environment where your contributions are seen and appreciated
• Real-world experience that builds both technical and interpersonal skills
• The chance to work independently, take initiative, and see the impact of your efforts
• A company that invests in its people—with benefits and support that reflect that commitment

Benefits include:

• Flexible work environment
• Health insurance
• Paid time off
• Retirement savings plan
• Certification reimbursement for relevant industry certifications

Pay and perks:

Our company culture is relaxed but engaged. The foundation of our culture is built on autonomy, trust, mutual respect, and accountability. We provide challenging opportunities, competitive compensation, outstanding benefits, work-life balance, and industry-leading technology, all while working in an atmosphere that recognizes your efforts and encourages professional development.

Sound exciting? Apply today!

Please note: This is an in-person position at our corporate office in 290 Motor Pkwy, Hauppauge, NY. This is not a remote or hybrid role