Demo

IT Support

Sentry IT Solutions
Orlando, FL Full Time
POSTED ON 8/1/2026
AVAILABLE BEFORE 11/28/2026

Sentry IT Solutions is a managed service provider and hosting provider serving a diverse range of clients, including professional services companies. From small and medium-sized businesses to large corporations, we offer fully outsourced IT management, IT operations, project work, or contract work with internal IT departments or product vendors. Our team is highly experienced in multiple technologies, vendors, equipment types, and specialties.

At Sentry, we believe that critical thinking skills and empathy for our customers are essential. We strive to build solutions that increase business efficiency, productivity, and quality of service for our clients. We understand that while we are solving technical issues, we are solving them for people who are often under stress, which is why we approach each interaction with care and empathy.

What sets Sentry apart is our willingness to go beyond what other MSPs do. While some providers may say "no" to certain requests, we are committed to saying "yes" whenever possible, knowing that in the end, it's the service that counts. We are dedicated to building partnerships with our clients, creating joint success through quality services and solutions tailored to their needs.

Our goal at Sentry is to become one of the top three MSPs/ITSPs in the Greater Orlando area and, ultimately, one of the top three in the state of Florida. We are looking for team members who share our dedication, our thirst for knowledge, and our commitment to going above and beyond for our clients.

We are seeking a talented and experienced Technical Support Specialist to join our growing team at Sentry Technology Solutions. The successful candidate will primarily work on customer site setup and installations, as well as providing technical support to our customers as part of the existing support team. You will be responsible for answering calls and tickets, troubleshooting technical issues, and working closely with the team to prepare for upcoming customer projects.

Responsibilities:

  • Provide technical support to customers via phone, email, and in-person visits to resolve their issues.
  • Setup, move, remove, and upgrade technology items for customers.
  • Work in the office to prepare for upcoming customer projects.
  • Solve new problems without needing to be told every step of a solution.
  • Understand that we are solving both computer and customer problems.
  • Interface with customers, demonstrating social awareness and charisma.

Requirements:

  • This is not Entry Level. Strongly Prefer 2 years of MSP experience.
  • Excellent critical thinking skills.
  • Certifications for Microsoft 365 or experience with servers and/or active directory is preferred.
  • Ability to work outside regular hours as needed.
  • Strong aptitude for verbal and written communication, reasoning, logic, analytical, organizational, and mathematical skills
  • Ability to read and comprehend written and verbal instructions
  • Ability to manage stress appropriately, make decisions under pressure, handle multiple priorities, work alone, and maintain patience and professionalism
  • Ability to respond in a timely manner to emergency situations at short notice
  • Ability to prioritize and triage work effectively
  • Willingness to work in an office environment, and ability to sit, stand, and walk as required
  • Ability to lift up to 50 lbs., and push/pull up to 50 lbs.
  • Must maintain a clean, clear, and organized working environment.
  • Must have reliable transportation to and from work and client sites.

Job Types: Full-time, Permanent

Pay: From $55,000.00 per year

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Life insurance
  • Paid time off
  • Parental leave
  • Professional development assistance
  • Vision insurance

Experience:

  • Managed Service Provider (MSP): 2 years (Preferred)
  • IT support: 2 years (Required)

Ability to Commute:

  • Orlando, FL 32801 (Required)

Ability to Relocate:

  • Orlando, FL 32801: Relocate before starting work (Required)

Work Location: In person

Salary : $55,000

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