IT Technician – Managed Services

YourSIP IT Services; Palm Harbor (FL); On-site; USD 55,000 - 75,000; Full time

Benefits offered by this job

Competitive Pay

PTO & Paid holidays

Certification assistance

Hands-on experience across client envs

Exposure to Microsoft, networking, and

Infrastructure technologies

Job summary

YourSIP IT Services is seeking an experienced IT Technician - Managed Services to join our Palm Harbor team. This hands-on, client-facing role balances remote support from our Palm Harbor office with local on-site work across the Tampa Bay area.

You will own problems from start to finish, diagnose root causes, implement solutions, document outcomes, and communicate clearly with clients. Ideal for experienced MSP technicians who thrive in a multi-client environment and want to advance in

Qualifications

• 3-5+ years of professional IT experience.
• Experience in an MSP or multi-client IT environment is required.
• Experience supporting multiple businesses, users and technology environments.
• Experience troubleshooting beyond basic Level 1 helpdesk support.

Responsibilities

• Take ownership of issues from investigation through resolution, documentation and client communication.
• Troubleshoot and resolve complex workstation, application, server and user issues.
• Diagnose and resolve network and connectivity issues (DNS, DHCP, TCP/IP, VPNs, VLANs).
• Deploy, configure, and troubleshoot firewalls, switches and Wi-Fi infra.
• Provide Microsoft 365 administration and troubleshooting beyond basic tasks.
• Support Active Directory, Group Policy, file permissions and Windows Server environments.
• Participate in client projects (onboarding, migrations, deployments, upgrades).
• Perform onsite client visits across Tampa Bay for support and projects.

Skills

MSP environment

Remote & onsite support

Network troubleshooting

Microsoft 365 administration

Windows Server & Active Directory

Customer-facing communication

Tools

PSA & RMM tools

Job description

Experience: 3-5+ years of professional IT experience

About YourSIP IT Services

YourSIP IT Services is a locally owned Managed Service Provider based in Palm Harbor, Florida. We support businesses throughout the Tampa Bay area with managed IT, Microsoft 365, networking, cybersecurity, VoIP, and ongoing technical support.

We are looking for an experienced IT Technician - Managed Services to join our team. This position is ideal for a technician with several years of hands-on IT experience who has worked in an MSP or multi-client environment and is comfortable taking ownership of technical issues from start to finish.

This is a hands-on, client-facing position that combines remote technical support from our Palm Harbor office with local onsite support and project work.

About the Role

You will support multiple businesses and technology environments, providing remote support from our Palm Harbor office as well as onsite support throughout the Tampa Bay area.

You should be comfortable receiving a problem without a step-by-step playbook, determining the root cause, developing a solution, implementing it, documenting your work, and communicating the outcome to the client.

Because you will work across multiple client environments, adaptability and strong troubleshooting skills are critical. We are looking for someone who can work independently, think holistically about technology environments, and take ownership of issues through resolution.

This is a hands-on, client-facing technical role and is not a basic helpdesk or call-center position.

What You'll Do

• Take ownership of issues from investigation through resolution, documentation, and client communication
• Troubleshoot and resolve complex workstation, application, server, and user issues
• Diagnose and resolve network and connectivity issues, including DNS, DHCP, TCP/IP, VPNs, VLANs, wired and wireless networks
• Deploy, configure, and troubleshoot firewalls, switches, and Wi-Fi infrastructure
• Provide Microsoft 365 administration and troubleshooting beyond basic user creation and password resets
• Support Active Directory, Group Policy, file permissions, user access, and Windows Server environments
• Investigate recurring issues and identify the underlying cause rather than simply addressing the immediate symptom
• Participate in client projects including onboarding/offboarding, migrations, network deployments, system upgrades, cleanups, and environment improvements
• Perform onsite client visits throughout the Tampa Bay area for support and project work
• Communicate directly with clients regarding technical issues, solutions, and project work
• Maintain accurate and thorough ticket documentation
• Collaborate with teammates and assist with escalated technical issues when needed
• Manage multiple tickets, users, systems, and client environments while maintaining strong follow-through

Required Qualifications

• 3-5+ years of professional IT experience
• Previous experience working in an MSP or multi-client IT environment is required
• Experience supporting multiple businesses, users, and technology environments
• Experience troubleshooting and resolving issues beyond basic Level 1 helpdesk support
• Strong troubleshooting skills and the ability to independently diagnose and resolve technical issues
• Solid understanding of networking, including DNS, DHCP, TCP/IP, VPNs, VLANs, wired and wireless networking
• Experience with Microsoft 365 administration and troubleshooting
• Experience with Windows Server and Active Directory
• Comfortable working directly with clients and non-technical users
• Strong written and verbal communication skills
• Ability to manage multiple priorities and client environments
• Strong documentation and follow-through

Preferred Experience

• Experience with PSA and RMM platforms
• Firewall, switching, and Wi-Fi deployment experience
• Group Policy
• Cybersecurity, endpoint protection, backup, or network security solutions
• Microsoft, CompTIA, Cisco, or other relevant technical certifications
• Experience participating in client infrastructure projects and deployments

What We're Looking For

The right person for this role enjoys solving problems and takes ownership of their work. You should be comfortable working with different client environments, investigating issues that may not have an obvious answer, and communicating solutions clearly to both clients and teammates.

We value technicians who look beyond the immediate issue to understand the larger environment and identify ways to improve reliability, security, and the overall client experience.

You don't need to know every technology we use on day one, but you should have a strong technical foundation and the ability to research, troubleshoot, and work through unfamiliar issues independently.

• Work from our Palm Harbor, FL office
• Local travel to client sites throughout the Tampa Bay area
• Employee-provided vehicle required for client travel
• Occasional after-hours work or on-call rotation
• Must be local to the Greater Tampa Bay Area
• This is not a remote position

What We Offer

• Competitive Pay
• PTO & Paid holidays
• Technical certification assistance
• Hands-on experience across a variety of client environments
• Exposure to Microsoft, networking, security, and infrastructure technologies
• Collaborative team environment
• Opportunities to participate in client projects and technology improvements

Who This Role Is For

This role is a good fit for an experienced MSP technician who enjoys working directly with users and clients, solving technical problems, and understanding how different systems work together.

If you have several years of hands-on IT experience in an MSP or multi-client environment and are comfortable taking a problem from initial troubleshooting through final resolution, we would like to hear from you.