Technical Support Specialist - II

This is a Level II role, built for someone who’s already worked in an MSP environment and knows this stack. You’ll handle network support and client issues across a mix of remote and on-site work, using a company car for onsite visits. We care about resolving the actual problem, not just closing the ticket quickly.

What you’ll do:

• Diagnose, repair, and maintain client network infrastructure, both remotely and on-site
• Support and troubleshoot Office 365 and Microsoft server environments
• Monitor and manage client systems using Datto RMM, Datto EDR, and Huntress
• Track and manage service work in Kaseya’s Autotask PSA
• Communicate clearly with clients about technical issues, in plain language
• Document your work and keep clients and teammates informed
• Flag problems early, even ones outside your ticket, and ask for help when you need it

Simplitfy protects small and medium-sized businesses across South Florida from cyber threats and IT problems they can’t afford to have. We’re growing toward becoming the go-to managed IT and cybersecurity provider in the tri-county area - Palm Beach, Miami-Dade, and Broward - and we’re building that by hiring engineers who want to actually solve problems, not just clear a queue. If you have MSP experience, we’d like to talk to you., * Proven experience in an MSP environment - you already know this world, not just IT support in general

• Advanced knowledge of Office 365 and Microsoft server environments, including setup, maintenance, and troubleshooting
• Hands-on experience with network security tools such as Sophos Central, XG Firewalls, and
• Experience with Datto RMM, Datto EDR, and Huntress (or directly comparable RMM/EDR tools)
• Experience with Kaseya’s Autotask PSA (or a comparable PSA/ticketing platform)
• Strong communication skills - able to explain technical issues clearly to non-technical clients
• Comfortable working as part of a team, including knowing when to ask for help
• Solid foundation in both hardware and software troubleshooting
• Valid driver’s license (for company-vehicle site visits)

Nice to have:

• Networking or Microsoft certifications (e.g., CompTIA Network+, Microsoft certifications)

Pulled from the full job description

• 401(k)
• Health insurance
• Paid time off
• Vision insurance
• Dental insurance
• Life insurance
• Company car, * Competitive salary, healthcare, and 401(k)
• Room to take on more ownership and grow with the company
• A team that backs each other up, * 401(k)
• Dental insurance
• Health insurance
• Life insurance
• Paid time off
• Vision insurance

Simplitfy is a Technology Services Organization based in South Florida. We manage IT and cybersecurity for small and medium-sized businesses, and our goal is to become the most trusted provider of that kind of work in the tri-county area - Palm Beach, Miami-Dade, and Broward.