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B. Winslow
Brandon Winslow

Brandon Winslow

Endpoint, network and user support across multiple client environments at a Miami managed services provider.

Download resume(PDF)
Role
IT Support Technician
Employer
subIT Managed IT Services & Support
Location
Miami, FL
Certs
CompTIA A+ · Network+ in progress
Stack
Microsoft 365 · Entra ID · Active Directory · Autotask · Datto RMM · ThreatLocker
Lab
Proxmox VE · Windows Server 2022 · AD / DNS / DHCP · Docker · Spiceworks

Experience

  1. IT Support TechnicianCurrent

    Aug 2026 — Present

    subIT Managed IT Services & Support · Miami, FL

    • First point of contact for client end users, working tickets in Autotask to triage and resolve hardware, software, network and account issues across multiple managed business environments.
    • Handle user onboarding and offboarding through Microsoft 365 administration and Entra ID, along with on-premises Active Directory for account, group and permission management.
    • Use Datto RMM to remote into client endpoints for troubleshooting, patching and configuration without disrupting the user.
    • Troubleshoot connectivity issues involving routers, switches, wireless access points, printers and VPN access, escalating complex cases with clear documentation.
    • Autotask
    • Microsoft 365
    • Entra ID
    • Active Directory
    • Datto RMM
    • ThreatLocker
    • Windows

  2. Preloader

    Oct 2023 — Aug 2026

    UPS · Yorktown Heights, NY

    • Operated Zebra handheld RFID scanners to scan and route 2,500+ packages per shift, managing the transfer of UPS Ground Saver shipments from UPS to USPS for final-mile delivery.
    • Diagnosed and resolved wireless connectivity issues between RFID scanners and networked thermal label printers, restoring functionality to minimize downtime.
    • Trained new team members on scanning procedures and equipment use in a deadline-driven environment.
    • RFID Scanners
    • Wireless Troubleshooting
    • Thermal Printers

Earlier: front end and grocery at ACME, Briarcliff Manor NY (May — Oct 2023).

Certifications

  1. CompTIA A+

    Certified

    Completed May 2026

    Hardware, operating systems, mobile devices, endpoint troubleshooting

  2. CompTIA Network+

    Studying

    Target Q3 2026

    Network infrastructure, protocols, operations, troubleshooting

  3. CompTIA Security+

    Planned

    Target Q4 2026

    Threats, vulnerabilities, identity and access management

Home Lab & Projects

  1. Spiceworks ITSM Help Desk Lab

    Jan 2026 — Present

    A simulated corporate help desk built to practise ticketing and escalation workflows end to end.

    Managed tickets from intake to resolution, documented recurring issues for future reference, and practised the escalation workflows used in real support environments.

    • Spiceworks Cloud
    • ITSM
    • Documentation
    • SLA Management

  2. Enterprise Virtualization Home Lab

    Nov 2025 — Present

    A Proxmox VE environment running Windows Server 2022 as a domain controller, built to mirror enterprise infrastructure.

    Windows Server 2022 as primary domain controller with Group Policy Objects and user management. Remote access secured with Tailscale mesh networking and network segmentation. 3-2-1 backup strategy using Proxmox Backup Server for data integrity and bare-metal restoration.

    • Proxmox VE
    • Windows Server
    • Active Directory
    • Tailscale
    • Linux

  3. 3D Printed 10-Inch Rack

    Oct 2025 — Present

    A custom-designed mini rack housing a mini PC, switches and patch panel, running Ubuntu Server and Pi-hole.

    Designed and 3D-printed a compact 10-inch server rack for a Lenovo mini PC, network switches and patch panel. Runs Ubuntu Server with Plex, game servers, and Pi-hole for network-wide ad-blocking and DNS filtering.

    • Ubuntu Server
    • Pi-hole
    • 3D Printing
    • Linux

About

I'm an IT Support Technician at subIT Managed IT Services & Support in Miami, FL, supporting end users across multiple client environments. Day to day I work tickets in Autotask, manage accounts through Microsoft 365, Entra ID and on-prem Active Directory, and remote into endpoints with Datto RMM — on top of everyday hardware, software and network troubleshooting.

I also go on site to our client companies when the work calls for it, which is the part I enjoy most. I like hardware and being in front of the equipment; getting hands on with it is how I learn best.

Outside of technology I value discipline and balance. I spend my time motorcycle touring, skiing, and staying consistent in the gym.

Education
High School DiplomaOssining High School, NY2019 — 2023
Based
Miami, FL

Contact

Currently open to new opportunities in IT. If you're looking for a dedicated specialist or just want to connect, email is the fastest way to reach me.