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Senior Helpdesk / Systems Administrator

Wantable.com
Milwaukee, WI Full Time
POSTED ON 3/9/2025
AVAILABLE BEFORE 6/9/2025

Exempt / Full-time / On-site

Reports to : IT Infrastructure Manager

Summary :

The Senior Helpdesk / Systems Administrator is responsible for providing high-quality technical support and system administration for a fast-paced and growing IT environment. The ideal candidate must possess excellent oral and written communication skills, a positive attitude, and the ability to work both independently and collaboratively as part of a team. This role requires 3 years of professional IT experience with a broad range of technologies, including Apple OS, cloud-based management tools, security platforms, and enterprise applications.

Primary Responsibilities :

Technical Support & Administration

  • Provide software support for Microsoft Office Suite (Excel, Word, PowerPoint, OneDrive), Adobe Suite, and other enterprise applications.
  • Set up and support hardware for new user deployments, including printers, monitors, cameras, keyboards, cabling, and mice.
  • Assist users with account support, including password resets and troubleshooting access issues.
  • Manage cloud-based VOIP phone systems (RingCentral), including user provisioning, troubleshooting, and configuration.
  • Assist with application installation and troubleshooting for business-critical software.
  • Create and manage local user accounts as needed.
  • Monitor IT dashboards, proactively addressing system issues.
  • Configure and map network printers across multiple locations.
  • Perform routine software and hardware upgrades to maintain a secure and efficient IT environment.

Enterprise IT & System Management

  • As part of a Team, support approximately 400 employees across four facilities, including remote workers (WFH).
  • Administer and maintain Google Workspace (Gmail, Google Meet, Google Admin Console).
  • Support Microsoft Server Virtualization and other IT infrastructure.
  • Manage security solutions such as SentinelOne endpoint security and Verkada Surveillance.
  • Configure and maintain mobile device management (MDM) platforms like Kandji, SOTI / MobiControl, Action1 (Microsoft).
  • Support telepresence and conferencing platforms, including Ohmni Telepresence and Google Meet.
  • Utilize AI-powered tools like ChatGPT to enhance IT support efficiency, automate troubleshooting steps, improve knowledge base documentation, and optimize user assistance.

    • License & Inventory Management

  • Maintain software licensing across multiple platforms (Microsoft, Adobe, Google, Promevo).
  • Decommission and re-provision mobile devices using Apple Business Manager (ABM) and Kandji.
  • Ensure inventory management for all IT assets, including laptops, monitors, peripherals, and cabling.
  • Additional IT Functions
  • Other duties as assigned. Duties, responsibilities and activities may change at any time with or without notice.

    • Requirements

  • 3-5 years of professional experience in IT support or system administration.
  • Demonstrated technical skillset and troubleshooting experience.
  • Ability to work independently and collaboratively within a team.
  • Strong time management skills with the ability to prioritize and multitask in a dynamic environment.
  • Excellent verbal and written communication skills at a professional level.
  • Strong customer service orientation with a problem-solving mindset.
  • Familiarity with AI-powered IT support tools (e.g., ChatGPT, automation platforms).
  • Valid Driver’s License required.
  • Comfortably climb up and down a ladder, kneel, stoop, bend, crouch and lift up to 10-20 lbs on a regular basis.

    • Preferred Education & Experience, But Not Required :

  • Associate’s degree in Information Technology, Computer Science, or a related field.
  • Relevant certifications (Microsoft, Google, Apple, ITIL, or other industry certifications) are a plus.

    • Benefits

    Why Wantable?

  • Be part of a dynamic, fast-growing company that has innovation and creativity embedded in its DNA.
  • A chance to shape our customers’ journey and leave a lasting impact on their self-confidence, one order at a time.
  • Join a collaborative environment where your ideas matter, your efforts are rewarded and you can see results in real time.

    • Wantable team members enjoy free food, coffee, and drinks in our HQ's beautiful Wantable Cafe. We have a laid-back, casual environment in a state-of-the-art HQ in Walkers Point.

    We offer flexible schedules, paid parental leave (mothers AND fathers), and a private room for nursing mothers.

    Even more exciting : paid vacation and seven paid holidays per year, plus a 50% discount on all merchandise. You’ll be eligible for the discount on your first day.

    Important, but maybe less thrilling : we have ample parking, we offer medical (traditional and high deductible), dental, and vision insurance, as well as a 401K (both pre-tax and Roth options).

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