System Administrator

Green Thumb Industries

Chicago, IL, USA

Full time

Oct 16

This job is no longer accepting applications.

The Role 

Green Thumb is a high-growth company in a new industry looking to grow its internal IT department. This is an incredibly exciting opportunity to be a part of our fast-paced Retail Environment, and to help design the systems that power it. As a System Administrator, you will be responsible to deploy, support, and backup systems across the retail landscape, ensuring reliability and resiliency. Your focus will be on back end critical infrastructure for Green Thumb’s ever-changing retail environment. This will include configuring, supporting, and implementing hybrid solutions to ensure the continued growth and operation of the retail stores around the country. You will also assist other areas of IT, work closely with the critical infrastructure, support, and applications teams, and all other parts of the business that support retail. To succeed in this role, you must be a problem solver and genuinely like helping team members work through issues with their systems, software, hardware, etc. This role is based in our Chicago HQ office but will travel to other offices and sites as required to support the business. The ideal candidate will have an extensive background in managing systems across retail environments as well as a working understanding of networking.


Maintain, Monitor, and improve LAN/WAN connectivity across multiple states including Midwest, East Coast, and West Coast retail locations

Deploy systems that scale at retail locations

Serve as third-level escalation point for service management issues within retail stores

Manage large storage arrays containing mission critical CCTV data

Manage backups and perform regular disaster recovery testing for CCTV

Support and Implement New Site Openings and Mergers & Acquisitions infrastructure

Create infrastructure documentation and keep it up to date for support and shared services team.

Administer and support retail SaaS applications

Manage, install, and maintain store critical infrastructure with the assistance Shared Service

Work closely with other interdepartmental teams to design, build, test, and deploy systems

Manage your own IT projects from start to completion with full ownership

Some travel required


A bachelor's degree or higher in a technical field

5+ years experience in System Administration

Good communication & troubleshooting skills

Solid network administration skills

Experience with monitoring and alerting systems

A strong understanding of Active Directory

Strong PowerShell abilities

The ability to work flexibly and independently, as well as in a team

The desire to grow yourself, your team and the company

Must be comfortable working around cannabis products

Must have a valid driver’s license

Must be able to be a badged Agent for the states we operate and pass all required background checks

Preferred Qualifications



Managing a Retail/Hospitality environment Experience

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Green Thumb Industries

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