Posted Aug 20, 2026

IT Systems Administrator - Remote (Chicago Area)

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Company Overview

 

ActiveProspect is on a mission to make consent-based marketing the best channel for online customer acquisition. We provide marketers the products they need to acquire qualified customers at scale. Our platform is trusted by thousands of companies engaged in direct-to-consumer marketing, helping them save wasted spend, comply with ever-changing regulations, and manage a constantly evolving partner landscape. Our flagship product, TrustedForm, is used to certify over 1 billion opt-in digital customer leads every year and is the gold standard for documenting prior express written consent for TCPA compliance.

 

Job Summary

 

ActiveProspect is seeking an IT Systems Administrator to join a small team responsible for our corporate network, including servers, workstations and laptops, connectivity, and end user support. This person will help plan and execute upgrades, installations, monitoring, security practices, and capacity planning, while handling the daily work of server monitoring and maintenance, backups, asset inventory, and support for our remote first environment. Success in this role comes from strong organizational habits, sound network management practices, and analytical thinking.

 

Responsibilities:

  

Qualifications and Skills

 

Technical

 


 

Non-Technical

  

Reports to:

  

Direct Reports:

  

Organizational Impact

 

The IT Systems Administrator keeps the systems our teams rely on every day running reliably and securely. Because our business runs on the trust customers place in our platform and our handling of their data, the day to day discipline of this role, patching on schedule, verifying backups, tracking assets, and keeping access tightly controlled, directly protects both employee productivity and company risk posture.

  

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Requires systems administration experience, Active Directory and Windows systems expertise, server and network troubleshooting skills, monitoring and backup tool familiarity, communication skills, and ability to lift 75 pounds.

Key Responsibilities

Skills & Tools

Active Directory, Windows Server 2016, Windows 10, Windows 11, macOS, Hyper-V, IIS 10.x, SQL Server 2019, VSA10, Iru, Endpoint Central, Appassure, Quest, Google Workspace

Job Details

About ActiveProspect, Inc.

A consent-based marketing platform that helps companies acquire qualified customers and manage customer consent. — Industry: Information Technology