ActiveProspect

IT Systems Administrator - Remote (Chicago Area)

United States remote Mid Salary not listed
remote Mid level Technology & IT Curated
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About the role

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:

Manage the corporate network, including servers and workstations

Manage corporate Active Directory environments

Manage server policies and login scripts

Monitor servers for hardware and software performance issues

Plan and coordinate upgrades, patches, and new corporate technologies

Maintain an inventory of hardware and software assets

Monitor daily and weekly backups

Manage antivirus installations and scanning

Manage Google Workspace

Assist in management of our physical datacenters

Assist with new employee onboarding and training

Provide support as part of the Tier 1 technical support team

Other duties as requested.

Qualifications and Skills
Technical

3 to 5 years of systems administration experience preferred

Bachelor's degree and/or relevant certifications are a plus

Active Directory design and management skills

Experience setting up Microsoft based systems, support mechanisms, and architectures

Server support skills for Windows Server 2016 and above

Desktop deployment and support skills for Windows 10, 11 and macOS

Experience with Hyper-V

Experience with IIS 10.x

Experience with web farming and load balancing

Experience with performance monitoring and server tuning for security and performance

Experience with server auditing

Solid network analysis and troubleshooting skills

Familiarity with SQL Server 2019 and above

Familiarity with network and endpoint monitoring software (VSA10, Iru, Endpoint Central)

Familiarity with backup and recovery tools (Appassure/Quest)

Familiarity with routers, firewalls, wireless access points, and managed switches

File server maintenance, including management of shares and quotas

Non-Technical

Excellent project planning and delivery skills

Solid written and verbal communication skills

Ability to communicate task status, including progress and milestones

Ability to prioritize tasks and manage overall workload

Comfortable in a small, fast moving environment, and willing to step up and take ownership of deliverables

Self-starter who can work with minimal supervision

Keen attention to detail and quality of work

Effective organization skills, with the ability to work on multiple projects at once

Ability to communicate and interact with a diverse group of perspectives

Strong customer service orientation

Able to lift hardware up to 75 lbs

Minimum 5-10% travel required

Reports to:
Senior Manager of IT
Direct Reports:
None
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.

Supports every department by keeping workstations, network access, and collaboration tools available and performing well

Reduces security and compliance risk through consistent patching, endpoint protection, access management, and server auditing

Protects business continuity by monitoring backups so recovery is possible when something fails

Shortens time to productivity for new hires by owning onboarding setup and training

Works closely with IT leadership, department managers, and vendors, and serves as a visible front line for employee support

Measurable indicators of success include ticket resolution time and volume, patch and backup completion rates, system uptime, asset inventory accuracy, and new hire setup turnaround

Contributes tactically through daily monitoring and support, and strategically by helping plan upgrades, capacity, and the direction of our corporate architecture

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Administration Customer Service MySQL Remote Collaboration SQL Mid level

Likely questions

  1. Tell us about work you have done that is close to the IT Systems Administrator - Remote (Chicago Area) role.
  2. How would you approach your first 30 days at ActiveProspect?
  3. Which of Administration, Customer Service and MySQL have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Administration, Customer Service and MySQL.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the IT Systems Administrator - Remote (Chicago Area) role because I can bring practical experience in Administration, Customer Service and MySQL, learn the team quickly, and contribute to the outcomes ActiveProspect needs from this hire.

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