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Autotask Psa Jobs in Chicago, IL (NOW HIRING)

K2 Staffing

Helpdesk Support Level II+

Oak Park, IL

$19.75 - $26.50/hr

Kaseya RMM and Autotask PSA Experience a plus * Excellent verbal and written communication skills and is comfortable working with clients at a business level to understand their current and historic ...

K2 Staffing, LLC

Helpdesk Support Level II+

Oak Park, IL · On-site

$20 - $27/hr

Kaseya RMM and Autotask PSA Experience a plus * Excellent verbal and written communication skills and is comfortable working with clients at a business level to understand their current and historic ...

Aris Search

MSP Tier 2

Elgin, IL · On-site

$75K/yr

Comfortable working with RMM and PSA tools (e.g., ConnectWise, Datto, Autotask, etc.). * Great communication skills-both with team members and non-technical clients. * Reliable, proactive, and able ...

Aris Search

MSP Tier 2

Elgin, IL

$75K/yr

Comfortable working with RMM and PSA tools (e.g., ConnectWise, Datto, Autotask, etc.). * Great communication skills-both with team members and non-technical clients. * Reliable, proactive, and able ...

AQ Technologies

Be Seen First

IT Support Technician (Level 1-3 Support) - Onsite / Field

Chicago, IL · On-site

$60K - $85K/yr

PSA tools (Autotask preferred) * RMM tools (Datto RMM or similar) * Ability to own tickets from intake through resolution * Strong communication and documentation skills * Valid driver's license (for ...

New

Culture Fits

L2 Professional Services Engineer

Chicago, IL · On-site

$85K - $113.30K/yr

Experience working with PSA/RMM tools (ConnectWise, Autotask, Datto, etc.) * Ability to follow project plans and escalate when needed Professional Competencies * Strong customer service mindset with ...

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Autotask Psa information

See Chicago, IL salary details

$26.8K

$54.7K

$86.5K

How much do autotask psa jobs pay per year?

As of May 27, 2026, the average yearly pay for autotask psa in Chicago, IL is $54,687.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,300.00 and $64,900.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Autotask PSA Specialist, and why are they important?

To thrive as an Autotask PSA Specialist, you need expertise in IT service management, business process analysis, and experience with professional services automation platforms, often supported by relevant IT or business degrees. Familiarity with the Autotask PSA system, integrations with CRM or RMM tools, and certifications such as Autotask Certified Consultant are highly valuable. Strong analytical thinking, communication skills, and a customer-focused mindset help professionals excel in optimizing workflows and supporting end users. These skills and qualifications are crucial for driving efficiency, ensuring accurate service delivery, and maximizing the value of PSA solutions for organizations.

How does an Autotask PSA Specialist collaborate with other departments within an organization?

An Autotask PSA Specialist often serves as a bridge between technical teams, project managers, and client-facing departments. They ensure that workflows, ticketing, and reporting processes are streamlined and understood by all stakeholders. Collaboration typically involves regular meetings to align on project statuses, resolving system-related issues, and providing training or support to team members using the platform. Strong communication and a proactive approach to cross-departmental feedback are key to success in this role.

What is Autotask PSA?

Autotask PSA (Professional Services Automation) is a cloud-based software platform designed for IT service providers and managed service providers (MSPs) to streamline business operations. It offers tools for project management, service desk, time tracking, billing, resource management, and reporting. By centralizing these functions, Autotask PSA helps organizations improve efficiency, service delivery, and profitability. It also integrates with other essential tools like remote monitoring and management platforms, making it a comprehensive solution for IT businesses.

What is the difference between Autotask Psa vs ServiceNow Developer?

AspectAutotask PsaServiceNow Developer
Primary RoleIT service management and PSA platform administrationDeveloping and customizing ServiceNow applications
Required SkillsITSM, PSA tools, ticketing, billingJavaScript, ServiceNow scripting, ITSM
Work EnvironmentManaged service providers, MSPsLarge enterprises, IT departments
CertificationsAutotask certifications, ITILServiceNow certifications, ITIL

Autotask Psa specialists focus on managing IT service delivery and PSA platform administration, while ServiceNow Developers primarily customize and develop applications within the ServiceNow platform. Both roles require ITSM knowledge and certifications like ITIL, but they serve different functions within IT service management environments.

What are popular job titles related to Autotask Psa jobs in Chicago, IL? For Autotask Psa jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Autotask Psa jobs in Chicago, IL look for? The top searched job categories for Autotask Psa jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Autotask Psa jobs? Cities near Chicago, IL with the most Autotask Psa job openings:
Autotask Psa jobs near you
Helpdesk Support Level II+

Helpdesk Support Level II+

K2 Staffing, LLC

Oak Park, IL

$30 - $35/hr

Full-time

Posted 9 days ago

Job description

Summary

Our client is a leading IT Solutions Company in the Chicago area (Oak Park, IL) and they are in need of a Help Desk Support Level II+ Technician. An IT Technician’s role is to ensure system operation and functionality so that end users can accomplish business tasks. The objective of the IT Technician will be to respond to support requests in a timely manner, be the initial reference point for all IT support related tickets, and to ensure the satisfaction of the end user, among other technical duties.
Duties & Responsibilities
  • Provide support of incoming requests to the service desk via telephone, web portal, email to ensure courteous, timely, and effective resolution of end-user issues.
  • Provisioning and system setup for new hires.
  • Prioritize incidents and service requests according to defined processes to meet defined SLAs.
  • Use remote tools and diagnostic utilities to aid in resolving support requests.
  • Perform VPN infrastructure design and administration (PTP, client-based, Encrypted,
    IPsec)
  • Monitor and manage Microsoft Windows 7/8/10 Operating Systems.
  • Monitor and manage Microsoft Windows Server 2003/2008/2012; Small Business
    Server 2003/2008/2012; Exchange Server 2003/2007/2010.
  • Work on WANs, LANs, TCP/IP, Firewalls, Routers, and
    Switches.
  • Server administration via Active Directory, File & Print services, DNS, DHCP.
  • Install antivirus software and ensure virus definitions are up to date.
  • Optimizing and maintaining network software and hardware
  • Building and deploying file servers and cloud computing solutions
  • Configuring and deploying VOIP solutions
  • Manage Microsoft Exchange Server
  • Monitors alert systems and take appropriate action as per guidelines.
  • Ability to use various messages in an event log to affect repairs.
  • Receive escalated service requests requiring an enhanced response.
Qualifications & Requirements
  • Having worked in an MSP environment is a PLUS!
  • Minimum of 4 years hands-on experience configuring, troubleshooting and repairing networking equipment, Windows servers and workstations, Exchange server and Active Directory
  • 2-3 years of experience in a client-facing environment such as sales engineering
  • Kaseya RMM and Autotask PSA Experience a plus
  • Excellent verbal and written communication skills and is comfortable working with clients at a business level to understand their current and historic issues regarding their business and technology
  • Possesses strong organizational and time-management skills
  • Experience writing proposals for and implementation of technical solutions to fulfill business needs
  • Results-oriented, self-motivated, energetic, professional, reliable, and a team player
  • Strong understanding of technology and business productivity systems
  • Experience with RMM (remote monitoring and management) tool a plus
  • Ability to problem solve at a high level, extraordinary customer service skills, strong multi-tasking, and organizational skills
  • Sales training experience is a plus
  • Having worked in an MSP environment is a major plus.
Ideal Qualifications (not required)
  • CompTIA Net+ and/or CompTIA Security+
  • MCSA (Microsoft Certified Systems Administrator/Solutions Associate) or MCSE (Microsoft Certified Systems Engineer) MCITP Microsoft Certified IT Professional, MCSE (Microsoft Certified Solutions Expert)
  • CCNA or CCIE-Cisco certifications a real plus
Our client offers challenging work, career opportunities, a pleasant work environment, and ongoing training.