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O'Hara's Son Roofing Company (OSR) · 8 hours ago

IT Support Intern

Chicago, IL, US

Internship

Onsite

Intern

$17/hr - $18/hr

O'Hara's Son Roofing Company (OSR) is a leading roofing contractor specializing in commercial roof construction and maintenance. They are seeking an IT Support Intern to assist with day-to-day IT operations, end-user support, and ongoing technology projects, including ticket resolution and device setup.

CommercialConstructionProperty ManagementReal Estate

No H1B

Responsibilities

Provide support to employees for common issues related to Windows/macOS, mobile devices, printers, and standard business applications

Triage incoming requests, gather details, and resolve routine issues; escalate higher-complexity items with clear notes and troubleshooting steps already attempted

Assist with account and access tasks (as authorized), including password resets, basic MFA support, and access troubleshooting

Update ticket notes and outcomes to ensure accurate records in the ticketing system

Assist with preparing and deploying laptops, desktops, mobile devices, and peripherals (imaging/enrollment, configuration, packaging, labeling)

Support user onboarding/offboarding tasks (equipment collection/return, basic account checklist execution, documentation updates)

Perform basic maintenance steps such as verifying patch status, confirming backups/sync, and reporting exceptions

Help maintain hardware inventory records (assignments, returns, spares, warranty information)

Assist with license tracking and software install validation (as directed)

Support procurement workflows by gathering quotes, documenting comparisons, and confirming delivery/asset tagging steps

Assist with basic network troubleshooting (Wi-Fi connectivity checks, cable swaps, workstation connectivity verification)

Help validate operational status of common systems (printers, conference room setups, basic connectivity checks)

Document recurring issues and common fixes to reduce repeat tickets

Update and create how-to guides, internal knowledge base articles, and checklists (onboarding, common fixes, device setup standards)

Support security hygiene tasks (confirming MFA enrollment steps, reporting suspicious emails, ensuring devices follow baseline practices) under supervision

Follow Company IT policies and handle sensitive information responsibly

Assist with structured integration tasks (inventory capture, user/device lists, documentation of site conditions, account/setup checklists)

Support data gathering and progress tracking for IT integration workstreams (status updates, follow-ups, documentation)

Help coordinate basic training logistics (scheduling, quick reference guides, confirming user readiness)

Provide friendly, patient support to users with varying technical skill levels

Handle additional responsibilities and projects as assigned by the IT Program Manager

Qualification

Windows/Microsoft 365Networking basicsIT documentationCustomer serviceTeam player

Required

Currently pursuing (or recently completed) a degree/certification in IT, Computer Science, Information Systems, or related field

Basic familiarity with common IT concepts: Windows/Microsoft 365 fundamentals, endpoints/devices, and networking basics (Wi-Fi, LAN)

Strong communication and customer service mindset; able to explain steps clearly to non-technical users

Organized and detail-oriented; able to follow processes and document work consistently

Ability to handle confidential information appropriately and follow security best practices

Reliable transportation and ability to work onsite as needed

Excellent organizational, analytical, and problem-solving skills

Team player attitude is a must

Benefits

Flexible Work Environment

Unlimited PTO + Paid Holidays

Technology Package

Medical Benefits - Partial Contribution: Medical Insurance: Aetna (EPO, PPO, & PPO HSA), Dental Insurance: Aetna (PPO), Vision Insurance: Guardian Insurance

Retirement: 401k with up to 4% company match - after 1 year of continuous employment and 1000 hours worked

Non-Contributory Benefits - Employer Paid: Life Insurance, Accidental Death & Dismemberment (AD&D), Short Term Disability (STD), Long Term Disability (LTD)

Quarterly Interactive Employee Events

Company

O'Hara's Son Roofing Company (OSR)

O’Hara's Son Roofing (OSR), established in 1987, began as a family-owned and operated company serving the residential, commercial, and industrial roofing market.

Founded in 1987