IT Help Desk Support Specialist

About Us

DRT LLC and its affiliated companies, Lone Mountain Truck Leasing and Ten Four Truck Insurance, serve the trucking and insurance industries. Our IT team supports users across all three businesses. We’re looking for a dependable help desk technician to be the first point of contact for day-to-day support.

Schedule: Monday through Friday.

Job Responsibilities:

• Respond to and resolve help desk tickets and calls
• Reset passwords, unlock accounts, and handle basic Microsoft 365 / Active Directory account tasks.
• Set up new user accounts and workstations, and process departing users.
• Troubleshoot Windows PCs, Outlook, Teams, printers, phones, and peripherals.
• Assist users with VPN and remote access connectivity.
• Image, deploy, and track laptops, desktops, and other equipment.
• Document issues and resolutions clearly in the ticketing system
• Escalate more complex problems to senior IT staff with clear notes on what’s been

Job Qualifications:

• 1–2 years of help desk or IT support experience (strong candidates without prior IT jobs are welcome)
• Working knowledge of Windows 10/11 and Microsoft 365 (Outlook, Teams, OneDrive)
• A patient, friendly approach with non-technical users.
• Good at following procedures and documenting work
• Reliable, punctual, and able to work independently once trained

Nice to have:

• CompTIA A+, Network+, or Microsoft 365 certification
• Exposure to Active Directory, Entra ID, or remote monitoring/management (RMM) tools
• Experience in a multi-company or multi-site environment

What we offer:

• Health / dental / vision
• 401(k) and match
• PTO and paid holidays
• Hands-on experience across a full business IT environment, with room to grow your skills

DRT is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, creed, color, religion, national origin, ancestry,
gender, gender identity, marital status, status with regard to public assistance, citizenship status, physical or mental disability, sexual orientation, membership or activity in a local commission, veteran status, age, or any other status protected by law.

Job ID: 2002

Job Type: Full-time

Pay: $20.00 - $25.00 per hour

Benefits:

• 401(k)
• 401(k) matching
• Health insurance
• Health savings account
• Life insurance
• Paid time off
• Vision insurance

Education:

• Bachelor's (Preferred)

Experience:

• Software troubleshooting: 1 year (Preferred)
• Windows: 1 year (Preferred)

Work Location: In person