Driveway

Lithia & Driveway | Technology Support Specialist
 

At Lithia & Driveway (L&D), we are creating a future of mobility driven by innovation, technology, and customer-first solutions. We're looking for a Technology Support Specialist to join our team—someone who brings not only technical expertise but also humble confidence, customer service excellence, and a passion for collaboration.

Location: Medford, OR (on-site)
Compensation: $55,000 – $65,000/year

What You’ll Do:

• Deliver proactive, professional onsite and remote technology support for a wide range of hardware and software systems.

• Troubleshoot and resolve complex technical incidents; act as a white-glove responder for executive-level issues.

• Provide mentorship, training, and escalation support to junior technology team members.

• Monitor and manage incoming support incidents, delegate tasks, and ensure timely resolution.

• Collaborate with leadership, cross-functional teams, and vendors to implement system upgrades and application rollouts.

• Lead major incident response, coordinating communication and resolution efforts.

• Continuously evaluate and improve technical processes to enhance efficiency and automation.

What You Bring:

Experience & Education:

• 2+ years in a Level 2 ITIL Service Desk or Field Technician role.

• 5+ years supporting hardware/software systems including Windows OS, Office 365, and CRM platforms.

• Experience with macOS/Apple iOS support preferred.

• Automotive or large retail industry experience is a strong plus.

• High school diploma or equivalent required; 4-year degree or equivalent experience in a related field preferred.

Skills:

• Deep knowledge of Microsoft Office, networks, LAN/WAN, VoIP, and MDM solutions.

• Strong troubleshooting and critical-thinking abilities.

• Excellent communication skills with a customer-first mindset.

• Ability to remain calm in high-pressure situations and de-escalate conflicts.

• Willingness to participate in rotating on-call and after-hours support.

Certifications (Preferred or Willing to Obtain):

• CompTIA A+ or Network+, ITIL Foundation.

• Microsoft Role-Based Certification, JAMF, and CompTIA series within the first year in role.

We offer best in class industry benefits:

• Competitive pay

• Medical, Dental and Vision Plans

• Paid Holidays & PTO

• Short and Long-Term Disability

• Paid Life Insurance

• 401(k) Retirement Plan

• Employee Stock Purchase Plan

• Lithia Learning Center

• Vehicle Purchase Discounts

• Wellness Programs

High School graduate or equivalent, 18 years or older required. We are a drug free workplace. We are committed to equal employment opportunity (regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status). We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. 

We offer best in class industry benefits:

• Competitive pay
• Medical, Dental and Vision Plans
• Paid Holidays & PTO
• Short and Long-Term Disability
• Paid Life Insurance
• 401(k) Retirement Plan
• Employee Stock Purchase Plan
• Lithia Learning Center
• Vehicle Purchase Discounts
• Wellness Programs

High School graduate or equivalent, 18 years or older required. We are a drug free workplace. We are committed to equal employment opportunity (regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status). We also consider qualified applicants regardless of criminal histories, consistent with legal requirements.