Operations Supervisor – LTL Freight | San Diego, CA

The Oak Harbor Company; San Diego (CA); On-site; USD 50,000 - 70,000; Full time

Benefits offered by this job

Comprehensive medical, dental, and vision insurance

401K – 100% match up to 5%

Accrue 80 hours of PTO

Job summary

The Oak Harbor Company based in San Diego, California is looking for a supervisory team leader to oversee operations in a fast-paced transportation environment. Responsibilities include providing leadership to drivers and dock workers while ensuring the efficient movement of freight and outstanding customer service.

Candidates should have 1-2 years of supervisory experience, strong problem-solving skills, and proficiency in Microsoft Office. The position offers comprehensive benefits and the opportunity to develop a safety-focused and performance-driven team.

Qualifications

• 1-2 years of experience in a supervisory or customer-facing role, ideally in transportation.
• Strong problem-solving skills in time-sensitive situations.
• Proven ability to manage and motivate a team.

Responsibilities

• Provide leadership to drivers, dock workers, and office staff.
• Supervise and support P&D and linehaul operations.
• Dispatch drivers for pickups and deliveries.

Skills

Problem-solving skills

Team management

Excellent communication

Customer service abilities

MS Office proficiency

Tools

MS Office (Word, Excel, Outlook)

AS400

Job description

Job Description

Posted Tuesday, June 23, 2026 at 7:00 AM

Benefits

• Comprehensive medical, dental, and vision insurance with multiple plan options to fit your needs.
• Employee-only coverage pays up to 2% of gross income.
• Family coverage pays up to 4% of gross income.
• 401K – 100% match up to 5% of employee’s contribution.
• Accrue 80 hours of PTO within the first 11 months.
• Holiday pay after your 90 days.

Responsibilities

• Provide leadership to drivers, dock workers, and office staff in alignment with OHFL culture and company policies.
• Supervise and support P&D and linehaul operations to ensure freight moves efficiently and on schedule.
• Dispatch drivers for pickups and deliveries, optimize routes, and verify accurate documentation.
• Manage payroll functions, including reviewing and approving timecards.
• Oversee outbound dock operations, ensuring freight is loaded, staged, and handled properly.
• Enforce safety protocols, operational procedures, and compliance standards.
• Conduct monthly driver safety meetings and support training initiatives.
• Deliver proactive customer service by addressing inquiries, scheduling freight pickups, and resolving shipment delays or misroutes.
• Monitor operational metrics to identify and implement efficiency improvements.
• Manage team performance, including accountability, coaching, and disciplinary actions as needed.
• Utilize OHFL systems to maintain data accuracy, resolve operational issues, and ensure smooth workflows.
• Cover various shifts as needed to ensure consistent operational support.

Qualifications

• 1-2 years of experience in a supervisory or customer-facing role, ideally in transportation (LTL experience preferred).
• Strong problem‑solving skills, especially in time‑sensitive situations.
• Proven ability to manage and motivate a team to meet performance goals.
• Excellent communication and customer service abilities.
• Proficiency in MS Office (Word, Excel, Outlook); AS400 experience is a bonus.
• Highly organized, with the ability to balance multiple priorities effectively.