CDL Class A Equipment Delivery Driver (Flatbed/Rollback) - Winchester

Winchester Equipment Co. is hiring a CDL Class A Equipment Delivery Driver to haul compact construction, agricultural, and material handling equipment to customer locations and jobsites using flatbeds and rollbacks. The right fit is safety-minded, professional with customers, and confident with load securement (chains/binders) and DOT compliance.

Key Responsibilities

• Safely transport equipment to customer sites and branch locations
• Load/unload equipment and complete proper securement (chains, binders, straps as needed)
• Complete pre/post-trip inspections and maintain accurate delivery documentation
• Communicate professionally with customers, dispatch, and branch teams
• Follow DOT and company safety policies at all times

• Valid CDL Class A with acceptable driving record
• Experience with flatbed/rollback or similar equipment transport
• Comfortable with load securement and jobsite delivery conditions
• Ability to pass DOT physical and required screenings
• Strong communication and customer service mindset

• Prior heavy equipment hauling (construction/ag)
• Familiarity with local/regional routes in VA/WV/MD area (as applicable)