Route Jump Driver

Job overview

The Route Jump Driver role is onsite in Chesapeake, VA. The schedule is Monday through Friday starting at 5:00 a.m. and continuing until the route is complete, with a rotating Saturday schedule. Training pay is $900 per week; after training, compensation is commission based on built route sales. Trolley House Refreshments delivers snack, beverage, and fresh food solutions to offices, hotels, and public venues. The driver maintains and stocks vending machines, micro-markets, and coffee or water services on a fixed route, records inventory, and responds to customer needs. The role supports reliable service and customer relationships across assigned accounts.

What you'll do

• Maintain, stock, and clean vending machines, micro-markets, and coffee or water services
• visit key accounts
• address customer requests and complaints
• record inventory for the warehouse
• respond proactively to route issues
• load and unload products.

What we're looking for

Skills & competencies

route jump driver

chesapeake va

trolley house refreshments

vending route

micro-markets

monday–friday

5:00 a.m. start

rotating saturday

$900 weekly during training

commission after training

customer service

Work arrangement

• Weekend coverage required

Benefits & perks

• Company-paid holidays, vacation and floating holidays
• medical, dental, and vision plans
• 401(k) with company match after one year
• company-paid life insurance and short-term disability
• employee assistance program
• gym discounts
• free employee shift meal
• and company discounts.

Why this role

Requires a valid standard driver’s license, at least five years of safe driving experience, and ability to lift products up to 50 pounds. Vending route driving and inventory or merchandising experience are highly preferred.

About the employer

Trolley Hospitality Companies is hiring for this role. Industry: Local Messengers and Local Delivery. Sector: 49.