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Weekend Owner Driver Jobs in Virginia (NOW HIRING)

EverNest Home Care

Weekend Caregiver

Warrenton, VA

$20/hr

  • PTO

About EverNest Home Care EverNest Home Care is an independently owned, non-medical in home care ... Valid driver's license and reliable transportation every single day * CNA, HHA, PCA Certifications ...

EverNest Home Care

Weekend Caregiver

Warrenton, VA

$20/hr

  • PTO

About EverNest Home Care EverNest Home Care is an independently owned, non-medical in home care ... Valid driver's license and reliable transportation every single day * CNA, HHA, PCA Certifications ...

EverNest Home Care

Weekend Caregiver

Warrenton, VA · On-site

$20/hr

  • PTO

About EverNest Home Care EverNest Home Care is an independently owned, non-medical in home care ... Valid driver's license and reliable transportation every single day * CNA, HHA, PCA Certifications ...

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All JobsOwner Driver JobsWeekend Owner Driver JobsWeekend Owner Driver Jobs in Virginia

Weekend Owner Driver information

What is a weekend owner driver?

A Weekend Owner Driver job involves using your own vehicle to complete delivery or transportation tasks on weekends. You are responsible for picking up and delivering goods, parcels, or passengers, depending on the company or service. This role offers flexibility, allowing you to choose your working hours while earning extra income. You must maintain your vehicle, have the necessary licenses and insurance, and meet the company's requirements. It’s ideal for those looking for part-time or supplemental income opportunities.

What are the key skills and qualifications needed to thrive as a weekend owner driver?

To thrive as a Weekend Owner Driver, you need a valid driver’s license, a reliable and insured vehicle, strong navigation skills, and good physical stamina. Familiarity with GPS and route optimization apps, as well as experience with electronic proof-of-delivery systems, are often required. Excellent time management, customer service, and problem-solving abilities help you stand out in this position. These skills are critical to ensure timely, efficient deliveries and build trust with clients while managing your schedule independently.

What are the typical challenges weekend owner drivers face on the job?

Weekend Owner Drivers often face challenges such as managing tight delivery schedules, navigating traffic, and handling last-minute changes or requests from clients. Since this role usually involves working independently, you’ll need to stay organized and proactive in resolving any issues that arise during your route. Additionally, balancing the physical demands, such as lifting packages and frequent driving, with providing excellent customer service can be demanding. However, many drivers find the independence and flexible weekend work schedule rewarding, especially when they develop efficient routines and relationships with regular customers.

What are the most commonly searched types of Owner Driver jobs in Virginia?

The most popular types of Owner Driver jobs in Virginia are:

What are popular job titles related to Weekend Owner Driver jobs in Virginia?

For Weekend Owner Driver jobs in Virginia, the most frequently searched job titles are:

What job categories do people searching Weekend Owner Driver jobs in Virginia look for?

The top searched job categories for Weekend Owner Driver jobs in Virginia are:

Weekend Owner Driver jobs near you
Infographic showing various Weekend Owner Driver job openings in Virginia as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 24% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

Richmond Regional Drivers • Weekend Home Time • 5X Best Fleets!

Leonard's Express Inc

Richmond, VA • On-site

$1.2K - $1.6K/wk

Per diem

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 19 days ago

Leonard's Express rating

7.6

Company rating: 7.6 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

Job description

Description:

Regional Drivers • New Pay Scale • Weekend Home Time Options • 5X Best Fleets Winner!

Leonard’s Express is built for longevity, celebrating our 25th anniversary. Built on family values. Built on respect.

If you’re not getting the miles, the money, the maintenance, or the respect you deserve, it’s time to move to a carrier that's invested in your success — not just your truck number.

We’re family-owned, driver-focused, and proud to be a 5X Best Fleets to Drive For carrier AND a Top Company for Women to Work in Transportation for 3 years running.

Our motto? Do the Right Thing. Always.

Pay (Top CPM Regional CDL Pay):

  • 0–250 Mile Loads: $0.80 CPM
  • 251–500 Mile Loads: $0.70 CPM
  • 501+ Mile Loads: $0.60 CPM

PLUS $25 for Every Live Load or Unload

Home Time:

  • Northeast Regional Drivers: Home every weekend
  • Atlantic Coastal Regional Drivers: 75% of weekly home time is on weekends

New Top Pay • Top-of-the-Line Equipment • Latest Technology

Benefits & Features:

  • Per Diem Pay Optional
  • Health, dental, vision, and life insurance
  • Paid Time Off (PTO) & holiday pay
  • 401K with company match
  • Weekly Direct Deposit
  • No Touch Freight
  • ISAAC, ELOG, EZPASS, PREPASS
  • Late Model Equipment
  • Paid Orientation
  • Full-Service Terminals and 24/7 Dispatch & Road Service
  • Pet and rider policy
  • Satellite radio in all trucks

It’s not just a seat. It’s a home.
It’s not just a load. It’s a future.
It’s time to love trucking again.

Requirements:

Requirements (Class A CDL):

  • 6 months OTR experience required
  • Must be 21 or older

APPLY NOW:
https://drive4leonards.com

Call: 585-869-3108

What Leonard's Express employees say

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