Close Menu
Trucker Talk Radio
  • Podcasts
    • Trucker Talk Radio
      • BEHIND THE WHEELHOUSE
        • DRIVER’S FIRST
  • Blog
  • About Us
  • Contact Us
What's Hot

Trucking Industry Backs Hochul’s Insurance Reform Plan

May 10, 2026

Metra UP-N Train Service Disrupted Following Crash; Expect Major Delays

May 10, 2026

Appeals Court Denies Request to Halt Non-Domiciled CDL Rule

May 9, 2026
Facebook X (Twitter) Instagram
Monday, May 11
Trucker Talk Radio
Facebook X (Twitter)
Podcast Link
  • Podcasts
    • Trucker Talk Radio
      • BEHIND THE WHEELHOUSE
        • DRIVER’S FIRST
  • Blog
  • About Us
  • Contact Us
Trucker Talk Radio
Podcast Link
Home » From Crisis to Opportunity: A Family’s Journey into Trucking Entrepreneurship
Driver Lifestyle & Health

From Crisis to Opportunity: A Family’s Journey into Trucking Entrepreneurship

Trucker Talk RadioBy Trucker Talk RadioDecember 26, 2025No Comments3 Mins Read
From Crisis to Opportunity: A Family's Journey into Trucking Entrepreneurship
Share
Facebook Twitter LinkedIn Pinterest Email

Ashley Stewart: A New Journey as Owner-Operator

COVINGTON, La. — Although Ashley Stewart has never driven a semi-truck, she has traveled a significant distance to become an owner-operator. Earlier this year, she and her husband, DeAntonio Stewart, established their trucking business, Keeping Up with the Stewart’s.

A Nurse Balancing Two Worlds

By profession, Stewart is a registered nurse, juggling her nursing career at Slidell Memorial Hospital in Slidell, Louisiana, and St. Bernard Parish Hospital in Chalmette, Louisiana. With a decade’s experience in emergency medicine, she has encountered numerous challenges. Last fall, an assignment changed the course of her career, both in nursing and entrepreneurship.

A Transformative Travel Assignment

“I took a travel assignment at Baylor Scott & White Health in Dallas for COVID in November and worked there for six months,” she recalled. “Those were tough times with long hours, often reaching 60 hours a week due to staff shortages and a surge in patients.” The demands of her work left little time for her husband and four children, prompting her to consider a future as an owner-operator.

Inspiration and Research

While in Dallas, she spoke with a friend—another nurse who started a trucking company with her husband. Inspired, Stewart began to investigate the trucking industry further. “I started watching numerous YouTube videos about successful trucking businesses, including content from a truck owner known as The Highway Diva,” she said. “I created extensive checklists and made progress step by step.”

Family Involvement in the Business

While Ashley took the lead, her entire family contributed to the venture. From her husband’s driving experience to the company’s name, input was collaborative. “Initially, someone suggested ‘Stewart Trucking,’ but I wanted something unique. My daughter thought of ‘Keeping Up with the Stewart’s,’ inspired by the show ‘Keeping Up with the Kardashians,’” Ashley explained.

The Road to Success

In May, they acquired a 2017 Kenworth T680 in Texas and brought it back to Louisiana. However, the reality of starting a new business hit hard. “We faced challenges in finding partners initially because we were new,” noted Stewart. After some persistence, they finally landed their first load and have experienced success since then.

Managing Two Careers

While DeAntonio handles transportation, Ashley serves as dispatcher and is enrolled in a broker course alongside her nursing job. She believes her nursing background aids her in managing the trucking business: “As a charge nurse, I learned to see the bigger picture, which is valuable in coordinating loads and logistics.” However, balancing both careers and raising four daughters, aged 7 to 14, remains a daily challenge. “I prioritize effectively, sleeping when I can and seizing free moments to research,” she explained.

Embracing Family and Ambition

Stewart emphasizes the importance of teamwork, stating, “My husband and I are in this together. I want our daughters to see that they can achieve anything they aspire to.”

Crisis Entrepreneurship Familys Journey Opportunity trucking
jonvogt80
Trucker Talk Radio
  • Website

Related Posts

Trucking Industry Backs Hochul’s Insurance Reform Plan

May 10, 2026

Transform Your Health: Essential Diet and Workout Tips for Truckers

May 9, 2026

Nuclear Verdicts Fuel Rising Trucking Insurance Costs Amid Regulatory Challenges

May 8, 2026

Bangkok’s Double Trucker Burger: A Smashburger That Redefines Deliciousness

May 8, 2026
Add A Comment

Comments are closed.

Top Posts

The Slow Road to Trucking Reform

March 8, 2026

Driven Beyond Diabetes: Trucker Robert Palm’s Journey

March 11, 2026

Jeremy Ward’s Dream of Driving a Truck Comes True

March 8, 2026

Transform Your Health with the Healthy Fleet Weight Loss Challenge

March 8, 2026

Subscribe to Updates

Subscribe to our newsletter and stay updated with the latest news and exclusive offers.

Latest Posts

Trucking Industry Backs Hochul’s Insurance Reform Plan

May 10, 2026

Metra UP-N Train Service Disrupted Following Crash; Expect Major Delays

May 10, 2026

Appeals Court Denies Request to Halt Non-Domiciled CDL Rule

May 9, 2026

Welcome to Truckertalkradio.com, your ultimate destination for all things trucking! We are dedicated to providing the trucking community with the latest news, updates, and insights that matter most to you. Whether you’re a seasoned driver or just starting your journey on the open road, our platform is designed to keep you informed, inspired, and connected.

Facebook X (Twitter)
Don't Miss

Trucking Industry Backs Hochul’s Insurance Reform Plan

May 10, 2026

Metra UP-N Train Service Disrupted Following Crash; Expect Major Delays

May 10, 2026

Appeals Court Denies Request to Halt Non-Domiciled CDL Rule

May 9, 2026

Subscribe to Updates

Subscribe to our newsletter and stay updated with the latest news and exclusive offers.

© 2026 Trucker Talk Radio. All Rights Reserved.

Type above and press Enter to search. Press Esc to cancel.