CDL A Truck Driver - Regional & OTR Flex

Company: Ashley Distribution Services, LTD
Location: Milwaukee
Posted on: February 5, 2026

Job Description:

Job Description Job Description Stop Chasing CPM and Get Paid Per Day with Flex Jobs at Ashley Distribution! If variety keeps you motivated, Ashley’s Flex Driver position is the perfect fit. CDL-A Flex Drivers out of Madison, WI run OTR, regional, and local home daily routes, adjusting to business needs. Plus - with daily pay, you can earn a steady income without the stress of chasing miles. Ashley offers 80% company-paid health benefits and industry-low turnover so you know your career is built to last. Opportunities Open Now for CDL-A Drivers with 1 Years Experience: - Earn $1,900-$1,950 weekly - Flexible mix of OTR, regional, and local runs - Haul dedicated Ashley freight – consistent and reliable - 80% company-paid health insurance - plans as low as $2 per month! - Profit sharing, 401(k) - Free Wellness Centers - Paid weekly holiday and vacation pay What sets Ashley apart: - Rely on our stability and strength! We operate one of the largest family-owned fleets in the industry. - You’re covered for less cost! Ashley covers 27% of the drivers benefits so our CDL-A drivers can enjoy comprehensive healthcare, retirement savings plans, and other valuable benefits at a significantly reduced cost. - Share in our success with our generous profit-sharing program! - Take care of your health! We offer free Wellness Centers at 3 of our distribution locations. - Ashley always has freight to move – whether it’s our own product or other freight – we keep you busy! Requirements: - 21 years or older - Valid Class A CDL - DOT physical and drug screen - Minimum 1 year of recent OTR experience - Excellent safety record - Stable work history Benefits: Eligible employees may participate in our comprehensive benefits package, which may include medical, dental, vision, life, disability, flexible spending accounts, 401(k), paid holidays, paid time off, and applicable state and federal leave benefits. Benefits may vary based on position. Application Process: We are accepting applications for this position until it is filled. Equal Opportunity Employer: Ashley values diversity and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

Keywords: Ashley Distribution Services, LTD, Waukesha , CDL A Truck Driver - Regional & OTR Flex, Logistics, Transportation & Drivers , Milwaukee, Wisconsin