CDL A Regional/OTR Flatbed Truck Driver - Up to $90,000 /year - Winsted, MN

​ We are seeking a reliable and safety-focused Regional / OTR CDL A Truck Driver to join our team based out of Winsted, MN. Customizable home time! We work with you to set your schedule! (Out minimum of 5 days) CDL A License REQUIRED 1 Year Experience Strongly Preferred This role involves operating a tractor-trailer across regional routes while ensuring on-time delivery, compliance with DOT regulations, and maintaining high safety standards. As a family-owned and operated transportation company , we pride ourselves on consistency, respect for drivers, and dependable freight. Compensation & Benefits Competitive pay: $0.54 – $0.60 CPM / Up to $90,000 /year Detention Pay Available DOT Inspection Bonuses Health Benefits Package: Medical, Dental, Vision HSA & FSA options Telehealth services Life Insurance Supplemental coverage (Colonial Life, Aflac) Retirement: Matching Simple IRA Paid Time Off: 7 Paid Holidays Accruing PTO schedule About the Position: Route: Weekly Flatbed Loads from Minnesota to Florida and Texas Home Time: Flexible – as requested/needed We work with you to set your schedule! Out a minimum of 5 days Mileage: 2,000-3,000 miles/week Trucks: Manual or Automatic trucks available Primarily Freightliners Inverters, Refrigerators, etc available in trucks Tarping 60% no tarp loads or Conestoga, 40% tarping ​ Why Join Us? Second-generation family-owned company Consistent freight across 48 states Driver-focused culture with flexible home time Well-maintained equipment Key Responsibilities Safely operate a Class A tractor-trailer on regional routes Perform pre-trip and post-trip inspections (DVIR) Deliver freight on schedule while maintaining route efficiency Properly secure cargo to prevent damage or loss Accurately log and manage Hours of Service (HOS) using ELD systems Follow all DOT safety regulations and company policies Report mechanical or safety issues promptly Maintain cleanliness and overall condition of assigned equipment Minimum Qualifications Valid CDL Class A License 1 Year Experience Strongly Preferred Ability to operate a tractor-trailer safely Knowledge of DOT regulations and HOS compliance Strong attention to safety and detail Ability to manage time and meet delivery schedules ​