Truck Driver CDL A Regional
Listed on 2026-07-11
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Transportation
Truck Driver, CDL, Transportation & Logistics
Position Description
Ryder is hiring a Class A CDL Truck Driver in Milwaukee, WI — offering weekly pay, excellent benefits, and a driving career you can feel good about.
$1600 or more per week – and it gets better.
- Driver Positions Pay Weekly
- Weekly Guarantee $1600 per week
- Travel required within WI; will be away for a week or more at a time, staying in hotel.
- Tractor Trailer and Flatbed experience needed
- Hours per week: 50+ hours
- Hourly Pay: $30.90 per hour
- Per Diem Pay: $50.00 per night
- Tenure Bonus: $300 paid four times a year (every quarter)
- Loyalty Bonus: $2500 at 6 months and $2500 at 1 year
- Schedule:
Monday – Friday/Sunday - Thursday - Start time: varies
Trucks are three years or newer. Ryder Drivers service the route, not the truck. All drivers have 24/7 roadside maintenance by a Ryder‑trained technician plus service employees refuel our trucks at all 800+ maintenance facilities.
- Deliver SOLO To: WI
- Route:
Regional - Tractor Type:
Day Cab - Trailer Type: 28', 48', & 53 Flatbed
- Freight:
Load securement – strapping all loads and tarping in wet weather
- Medical, Dental & Vision after 30 days
- 80 hours PTO your first year, starting Day 1 (use it or get paid for it)
- Uniforms, cell phone & boot allowance provided
- Drivers are the captain – you make safety decisions, and your job is protected
- 401(k) rollover available now + company match at 1 year
- 12 weeks paid maternity leave (subject to eligibility criteria)
- Employee discounts on tools, vehicles, travel, tech & more
Milwaukee, WI (Postal Code: 53207)
Requirements- Minimum 21 years of age
- Pass a Ryder drug test
- Pass a Ryder background and motor‑vehicle check including drug and alcohol verification from previous employers for the last 3 years
- Pass a DOT physical
- Pass a Ryder road test
- Provide appropriate CDL and endorsements for the position
- Must have Class A verifiable experience in a tractor‑trailer or comparable vehicle:
- 9 months experience within the past 3 years OR
- 2 years experience within the last 5 years OR
- 5 years experience within the last 10 years
- Ability to follow written and/or oral instructions
- Ability to read, interpret and apply laws, rules, regulations, policies and/or procedures
- Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines
- Detecting and eliminating or minimizing safety hazards; maintaining accurate records and logs
- Loading/unloading freight or assisting in the loading/unloading of freight if required by customer
- Perform other duties as assigned
Ryder is proud to be an Equal Opportunity Employer and drug‑free workplace. All qualified applicants will receive consideration for employment without regard to race, religion, color, national origin, sex, sexual orientation, gender identity, age, status as a protected veteran, or status as a qualified individual with a disability.
EEO StatementEEO/AA/Female/Minority/Disabled/Veteran
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