🗺 Location & Operations Context
- Base city: Milwaukee, Wisconsin
- Freight ecosystem: Municipal waste, construction debris, recycling streams
- Industrial context: Dense manufacturing corridors, port-adjacent scrap movement, urban redevelopment zones
- Facility network: Transfer stations, recycling centers, landfill sites across southeastern Wisconsin
- Operational flow: High-frequency container cycles driven by daily municipal and construction output
📋 Job Description
- Roll-off container pickup and delivery between job sites and processing facilities
- Hook-lift operation for 10–40 yard dumpsters in urban and industrial zones
- Drop-and-hook execution with rapid container turnaround cycles
- Coordination with dispatch for dynamic routing and load prioritization
- Scale house check-in/out at landfills and recycling centers
- Safe maneuvering in tight alleys, construction sites, and industrial yards
- Daily equipment inspections and hydraulic system checks
✅ Requirements
CDL Class A
Valid CDL-A required
Experience
1+ year preferred, roll-off or vocational truck experience a plus
Age
21+ years old
MVR
Clean driving record preferred, no major recent violations
Physical
Frequent climbing, coupling containers, securing roll-off hooks
Endorsements
None required
🚛 Equipment & Fleet
- Freightliner M2 and Mack Anthem roll-off chassis
- Automatic transmissions (fleet standard)
- Hook-lift and hydraulic container systems
- Fleet age: 3–6 years average
- GPS dispatch integration + Yard Management System (YMS)
- Preventive maintenance with scheduled downtime rotations
🏠 Home Time
- Local dispatch model with daily return to yard
- Early morning or daytime shift structure depending on route cycle
- Occasional voluntary weekend shifts during peak construction demand
- Predictable weekly scheduling tied to municipal contracts
📍 Real Routes Our Drivers Take
- Milwaukee South Side industrial corridor → Menomonee Valley recycling hubs
- I-94 construction zone projects → Waukesha County disposal facilities
- I-43 urban commercial cleanup routes → North Shore transfer stations
- Port Milwaukee scrap and recycling pickup → Southeast Wisconsin landfill network
🎁 Benefits & Bonus Structure
📝 Hiring Process
❓ Frequently Asked Questions
Is a CDL-A required for this role?
Yes, a valid CDL-A license is required due to heavy equipment and roll-off operations.
Is prior roll-off experience necessary?
Preferred but not required. Training is provided for qualified CDL-A drivers.
How physically demanding is the job?
Drivers regularly secure containers, operate hydraulic hooks, and work in uneven yard conditions.
What are the shift hours like?
Primarily early morning and daytime shifts aligned with municipal and construction schedules.
Is overtime available?
Yes, especially during peak construction seasons and weather-related backlog periods.
What equipment will I operate?
Roll-off trucks with hydraulic hook-lift systems and modern safety and GPS technology.
💼 Career Opportunities
Entry into this operation typically begins as a CDL-A Roll-Off Driver handling municipal and construction waste cycles within the Milwaukee metro area, where drivers develop proficiency in container handling, yard coordination, and landfill compliance procedures. With experience, drivers often transition into more complex routes involving higher-volume industrial accounts or specialized recycling streams that require tighter scheduling and advanced equipment handling skills. Over time, high-performing drivers may advance into senior route positions, training roles, or relief driver assignments supporting multiple depots across southeastern Wisconsin. Within the same network, long-term opportunities may extend into dispatch coordination, yard supervision, safety compliance roles, or fleet training responsibilities. Operational familiarity with municipal contracts and recycling infrastructure provides pathways into logistics coordination or terminal management positions. Advancement is typically based on safety record, reliability, and demonstrated efficiency in container cycle management. The structure supports gradual movement from hands-on driving into operational leadership while remaining within the waste and recycling logistics sector.
🔗 CDL-A Roll-Off & Recycling Driver – Milwaukee, WI
Milwaukee’s municipal and industrial waste ecosystem generates continuous demand for CDL-A roll-off drivers due to ongoing construction activity, residential development, and manufacturing output across southeastern Wisconsin. This local home daily position operates within tightly coordinated landfill, recycling, and transfer station networks where container flow is managed through high-frequency dispatch cycles. Drivers support daily movement of municipal solid waste, construction debris, and recyclable materials between urban pickup zones and processing facilities along major freight corridors such as I-94 and I-43. The role reflects stable labor demand driven by population density and consistent waste generation rather than seasonal freight volatility. With weekly earnings of $1,300–$2,000 and hourly rates between $28–$36, drivers operate within a structured schedule tied to municipal contracts and industrial service agreements. Yard coordination, dock-style unloading at transfer stations, and precise container handling are central to daily operations. This position remains a core component of regional logistics infrastructure supporting Milwaukee’s ongoing urban development and industrial activity.