Get to Know the Owner

Rich Hewitt, Jean Ryan, and JC - Dumpster Dudez Milwaukee

Rich Hewitt, Jean Ryan, and JC

Dumpster Dudez Milwaukee

Welcome to Dumpster Dudez of Greater Milwaukee! Rich Hewitt, Jean Ryan, and JC have worked together in the past. They always wanted to become business partners and build a business focused on providing a high level of personal service.

Rich has a background in electronic security integration sales, design, and operations. The majority of Jean’s experience is in financial services and managing the operations. JC’s expertise is in investments and financial analysis.

All of them have a rock-solid background in providing exceptional customer service and have an entrepreneurial spirit. Rich, Jean, and JC are thrilled to be your Dumpster Dudez in the Milwaukee metropolitan area.

Dumpster Dudez Milwaukee truck in storage parking lot.
Dumpster Dudez Milwaukee, WI makes renting dumpster easy, book online today!

EZ IN. EZ OUT.

Book Online Today

The Dumpster Dudez Difference

We Deliver on the Promise

Local and Fast

Each Dudez location is locally owned and operated helping ensure prompt deliveries for last minute orders and emergency situations.

Dumpster Dudez Milwaukee offer proffesional dumpster rental services.
Professional Service

We’ll send one of our fully licensed, uniformed drivers to deliver and pick up your dumpster. You’ll know it’s us by our bright orange shirts.

Reasonable Price

We work tirelessly to ensure we offer our dumpster deliveries and outstanding service at reasonable prices in our local communities.

From Our Blog

A stack of moving boxes.

Decluttering Before a Move: Tips and Tricks from Dumpster Dudez Milwaukee

Downsizing before moving makes packing, unpacking, and setting up in your new space faster and less overwhelming. In this blog, we’ll go over the best strategies, like dumpster rentals and organization tips, and share practical tips for homeowners tackling home cleanouts in Milwaukee, WI before making a big move.

A clean and organized garage using garage organization tips.

Garage Cleanout 101: Maximize Your Space with Dumpster Dudez Milwaukee

Is your garage overflowing with clutter, are you unable to locate your possessions? If you find yourself maneuvering around boxes, bikes, and forgotten items, it might be time for a garage cleanout. In this blog, we’ll go over practical tips for garage cleanouts in Milwaukee, WI, to help make your next cleaning project a breeze.

A box of unwanted possessions - Embracing Minimalism: Remove Excess Junk From Your Life with Dumpster Dudez Milwaukee

Embracing Minimalism: Remove Excess Junk From Your Life with Dumpster Dudez Milwaukee

The journey into minimalism starts with decluttering, clearing unnecessary belongings, and embracing a more meaningful existence. While the concept sounds appealing, decluttering can often feel overwhelming. This blog will help you understand a minimalist living example, how to start decluttering, and why professional Milwaukee junk and furniture removal can make the process easier.

A mess left after a large event - Event Cleanup Made Easy With Dumpster Dudez Milwaukee

Event Cleanup Made Easy With Dumpster Dudez Milwaukee, WI

Planning and hosting events is fun, but dealing with the aftermath can be time-consuming and energy-draining. Whether it’s a wedding, birthday party, corporate gathering, or community event, the last thing you want to do is worry about cleaning up. Large amounts of trash, food waste, decorations, and discarded materials can quickly pile up, leaving you with an overwhelming mess.

Two Christmas trees on a curb in Milwaukee, WI.

Post-Holiday Cleanup with Dumpster Dudez Milwaukee, WI

The holidays are quickly approaching, and while it's the most wonderful time of the year, post-holiday cleanup can be stressful. Leftover decorations, packaging, random clutter, and even food waste can pile up faster than you think, leaving you with a big mess to manage.

FAQs

Anyone can rent dumpsters; but at Dumpster Dudez, we provide an impressive and memorable service to solve your immediate need. From the smallest home cleanout project to large-scale commercial projects, you’ll experience friendly, affordable, professional, and reliable service every step of the way. Choose Dumpster Dudez for your next project, and experience the Dumpster Dudez difference!

Dumpster Dudez offers four different sizes to accommodate both residential and commercial projects. We carry:

  • 10 yard (8ft wide, 10ft long, 4ft tall)
  • 15 yard (8ft wide, 11ft long, 4.5ft tall)
  • 20 yard (8ft wide, 11ft long, 6ft tall)
  • 25 yard (8ft wide, 14ft long, 6ft tall)

No one is required to meet us for dumpster delivery. Please be sure to clearly communicate with your local Dudez any special notes regarding dumpster placement. Our Dumpster Dudez team will always ask where you would like the bin placed and will do their very best to accommodate all requests within the safety and parameters of our equipment and ability.

We are unable to provide an advanced ETA for future deliveries as we must wait until the night before your scheduled delivery to dispatch the daily routes in the most efficient way possible. If you have a special request regarding the timing of delivery, we can certainly consider this when dispatching. However, due to unexpected circumstances or delays that may arise on the road or with the daily schedule, it’s difficult to guarantee a delivery window. We strive to have all deliveries complete before 2 pm, but we ask for flexibility to have deliveries complete before the day’s end if alternative circumstances arise. Your local Dudez will call when on the way with your dumpster to give you an approximate 30-minute notice before arrival.

Dumpster Dudez dumpsters come in a variety of sizes and can often fit in tight spaces. Since most driveways are at least 10 feet wide, this provides plenty of room for the dumpster. Our smallest dumpster has a footprint about the size of a standard car, and our largest dumpster has a footprint about the size of a standard enclosed landscape trailer. Please be sure to inform your local Dudez of any special circumstances regarding a confined space delivery to ensure best practices are followed.

Your local Dudez will always place the dumpster on wooden boards; which has proven to be the best method in protecting surfaces. Our Dudez use best practices to safeguard your driveway and are trained to keep the dumpster on the boards at all times during drop off and pick up of your dumpster.

Don’t Just Take Our Word For It!

Hear from Dumpster Dudez Customers

  • dave grevenow
    Apr. 10, 2025
    Great communication, zero problems. I will recommend these guys to anyone needing a dumpster.
  • Mary Koehler
    Apr. 9, 2025
    We had a 10 yard dumpster delivered for a cleanout project. The driver was awesome and managed to get the dumpster into a tight spot next to the driveway. We finished with it early and asked that ir be picked up which they did quickly and easily. Great communication from the driver. An overall outstanding experience.
  • Abbey Smith
    Apr. 8, 2025
    They were very kind and easy to communicate with. Their timing was prompt and I appreciated their help when I had questions.
  • Brad Henes
    Jun. 11, 2024
    Great company to work with the owner Rich was very helpful and got us the information we needed. Took extra care on the driveway which was appreciated and delivered everything they promised. Will use again in the future.
  • jackie friedrich
    Apr. 3, 2025
    Easy to schedule, great communication prior to drop off and pick up.
  • Mathew Carr
    Apr. 3, 2025
    Awesome service! There were on time and very considerate of my driveway. They put wooden blocks down to eliminate any damage from the weight of the dumpster. Great prices for a week long rental. Highly recommended!
  • Steve Park
    Apr. 2, 2025
    Very good experience with Dumpster Dudez! On time for both dropping off and picking! Would definitely recommend and use again!
  • Jackson Erdman
    Apr. 2, 2025
    Excellent service!
  • Bryan Stankovsky
    Mar. 30, 2025
    Very good communication with texts and phone calls. Prompt and we'll priced
  • Jessica Hutchins
    Mar. 29, 2025
    All around great experience. Easy to book online, great communication, and timely drop off/pick up. Will for sure use them again!
  • Ryan Castle
    Mar. 28, 2025
    Great company to work with. Friendly, affordable no hassle would recommend everytime.
  • Stephanie Sanders
    Mar. 28, 2025
    Excellent service, follow through, and communication. Will use them again!
  • Vinny Carpenter
    Mar. 25, 2025
    Five-Star Service from Dumpster Dudez of Greater Milwaukee! I had a great experience renting a dumpster from Dumpster Dudez of Greater Milwaukee. From start to finish, they were incredibly helpful and responsive. The delivery process was smooth, and I really appreciated the care they took to protect my driveway by placing wooden blocks under the dumpster—small detail, big impact! When I realized I needed to extend the rental, all it took was a quick text—super convenient and hassle-free. The whole team was great to work with, and I wouldn’t hesitate to recommend them. If you’re looking for a reliable and professional dumpster rental service, this is the crew to call!
  • Alissa Regner
    Mar. 18, 2025
    They were great! Promt,polite and hassel free! I've already ordered a second dumpster!
  • Mark Smolinski
    Aug. 15, 2024
    Very friendly. Used wood to protect my asphalt. Would use again. Update: used a 2nd time. Service just as good as the first
  • sealed secure
    Mar. 12, 2025
    Name is Jordan, and if I could give 10 stars I would. Communication, customer service, drop off pick up, pricing, ALL STELLAR. Rich is the one who dropped off the dumpster, super nice guy, stayed and chatted about work, super personable. All around great experience.
  • Ryan Jacobi
    Mar. 11, 2025
    Customer service and communication throughout the process was outstanding! Great company with exceptional staff - Jean, Rich, and Matt were all responsive, considerate, and professional. Definitely will work with Dumpster Dudez again and refer them to friends and family. Wonderful to work with a company that genuinely cares about their customers!
  • Laura Boyden
    Mar. 11, 2025
    So happy to have found this company. They were communicative, easy to work with. We will definately use you again and refer you to others. Thank you
  • Rich Katte
    Mar. 11, 2025
    Great experience--both the office and the driver were super friendly! They worked great with my requested timeline, were transparent, had competitive pricing, and communicated well (to include a text when the driver was on the way). Will definitely use them again for any future roll-off needs!
  • Brad Vander Velden
    Sep. 8, 2024
    This is a company that everyone needs to use. These guys helped me when I was stuck in a pinch. Vary friendly, and the communication was perfect. I will use these guys again 💯%. These guys helped when no other company would. I am telling you, this is the number one place.

Dumpster Dudez Milwaukee

Dumpster Provider in Milwaukee, WI

At Dumpster Dudez, we're more than just your trusted roll-off dumpster provider in Milwaukee, WI; we're a family of passionate individuals dedicated to making your waste management experience as EZ as possible. Our journey began with a simple idea: to offer reliable, professional, and friendly dumpster services. Today, we stand proud as Milwaukee dumpster providers who prioritize the community and customer satisfaction in all our actions.

Community Driven Company

Dumpster Dudez Milwaukee

Every Dumpster Dudez location, including ours in Milwaukee, is locally owned and operated. This isn’t just a business model; it’s a commitment to the communities we serve. By being local, we understand the nuances and needs of our customers better. Our local ownership means we’re not just service providers; we’re your neighbors, invested in Milwaukee’s wellbeing and future.

The Heart of Dumpster Dudez

Making Things EZ

Reliability: When we say we’ll be there, we mean it. We take our reputation as dependable Milwaukee dumpster providers seriously. From on-time deliveries to prompt pickups, we ensure your project stays on track.

Professionalism: Our team is the core of Dumpster Dudez. Each member reflects our brand: courteous, professional, and always eager to go the extra mile. Our drivers, known for their professionalism, ensure each interaction is efficient and respectful.

Community Focus: Being locally operated isn't just about geography; it's about heart. We’re committed to giving back, participating in local events, and supporting the communities that support us. This local focus allows us to deliver a level of care and customization that big chains can't match.

Innovation and Improvement: We're in the business of making things EZ, and that means constantly looking for ways to innovate and improve our services. From offering various dumpster sizes to fit any project to navigating the tightest of spaces, we’re always evolving to serve you better.

Dumpster Dudez in Milwaukee, WI

We're Here for You

EZ in, EZ Out: Our services are designed to be straightforward and hassle-free. We make sure getting a dumpster is the easiest part of your project.

Choose Orange: When you see our bright orange dumpsters, you know you're getting the best service in Milwaukee. When you see orange, it promises quality and unparalleled customer service.

Locally Owned: As your local dumpster provider, we offer personalized services tailored to your needs. Our local knowledge and dedication mean we’re here for you, from project start to finish.

At Dumpster Dudez, we don’t just rent dumpsters; we provide solutions tailored to the unique needs of our customers in Milwaukee. Whether you're undertaking a major renovation, a simple home cleanout, or anything in between, our team is here to support you in every step.

The Dumpster Dudez Difference

Get started with Dumpster Dudez Milwaukee

Choosing Dumpster Dudez means partnering with a team that values your project's success as much as you do. Our commitment to excellence sets us apart as the preferred dumpster provider in Milwaukee.

We invite you to experience the difference. Whether you’re a first-time renter or a seasoned contractor, our team is ready to make your next project as EZ as possible. Let us show you why we're the top choice for dumpster rentals in Milwaukee.

Ready to Get Started? Reserve Now

Dumpster Dudez Milwaukee

Dumpster Provider in Milwaukee, WI

At Dumpster Dudez, we're more than just your trusted roll-off dumpster provider in Milwaukee, WI; we're a family of passionate individuals dedicated to making your waste management experience as EZ as possible. Our journey began with a simple idea: to offer reliable, professional, and friendly dumpster services. Today, we stand proud as Milwaukee dumpster providers who prioritize the community and customer satisfaction in all our actions.

Community Driven Company

Dumpster Dudez Milwaukee

Every Dumpster Dudez location, including ours in Milwaukee, is locally owned and operated. This isn’t just a business model; it’s a commitment to the communities we serve. By being local, we understand the nuances and needs of our customers better. Our local ownership means we’re not just service providers; we’re your neighbors, invested in Milwaukee’s wellbeing and future.

The Heart of Dumpster Dudez

Making Things EZ

Reliability: When we say we’ll be there, we mean it. We take our reputation as dependable Milwaukee dumpster providers seriously. From on-time deliveries to prompt pickups, we ensure your project stays on track.

Professionalism: Our team is the core of Dumpster Dudez. Each member reflects our brand: courteous, professional, and always eager to go the extra mile. Our drivers, known for their professionalism, ensure each interaction is efficient and respectful.

Community Focus: Being locally operated isn't just about geography; it's about heart. We’re committed to giving back, participating in local events, and supporting the communities that support us. This local focus allows us to deliver a level of care and customization that big chains can't match.

Innovation and Improvement: We're in the business of making things EZ, and that means constantly looking for ways to innovate and improve our services. From offering various dumpster sizes to fit any project to navigating the tightest of spaces, we’re always evolving to serve you better.

Dumpster Dudez in Milwaukee, WI

We're Here for You

EZ in, EZ Out: Our services are designed to be straightforward and hassle-free. We make sure getting a dumpster is the easiest part of your project.

Choose Orange: When you see our bright orange dumpsters, you know you're getting the best service in Milwaukee. When you see orange, it promises quality and unparalleled customer service.

Locally Owned: As your local dumpster provider, we offer personalized services tailored to your needs. Our local knowledge and dedication mean we’re here for you, from project start to finish.

At Dumpster Dudez, we don’t just rent dumpsters; we provide solutions tailored to the unique needs of our customers in Milwaukee. Whether you're undertaking a major renovation, a simple home cleanout, or anything in between, our team is here to support you in every step.

The Dumpster Dudez Difference

Get started with Dumpster Dudez Milwaukee

Choosing Dumpster Dudez means partnering with a team that values your project's success as much as you do. Our commitment to excellence sets us apart as the preferred dumpster provider in Milwaukee.

We invite you to experience the difference. Whether you’re a first-time renter or a seasoned contractor, our team is ready to make your next project as EZ as possible. Let us show you why we're the top choice for dumpster rentals in Milwaukee.

Ready to Get Started? Reserve Now

Dumpster Sizes

Experience Our Commitment to Care