Get to Know the Owners

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.

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

  • Levi Barnard
    May. 7, 2025
    Jean and Rich were wonderful to work with and super accommodating. We will absolutely be using Dumpster Dudez of Greater Milwaukee again.
  • Barb Wolff
    May. 6, 2025
    Very easy and accommodating to work with! Would highly recommend!
  • Marie Moore
    May. 5, 2025
    A great company! Delivered the dumpster early and accommodated us with changing the size the day before. They picked up the dumpster when promised. VERY easy to deal with. Will use them again when the situation arises! Ron & Marie
  • Matthew Haag
    May. 4, 2025
    A nice early drop off and they were able to pick up the next day at our request rather than waiting out the scheduled time. Very friendly!
  • joseph glover
    May. 2, 2025
    On time, friendly and very reasonable cost
  • Dave Packard
    May. 2, 2025
    These guys are awesome. At the last minute, at 7pm on a Thursday night, I lined up help to empty out my mother-in-law’s home and I contacted a couple companies online for a dumpster. Dumpster Dudes called me within 10 minutes and arranged for a dumpster which the delivered the next day. Like many, I completely underestimated the amount of junk in the huge basement! A called them (off hours) late Saturday afternoon and surprising they picked up the phone, juggled a few things around and within an hour we had a second dumpster! As both my crew of college workers and I live 2 hours away, they saved the day! They were professionally delivered, quickly picked up and they left my driveway nice and clean. I rarely leave reviews, but I do know and appreciate exceptional service when I see it. Thanks again Dumpster Dudes, you guys are great! PS - 1 week later, I still haven’t heard back from 2 of the other (bigger) dumpster companies I contacted!
  • Ach King
    May. 1, 2025
    Thank you great customer service, professional delivery drivers and reasonable rates.
  • Carlton Donowa
    Apr. 30, 2025
    Outstanding customer service. They are friendly, responsive, and truly helpful every step of the way. Highly recommended!
  • Emmalyn Smith
    Apr. 30, 2025
    Cost effective and convenient! Fantastic service. Will be utilizing this business again.
  • Jason Radue
    Apr. 29, 2025
    Great service! On time, convenient to book and prompt pickup. Highly recommend!
  • Byron Matthews
    Apr. 29, 2025
    They were prompt and put the dumpster right where it was needed. Very nice people with reservations and delivery.
  • Jeanine Isaacson
    Apr. 27, 2025
    Very satisfied with the service
  • Matthew Spencer
    Apr. 27, 2025
    We needed a last minute dumpster and they came through. Placement was exactly where we asked. Really nice people and very responsive on the phone and through texts. They picked up on time and sent a message when they would be dropping off and picking up. Would highly recommend.
  • Hanns Freidel
    Apr. 25, 2025
    I recently rented a dumpster to prepare for an upcoming move. Jean was very helpful (and nice), while the man that delivered it, Mike, was great to work with. I liked him so much we talked for over 25 minutes on drop off day! Renting a dumpster from them was easy and stress free. Highly recommend! Thank you both!!!
  • Dan Reese
    Apr. 24, 2025
    Great communication, clean equipment, smooth experience throughout.
  • Marion Wolfmeyer
    Apr. 23, 2025
    on time and efficient
  • Dale Chartier
    Apr. 22, 2025
    Friendly Clean Excellent Service Communication was Top Level. Will be needing a Larger Dumpster towards the end of summer and will DEFINITELY use again!!!! Thankyou Dumpster Dudez!!
  • Rhonda C
    Apr. 20, 2025
    Excellent service and communication. Highly recommend!
  • Adam Carver
    Apr. 18, 2025
    Used them twice in the past month now, highly recommend. Good rates, great service, locally owned - and you can order online - will use for all of my future needs.
  • Mike Corso
    Apr. 17, 2025
    Communication from start to finish was fantastic. I called in the morning and they had a dumpster out to me by mid after noon. They are on time and even called me to let me know they were on their way. If I need a dumpster in the future I know who I’m calling. One call, that’s all. Dumpster Dudes for the win.
  • Levi Barnard
    May. 7, 2025
    Jean and Rich were wonderful to work with and super accommodating. We will absolutely be using Dumpster Dudez of Greater Milwaukee again.
  • Barb Wolff
    May. 6, 2025
    Very easy and accommodating to work with! Would highly recommend!
  • Marie Moore
    May. 5, 2025
    A great company! Delivered the dumpster early and accommodated us with changing the size the day before. They picked up the dumpster when promised. VERY easy to deal with. Will use them again when the situation arises! Ron & Marie
  • Matthew Haag
    May. 4, 2025
    A nice early drop off and they were able to pick up the next day at our request rather than waiting out the scheduled time. Very friendly!
  • joseph glover
    May. 2, 2025
    On time, friendly and very reasonable cost
  • Dave Packard
    May. 2, 2025
    These guys are awesome. At the last minute, at 7pm on a Thursday night, I lined up help to empty out my mother-in-law’s home and I contacted a couple companies online for a dumpster. Dumpster Dudes called me within 10 minutes and arranged for a dumpster which the delivered the next day. Like many, I completely underestimated the amount of junk in the huge basement! A called them (off hours) late Saturday afternoon and surprising they picked up the phone, juggled a few things around and within an hour we had a second dumpster! As both my crew of college workers and I live 2 hours away, they saved the day! They were professionally delivered, quickly picked up and they left my driveway nice and clean. I rarely leave reviews, but I do know and appreciate exceptional service when I see it. Thanks again Dumpster Dudes, you guys are great! PS - 1 week later, I still haven’t heard back from 2 of the other (bigger) dumpster companies I contacted!
  • Ach King
    May. 1, 2025
    Thank you great customer service, professional delivery drivers and reasonable rates.
  • Carlton Donowa
    Apr. 30, 2025
    Outstanding customer service. They are friendly, responsive, and truly helpful every step of the way. Highly recommended!
  • Emmalyn Smith
    Apr. 30, 2025
    Cost effective and convenient! Fantastic service. Will be utilizing this business again.
  • Jason Radue
    Apr. 29, 2025
    Great service! On time, convenient to book and prompt pickup. Highly recommend!
  • Byron Matthews
    Apr. 29, 2025
    They were prompt and put the dumpster right where it was needed. Very nice people with reservations and delivery.
  • Jeanine Isaacson
    Apr. 27, 2025
    Very satisfied with the service
  • Matthew Spencer
    Apr. 27, 2025
    We needed a last minute dumpster and they came through. Placement was exactly where we asked. Really nice people and very responsive on the phone and through texts. They picked up on time and sent a message when they would be dropping off and picking up. Would highly recommend.
  • Hanns Freidel
    Apr. 25, 2025
    I recently rented a dumpster to prepare for an upcoming move. Jean was very helpful (and nice), while the man that delivered it, Mike, was great to work with. I liked him so much we talked for over 25 minutes on drop off day! Renting a dumpster from them was easy and stress free. Highly recommend! Thank you both!!!
  • Dan Reese
    Apr. 24, 2025
    Great communication, clean equipment, smooth experience throughout.
  • Marion Wolfmeyer
    Apr. 23, 2025
    on time and efficient
  • Dale Chartier
    Apr. 22, 2025
    Friendly Clean Excellent Service Communication was Top Level. Will be needing a Larger Dumpster towards the end of summer and will DEFINITELY use again!!!! Thankyou Dumpster Dudez!!
  • Rhonda C
    Apr. 20, 2025
    Excellent service and communication. Highly recommend!
  • Adam Carver
    Apr. 18, 2025
    Used them twice in the past month now, highly recommend. Good rates, great service, locally owned - and you can order online - will use for all of my future needs.
  • Mike Corso
    Apr. 17, 2025
    Communication from start to finish was fantastic. I called in the morning and they had a dumpster out to me by mid after noon. They are on time and even called me to let me know they were on their way. If I need a dumpster in the future I know who I’m calling. One call, that’s all. Dumpster Dudes for the win.

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