Built for Pickups, Swaps & Dump & Returns

Dumpster Pickup & Swap Scheduling Software
Every Come-Get-It Call on One Map

Deliveries get booked days ahead. Pickups show up whenever the customer is done, with no date and a can that is suddenly in the way. DumpsterBossPro puts every pickup, swap, dump & return and relocate request on a live waiting list map, lets you circle nearby requests and assign them to a driver and roll-off truck in one step, sends each load to the right landfill or transfer station, bills extra rental days and overweight tons automatically, and texts the customer when the truck is on the way.

Start Your 14-Day Free Trial
No credit card required  ·  14-day free trial  ·  from $59/mo after
$59
Start Plan, Per Month
14 Days
Free Trial, No Card
$0
Per-User Fees — Ever
5
Roll-Off Job Types
DumpsterBossPro dumpster pickup and swap scheduling software on a laptop with the roll-off driver app and the customer app on two phones

Pickups Don't Come With a Date.
Your Software Has to Give Them One.

“We're done, come get it” arrives by phone, text, app and web form, at random times, scattered across your area. DumpsterBossPro keeps every request, every truck run, every rental clock and every customer update in one place, at a flat monthly price that is never billed per user. New here? Start with Dumpster Pickup Scheduling Software: The Complete Guide for Roll-Off Companies.

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Pickup Waiting List Map

Every open pickup, swap and delivery request sits on a live map, so you see the clusters before you decide which truck goes where.

🚚

One Truck Run in One Step

Circle nearby pickups on the map or select them, then assign them to a driver and roll-off truck in one step. They land in route order.

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Site and Haul-To on Every Job

The customer site and the landfill or transfer station are both on the job and both one tap away in the driver app.

📅

Rental Days That Bill Themselves

Delivery date, pickup date, days included and a daily rate after that. Extra days land on the invoice automatically when the can comes off.

⚖️

Overweight Billed per Ton

Enter the scale-ticket tons on the job and tons over the included weight are billed per ton on the invoice.

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Customers Know When You're Coming

One-tap on-the-way and arrival texts and a live driver map in the customer app end the “when are you coming?” calls.

Get the Pickup Right Before the Truck Rolls

Most dry runs start at intake: the wrong can on a contractor's second site, a swap booked as a pickup, a car parked against the can, a gate code nobody wrote down. DumpsterBossPro puts everything the driver needs on the job itself, so the office captures it once and the driver sees it on the way.

  • Job type: Delivery, Pickup, Swap, Dump & Return or Relocate
  • Customer site address plus a haul-to landfill or transfer station
  • Size in yards (10, 15, 20, 30, 40), unit number and debris type
  • Placement and access notes: gate codes, where the empty goes
  • Delivery date, days included and daily rate on every rental
  • Customers with multiple job sites kept straight
Sample Swap Job
Swap
Job Type
20 Yard
Size · Unit on File
Remodel job site · empty goes in the same spot, on boards · side gate code on file
Site Address & Placement Notes
Construction debris  ·  Haul to transfer station  ·  Tons from scale ticket
Debris Type & Haul-To

Pickup Scheduling Your Office and Drivers Learn Fast

Nobody has time for a long rollout in busy season. DumpsterBossPro follows the way a pickup actually runs: take the request, build the run, update the customer, dump it and get paid.

01

Take the Request

By phone, two-way text, the customer app or a web request form. Job type, can details and access notes go on the job, and it drops onto the waiting list map.

02

Build the Run

Circle nearby pickups and swaps, assign them to a driver and roll-off truck in one step, and let auto-routing set the order around booked deliveries.

03

Tell the Customer

One-tap on-the-way and arrival texts and a live driver map, so the customer moves the car and opens the gate before the truck turns in.

04

Dump It and Get Paid

Scale-ticket tons go on the job, extra days and overweight land on the invoice, and the customer pays online or the card on file is charged.

A Pickup on a Whiteboard Is a Can Earning Nothing

Every pickup you forget is an empty you cannot rent, extra days you never bill and a customer who stops calling you.

The call comes in while the office is on another line. Somebody writes “done with dumpster, Oak Ridge” on the whiteboard. Two days later a driver goes out, finds a pickup truck parked against the can, and comes back empty. Meanwhile three other pickups sat a mile apart and went out on three separate trips, the 20-yard you needed for Friday's delivery is still full in a driveway, and nobody counted the eleven extra days on the invoice.

Generic job software does not know that a dumpster pickup ends at a landfill, carries a scale ticket, decides the rental's extra days and might really be a swap that needs a specific empty on the truck.

DumpsterBossPro is built for roll-off companies, with job types for Delivery, Pickup, Swap, Dump & Return and Relocate, and a job record built around the can, the site and the haul-to address.

Features Designed Around the Back Half of Every Rental

Everything a roll-off company needs to run pickups and swaps from the come-get-it call to the paid invoice.

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Waiting List Map

Open pickup, swap and delivery requests wait on a live map. Circle a group or select them and assign them to a driver and roll-off truck in one step.

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Dispatch Board & Auto-Routing

See every truck by day with its route order, fit pickups around booked deliveries, and let auto-routing order the stops.

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Five Roll-Off Job Types

Delivery, Pickup, Swap, Dump & Return and Relocate, so the board, the driver app and the invoice say exactly what is happening.

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Site and Haul-To Addresses

Every job has the customer site and the landfill or transfer station, both in the driver app with one-tap navigation.

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Dumpster Details

Size in yards, unit number and debris type on every job, so the right can comes off and the right empty goes out on a swap.

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Rental Tracking

Delivery date, pickup date, days included and a daily rate after that. Extra days are added to the invoice automatically.

⚖️

Scale-Ticket Weight

Enter tons on the job and tons over the included weight are billed per ton on the invoice. No second bill for overage.

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Driver Mobile App

Jobs in order, site and haul-to, dumpster details, placement and access notes, start and complete, photos and one-tap on-the-way and arrival texts.

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Customer App With Live Map

Customers watch the truck coming on a live map, request a pickup or swap, see invoices, pay online, keep a card on file and choose their alerts.

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Texts, Emails & Two-Way Texting

Automated texts and emails keep customers posted, and two-way texting gets you a photo of a blocked can or a new gate code.

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Contractor & Commercial Accounts

Customers with multiple job sites, billed monthly on one invoice for every swap, pickup, extra day and overweight ton.

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Invoicing & Online Payments

Quotes with online approval, invoices with sales tax, online payments, card on file, auto-billing and payment follow-ups.

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Reports

See jobs and revenue over time to learn what pickups, swaps and dump & returns actually earn.

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Never Billed Per User

Add office staff and drivers without per-seat charges. Plans are priced per company, not per person.

See Every Open Pickup. Build One Run.

Pickups pile up in bursts: the end of a long weekend, the Friday rush, the first warm month of remodel season. The waiting list map shows every open request where the can actually sits, and the dispatch board shows where each truck is already headed. Pair a pickup with a nearby delivery of the same size, keep loads headed to the same transfer station on one truck, and assign the whole group in one step. For the full walkthrough, read Dumpster Pickup Scheduling Software: The Complete Guide for Roll-Off Companies.

  • Every open pickup, swap and delivery on a live map
  • Circle or select requests and assign them in one step
  • Dispatch board by truck and day with route order
  • Auto-routing around booked deliveries
  • Rentals past their included days easy to spot
  • Requests from the customer app and web forms
Sample Waiting List
Cleanout done, 20 yard
Driveway · past included days
Pickup
Roofing crew, 30 yard full
Job site · empty before 8 a.m.
Swap
Tight alley, 15 yard
Storefront · same can back in place
Dump & Return
Circle them. Assign them. Roll.
One truck run instead of three separate trips.

Tell the Customer, Haul the Load, Get Paid

The driver taps on-the-way and the customer gets a text, then watches the truck come to them on a live map in the customer app, which is usually when they remember to move the car. On site, the driver checks the notes, snaps photos and hooks up. At the scale, the tons go on the job. The invoice goes out with any extra rental days, tons over the included weight and sales tax, and the customer pays online or the card on file is charged. Contractors get it all on one monthly invoice.

  • One-tap on-the-way and arrival texts from the driver app
  • Live driver map in the customer app
  • Two-way texting for blocked cans and gate codes
  • Photos saved to the job for overfills and placement
  • Extra days and overweight tons added to the invoice
  • Online payments, card on file and auto-billing
  • Automatic payment follow-ups on unpaid invoices
Sample Pickup Timeline
Driver on the way
Text sent · live map in the customer app
En Route
Dumped at transfer station
Scale-ticket tons entered on the job
Done
Invoice paid online
Extra days and overweight included
Paid

Simple Plans. Never Billed Per User.

Pick the plan that fits your company today and move up as you grow. Adding office staff or a driver never adds a per-seat charge.

Start
$59
per month
Crew
$199
per month

14-day free trial · No credit card required · Never billed per user. Compare plans.

Pickup & Swap Guides

  1. Dumpster Pickup Scheduling Software: The Complete Guide for Roll-Off Companies
  2. Taking a Dumpster Pickup Request: The Questions to Ask Before It Goes on the List
  3. The Pickup Waiting List: Seeing Every Open Dumpster Pickup on a Live Map
  4. Grouping Nearby Dumpster Pickups Into One Truck Run
  5. Dumpster Swaps: Scheduling the Full-for-Empty Exchange Without Dead Miles
  6. Dump and Return: Scheduling Same-Can Service When a Swap Will Not Work
  7. Relocates: Scheduling a Dumpster Move Without Wrecking the Day
  8. Finding Rentals Past Their Included Days Before They Turn Into Free Storage
  9. Extra Rental Days: How the Pickup Date Drives the Daily Rate on the Invoice
  10. Telling Customers When the Truck Is Coming for Their Dumpster
  11. The Live Driver Map for Dumpster Pickups and Swaps
  12. Letting Customers Request a Pickup or Swap From Their Phone
  13. Web Request Forms for Dumpster Pickups and Swaps
  14. Two-Way Texting on Dumpster Pickups: Blocked Cans, Gate Codes and Photos
  15. Blocked Cans and Dry Runs: Handling a Dumpster Pickup You Could Not Make
  16. Scale Tickets on Pickups: Entering Tons and Billing Overweight Loads
  17. The Haul-To Address: Sending Every Pickup to the Right Landfill or Transfer Station
  18. Size, Unit Number and Debris Type: Dumpster Details That Make Pickups Go Smoothly
  19. Placement and Access Notes for Dumpster Pickups and Swaps
  20. Driver App Photos on Dumpster Pickups: Protecting Yourself on Overfills and Damage
  21. Fitting Pickups and Swaps Into a Dispatch Board Full of Deliveries
  22. Auto-Routing a Day of Dumpster Pickups, Swaps and Deliveries
  23. Contractor Dumpster Swaps: Keeping Busy Job Sites From Overflowing
  24. Customers With Multiple Job Sites: Keeping Pickups and Swaps Straight
  25. Monthly Billing for Contractor Pickups and Swaps on One Invoice
  26. Clearing a Pickup Backlog in Busy Season
  27. The Friday Pickup Rush: Scheduling Around the Weekend
  28. Pickup and Swap Reports: Finding Out What Your Truck Runs Earn
  29. Moving Dumpster Pickups Off Whiteboards, Notepads and Group Texts
  30. Choosing Dumpster Pickup Scheduling Software: Questions to Ask Before You Commit

Dumpster Pickup & Swap Scheduling — Common Questions

Can DumpsterBossPro handle swaps, dump & returns and relocates, not just pickups?

Yes. Delivery, Pickup, Swap, Dump & Return and Relocate are separate job types, so the board, the driver app and the invoice all show exactly what the truck is doing. Each job also carries the dumpster size in yards, the unit number and the debris type.

How do I group nearby pickups into one truck run?

Open pickup, swap and delivery requests sit on the waiting list map. Circle a group on the map or select them from the list and assign them to a driver and roll-off truck in one step. They land on the dispatch board by truck and day, and auto-routing can set the route order.

Does every job know where the load goes?

Yes. Every job has the customer site address and a haul-to address for the landfill or transfer station, and the driver app shows both with one-tap navigation.

How are extra rental days and overweight loads billed?

Each rental tracks the delivery date, pickup date, days included and a daily rate after that, and extra days are added to the invoice automatically. Enter the scale-ticket weight in tons on the job and tons over the included weight are billed per ton on the invoice.

Will customers know when the truck is coming?

Yes. The driver sends one-tap on-the-way and arrival texts from the driver app, and the customer app shows a live driver map. Customers can also request a pickup or swap from the customer app and choose which alerts they get.

How much does DumpsterBossPro cost?

Start is $59/month, Pro is $89/month, and Crew is $199/month. Plans are never billed per user, and every plan starts with a 14-day free trial with no credit card required.

DumpsterBossPro runs your whole roll-off operation — deliveries, pickups, swaps, drivers, rentals and billing — from one platform. See the full platform overview.

Stop Running Pickups
Off Whiteboards and Group Texts.

Put every pickup, swap, dump & return and relocate on a live map, build truck runs in minutes, bill every extra day and overweight ton, and tell customers when the truck is coming. Try DumpsterBossPro free for 14 days.

Start Your 14-Day Free Trial
No credit card required  ·  14-day free trial  ·  from $59/mo after