Simple, Honest Pricing

From $59/Month.
Never Billed Per User.

Three simple plans for roll-off dumpster rental companies — Start $59, Pro $89 and Crew $199 a month. Unlimited customers, job sites and employees on every plan. No add-ons, no surprises.

14-day free trial · No credit card required · Cancel anytime

Works in the US and Canada.

Pick the size you actually are

Every plan is the same software. The bigger plans lift the limits and turn on the automation — you are never paying for seats you do not have.

Start
$59
per month
Owner-operator, one truck
MOST POPULAR
Pro
$89
per month
Small fleet, fully equipped
Crew
$199
per month
Multiple trucks and routes
Users
Office logins - the people who dispatch, invoice and see the money
23Unlimited∞
Employees
Driver-app seats - they run the deliveries, swaps and pickups and complete them, they never see the money. Unlimited on every plan.
Unlimited∞Unlimited∞Unlimited∞
Trucks
12Unlimited∞
Customers & locations
Unlimited∞Unlimited∞Unlimited∞
Texts included (sent + received, US & Canada)
500 extra texts for $15 on any plan. Sent and received both count. A text is 160 characters; a longer one counts as two.
500 / month5001,000 / month1,0002,000 / month2,000
Smart Lasso map selections
Unlimited∞Unlimited∞Unlimited∞
Auto-routing
250 extra auto-routes for $5 on any plan, added automatically when you need them.
50 / month50100 / month1001,000 / month1,000
Pickup waiting list, live map & dispatch
✓✓✓
Extra-day & weight overage billing
✓✓✓
Estimates, templates & follow-ups
✓✓✓
Invoicing
✓✓✓
Card on file & customer payments
✓✓✓
Customer app
Your customer signs in by text — watches their driver on a live map, sees invoices, pays, and sets their own alert preferences
✓✓✓
Driver app
Jobs in order, site and haul-to addresses with one-tap navigation, dumpster size, unit number, placement and gate notes, start and complete jobs, photos
✓✓✓
Schedule alerts
✓✓✓
Estimate alerts
✓✓✓
Receive customer replies
✓✓✓
Contractor accounts & monthly billing
✓✓✓
Sales tax & reporting
✓✓✓
Customer CSV import & reports
✓✓✓
Multiple job sites per customer
Contractors and builders with several job sites - every site saved once under the one customer
✓✓✓
Employee time clock & hours
✓✓✓
"On the way" text
Your driver sends it with one tap from the driver app
✓✓✓
Reply back to customers
—✓✓
All other automated alerts
Arrived, completed, follow-up, review request and the rest
—✓✓
Automated invoice sending
—✓✓
Automatic card charging
—✓✓

14-day free trial on every plan · no card to start · cancel anytime · move up or down whenever you like.
Need more? 500 extra texts for $15on any plan · counted sent and received, 160 characters per text.

We Were Paying Too Much for Software
That Still Didn't Do What We Needed.

Per-user pricing
From $59 a month
Never billed per user. Every driver gets the driver app on every plan.
Paid add-ons
Core tools on every plan
Dispatch, the live request map, the driver app, the customer app, estimates and invoicing on all three plans.
Annual contracts
Month to month
No contracts. No cancellation fees. Stop whenever you want.
Generic software
Set up for roll-offs
Site and haul-to addresses on every job, dumpster size and unit number, extra-day and weight overage billing, and contractor accounts billed monthly.
Everything Included

What's in the Software

Here's what DumpsterBossPro does for a dumpster rental company. The plan table above shows exactly which plan turns on each automation — nothing hidden.

FeatureWhat it doesAvailable
Pickup Waiting ListEvery request not yet assigned — deliveries, swaps, pickups, dump & returns, relocates — in one list and on a live map✓
Dispatch BoardThe Scheduled list by truck and day, with route order and day summary✓
Circle-to-Assign MapCircle requests on the map or select them, and assign them to a driver and roll-off truck in one step✓
Auto-RoutingLet DumpsterBossPro put each truck’s jobs in route order✓
Site & Haul-To AddressesThe customer’s site address and the landfill or transfer station on every job, shown in the driver app with one-tap navigation✓
Dumpster DetailsSize in yards (10, 15, 20, 30, 40), unit number and debris type on every job✓
Placement & Gate NotesWhere the can goes, plus access and gate notes, right on the job in the driver app✓
Job PhotosDrivers take photos from the driver app, attached to the job✓
Estimates & QuotesBuild, email, and track quotes with online approval✓
Invoices & PaymentsInvoicing, card-on-file billing, auto-billing, online payments, partial payments, payment history✓
Two-Way TextingSend and receive texts with customers inside the app✓
Automated AlertsDelivery scheduled, on the way, arrived, completed, estimate sent, review request, and more✓
Estimate Follow-Up Sequence3 automated texts if a customer doesn't respond to a quote✓
Payment Follow-Up Sequence3 automated texts for unpaid invoices✓
Rental Days & Extra DaysDelivery date, pickup date, days included and a daily rate after that — extra days added to the invoice automatically✓
Weight OverageEnter the scale-ticket tons on the job; tons over the included weight are billed at your per-ton rate✓
Contractor AccountsContractors and commercial customers billed monthly, with one invoice listing all their jobs✓
Customers & Job SitesCustomer records with as many job sites as they need✓
Customer AppLive map of the driver on the way, invoices, pay online, card on file, request a service, choose alerts✓
Driver AppJobs in order, site and haul-to addresses, dumpster details, notes, start/complete, photos, one-tap on-the-way and arrival texts✓
Role-Based AccessOwner, Manager, Office, Crew Lead, Mobile — granular permissions✓
TrucksKeep your roll-off trucks on file and assign them to jobs✓
Time ClockEmployees clock in and out; hours reports by date range✓
Google Review RequestsAuto-sent after completed jobs✓
Dashboard & ReportsRevenue, jobs, money owed — at a glance✓
Discount Codes & Sales TaxPercentage or flat discounts, auto tax calculation per invoice✓
CSV Customer ImportBring your customer list over from a spreadsheet or your old software✓
Unlimited EmployeesDriver-app seats for every driver on every plan — never billed per user✓
Unlimited Customers & Job SitesNo caps on any plan — 50 customers or 5,000✓
Texts (US & Canada)500 / 1,000 / 2,000 a month by plan, sent and received; +$15 per additional 500✓
FAQ

Common Questions

What's the difference between the plans?
Start ($59) suits an owner-operator: 2 office users and 1 truck. Pro ($89) adds billing automation, replying to customers and the rest of the automated alerts, with 3 users and 2 trucks. Crew ($199) has unlimited users and trucks. Employees, customers and job sites are unlimited on every plan.
What happens after the 14-day free trial?
You'll be prompted to pick a plan and enter a card — from $59/month. If you decide not to continue, your account simply stops — no charges, no cancellation fees. We don't auto-charge without you knowing it's coming.
Do I need a credit card to start the trial?
No. Create your account and get full access for 14 days with no card required. You only enter payment info if you decide to keep going after the trial.
How many users can I add?
Office users: 2 on Start, 3 on Pro, unlimited on Crew. Drivers using the driver app are unlimited on every plan, and so are customers and job sites — you are never billed per user or per customer.
Where does it work?
DumpsterBossPro works in the US and Canada, and the texts included in every plan cover both.
What's the texting pricing?
In the US and Canada, Start includes 500 texts a month, Pro 1,000, and Crew 2,000 — sent and received. A text is 160 characters; a longer one counts as two. If you go over, you can add blocks of 500 for $15 each.
How does auto-routing pricing work?
Start includes 50 auto-routes a month, Pro 100, and Crew 1,000. Go over and 250 more are added automatically for $5 - your dispatcher is never stopped mid-day. Smart Lasso map selections are unlimited on every plan.
Are there any contracts or annual commitments?
None. Month to month, always. Cancel anytime from your account settings.
Does this work for my kind of dumpster rental company?
Yes. Deliveries, pickups, swaps, dump & returns and relocates all run the same way — a job type, a dumpster size (10, 15, 20, 30 or 40 yard), a price and a place on the waiting list. Homeowner cleanouts, roofers, remodelers and builders all fit. It works for a one-truck owner-operator or a company running a whole fleet.
Can I bill contractors once a month?
Yes. Set each contractor or commercial customer up as a monthly-billed account. Every delivery, swap and pickup for that account goes on one invoice that lists all their jobs, and each job keeps its own site address.
Does it bill extra rental days and overweight loads?
Yes. Every job has a delivery date, a pickup date, the days included in the rental and a daily rate after that — extra days are added to the invoice automatically. Enter the scale-ticket weight in tons and anything over the included weight is billed at your per-ton rate.
Can I import my existing customers?
Yes. Bring your customer list over from a spreadsheet or a CSV export from your old software on any plan.
What if I have questions or need help getting set up?
We're a small team and we respond fast. Reach us anytime at Support@bossprohq.com. We've run trucks ourselves — we know what setup actually looks like and we're here to help.

Start Free. No Card. No Commitment.

14 days of full access. See if DumpsterBossPro fits your dumpster rental company before you spend a dollar.