Full Feature List

Everything You Need to Run
Your Painting Company

PaintingBossPro is built for residential and commercial painting contractors — interior rooms priced per room or by the square foot, whole-house repaints, exteriors, cabinets, trim and doors, ceilings, accent walls, drywall repair, deck and fence staining, unit turnovers, the painting details on every job (areas, square feet, interior or exterior, coats, sheen, surface, colors, prep and access notes), a painting checklist on the crew app, and homeowners, builders, property managers and commercial buildings — all from one platform.

Map Selection
Circle the Stops on the Map.
Assign Them to a Van in One Step.
Every approved estimate and every new request — interiors, exteriors, cabinets, decks and unit turnovers — lands on the Waiting List and drops a pin on a live map. Draw a circle around a part of town — a subdivision, an apartment complex, a ZIP code — or select the jobs one by one, and PaintingBossPro assigns them to a crew in one step, so you can book crews by area.
  • Draw a lasso around any group of stops on the map
  • Total stops in the selected area, broken down by service
  • Pins colored not due yet, due now, or overdue past a 7-day grace
  • Assign every circled stop to a van at once
  • They drop straight onto the dispatch board in route order
Waiting List Map — Circle Selection
9
Stops Selected
Van 2
Assign To
5
Interior
2
Exterior
Interior · 5  |  Exterior · 2  |  Cabinets · 1  |  Turnover · 1
Jobs by Service
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Waiting List & Dispatch
Every approved estimate and every new request on one list and one map, assigned to a crew in one step
Painting Waiting List

Every approved estimate and every new request waits on one list, with counts by service. No more “call them after the holidays” notes on sticky pads or a spreadsheet nobody keeps up.

Repaints & Touch-Ups

Warranty touch-ups and the repaint you promised in a few years go on the same list, with the color codes from the original job saved on the address.

Fill a Day by Area

Pins are colored not due yet, due now, or overdue past a 7-day grace, so you can see which jobs in one part of town are ready and book a crew there for the week.

Circle-to-Assign Map Tool

Draw a circle on the Waiting List map, or select stops, and assign them to a van in one step.

Dispatch Board by Van & Day

The Scheduled list shows every job by day on a week strip, in route order. Filter by van, drag work between days, save the views you use, and see stop and dollar totals for each service.

Crew Assignment

Put every job on the right crew — one on interiors, one on exteriors, one on commercial repaints after hours — and track which painter handled what.

Start, Skip or Complete

Update job status from the board or the tech app. Skipped stops stay on the waiting list until they are done.

Services

Per room, by the square foot, whole-house interiors, exteriors, cabinets, trim and doors, ceilings, accent walls, drywall repair, deck and fence staining, unit turnovers, commercial repaints and color consultations — whatever you set up — so every job on the board says exactly what the crew is going out to do.

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Maps & Routing
See every address on the map and book each crew by area — no more sending a paint van across town for one accent wall
Live Job Map

Every waiting and scheduled job pinned on an interactive map, so you can see where the work is before you dispatch.

Auto-Routing & Route Order

Auto-route a van’s stops Closest First or Furthest First from your shop, or drag them into the order you want on the dispatch board.

Print Route Sheets

Print the day’s route for any van — handy for the tech who likes paper on the dash.

One-Tap Navigation

The tech taps the Map button on the job and gets turn-by-turn directions to the address.

Tech GPS on the Office Map

See where your techs are on the office map while they work the route, so you can answer the customer who calls.

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Painting Details, Checklist & Photo Proof
Everything about the job — so the painter knows the rooms, the coats and the colors, and you have the finished checklist and the before and after photos
What’s Being Painted

Checkboxes for Living Room, Bedroom, Kitchen, Bathroom, Hallway, Ceiling, Trim, Doors, Cabinets, Accent Wall, Exterior Siding, Exterior Trim, Fence and Deck Stain.

Square Feet, Coats, Sheen & Surface

Shown as "Living Room · Hallway · Trim · 640 sq ft · Interior · 2 coats · Eggshell · Drywall" on the lists and the painter’s phone. Interior, Exterior or both; 1 to 3 coats; Flat, Matte, Eggshell, Satin, Semi-Gloss or Gloss; drywall, plaster, wood, cabinets, vinyl, brick, stucco, fiber cement, metal or concrete.

Colors & Prep

The brand and color codes ("Sherwin-Williams Agreeable Gray SW 7029; trim Extra White SW 7006") and the prep list — patch & spackle, sand, caulk, prime, scrape, pressure wash, mask & cover, move furniture — ride on the job. A new job at a home fills in from its last job, and estimate details carry onto the job when it is approved.

Painting Checklist

Walk-through and colors confirmed, floors and furniture covered, patch, sand, caulk, prime, cut-in, one box per coat, trim and doors, cleanup, touch-ups and the final walk-through — with only the prep steps the job calls for.

Coats, Gallons & Condition

The painter records coats applied, gallons used, the color codes on the walls, a condition (Good / Needs attention / Repair recommended) and a note for the customer, like wood rot found on the fascia. The office sees the finished checklist on the job.

Access Notes

"Lockbox on the back door, code 4417. Two dogs, keep the gate closed. HOA approved the colors — letter on file." Notes show up on the job in the crew app.

Before & After Photos

Techs take before and after photos from the app. They attach to the job automatically, and the customer can see them in the customer app.

Full Job History

Every job for a customer or property manager on one timeline — date, tech, notes and photos.

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Estimates & Quotes
Send estimates to homeowners, offices and property managers fast and get the approval online
Service List for Line Items

Build your service list once — per room, by the square foot, whole-house interiors, exteriors, cabinets, trim and doors, ceilings, accent walls, drywall repair, deck and fence staining, unit turnovers, color consultations. Add line items to any estimate by selecting from your list — no retyping prices.

Priced Off the Measurements

Price services off the property’s square feet, linear feet or number of rooms, so a whole-house quote comes out the same way every time.

Email Estimate Directly

Send a branded estimate to the customer in one click. No downloading, no copy-paste into your email.

Online Approval

Customers click a link to view and approve. An approved estimate becomes the scheduled job, with the rooms, coats, sheen and colors carried over.

Meetings & Booking Link

Customers pick a time from your booking link, or you book it for them. Reminder texts go out on their own and a YES or NO reply confirms the meeting.

3-Step Automated Follow-Up

3 follow-up texts go out automatically if a customer doesn't respond. PaintingBossPro chases the job so you don't have to.

Estimate Templates, Discounts & Sales Tax

Save estimate templates for the jobs you quote most, apply percentage or flat discounts, and set tax rates so PaintingBossPro calculates tax on every estimate automatically.

Estimate Status Tracking

Track every estimate as Draft, Sent, Accepted, or Declined with full history and timestamps.

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Invoices & Payments
Get paid with card on file, online payments and automated payment reminders
Convert Estimate to Invoice

Turn any accepted estimate into an invoice in one click. Line items, discounts, and tax carry over automatically.

Card-on-File Auto-Billing

Store customer cards securely. Charge automatically when the job is marked complete, or on a schedule — paid without chasing anyone later.

Extras on the Invoice

The extra bedroom, the ceiling and the doors the customer added during the job land on the invoice as their own lines — "Interior Room Painting $1,240 + Ceiling Painting $350."

Online Payments

Customers pay the invoice online or in the customer app with one tap.

Invoice Status Dashboard

Filter all invoices by Unpaid, Partial, Paid, or Overdue. See your total outstanding balance at a glance.

Partial Payments

Log partial payments against any invoice. Track remaining balance and full payment history per account.

3-Step Payment Reminder Sequence

Unpaid invoices trigger 3 automated text reminders. Stop making uncomfortable collection calls.

Full Payment History

Every payment logged with amount, method, and date. Full audit trail per invoice and per customer.

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SMS & Automated Alerts
Two-way texting plus 10+ automated alert types — all built in, all customizable
Two-Way SMS Inbox

Send and receive texts with customers inside PaintingBossPro. Full conversation history organized by contact.

Night-Before Alert

Customer gets a text the night before the job — "your painters start tomorrow at 8, please clear small items off the walls and shelves." Fully customizable message.

Live Route Map for the Customer

In the customer app, the customer sees today’s route on a live map — "You’re stop 12 of 20, the crew is 5 stops away" — no more "are you still coming today?" calls.

"On the Way" & Arrival Alerts

The tech app sends the customer an automatic text when the tech is on the way and when they have arrived.

Job Completed Alert

Text the customer when the job is marked done — no phone call needed.

Job Skipped Alert

If a job is skipped or pushed, an alert goes out automatically so the customer isn't left in the dark.

Estimate Sent & Accepted Alerts

Notify customers when their estimate is on the way, and get notified yourself when they accept.

Customers Choose Their Alerts

In the customer app, each customer picks which alerts they get — the night before, when they’re next, and when the tech arrives.

Ratings & Referrals

Customers rate the job and refer a neighbor right from the customer app.

Payment & Estimate Follow-Up Sequences

3-step automated sequences for both unpaid invoices and unanswered estimates — fully customizable timing and copy.

Texts Included on Every Plan (US & Canada)

500 texts a month on Start, 1,000 on Pro and 2,000 on Crew — sent and received. Add more in blocks of 500 for $15 each.

Customizable Alert Templates

Edit the message for every alert type. Use your own voice and include details that matter to your customers.

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Customers, Leads & Addresses
Customer records built for painting contractors — with every address a customer has saved under them
Customer Database

Full searchable database of every customer — contact info, notes, job history, invoices, and estimates in one place.

Lead Management

Track open estimates and prospects separately from active customers. Manage estimates, follow-ups, and conversion in one view.

Multiple Addresses

A property manager with a few apartment complexes, a landlord with several rentals or an office with more than one location keeps every address under one client, each with its own access notes.

Measurements on Each Property

Save square feet, linear feet and number of rooms on the property, and price services off them.

Web Request & Sign-Up Forms

Customers request an estimate or sign up for service from your website (card captured on sign-up), the response lands in Form Responses, and one click turns a sign-up into a client.

Customer App

Customers see where they are on today’s route, see and pay invoices, see their before/after photos, update their card, request another room, a touch-up or a deck stain, and choose their alerts.

Tags & Custom Fields

Gate and access notes on every address, tags like Property Manager, Commercial or VIP, and custom fields for whatever else you track.

CSV Customer Import

Bring your existing customer list over from a spreadsheet or your old software with a CSV import. Imported addresses are placed on the map automatically.

Unlimited Customers & Addresses

No caps on any plan. 50 customers or 5,000 — you are never charged per customer.

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Property Manager & Commercial Accounts
Property managers, apartment complexes and commercial buildings on unit turnovers and repaints — billed monthly, with one statement covering every address
One Account per Manager or Business

Set up each property manager, apartment complex or commercial building you paint for as a Monthly account.

One Monthly Statement

Every unit turnover, common-area repaint and touch-up at every one of their addresses goes on ONE statement each month, each line labeled with the address — the bill property managers actually ask for.

Jobs Kept Under the Account

Every job you do for an account stays under that account, with its own address, so you can see all of their work in one place.

Payment Follow-Ups

Automated payment reminders go out on unpaid invoices, so account balances don’t sit for months.

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Every Kind of Painting Job
Interiors, exteriors, cabinets, decks and turnovers — each set up from your own service list
Interior Painting

Priced per room or by the square foot — walls, ceilings, trim and doors — with whole-house packages from your service list.

Exterior Painting

Siding, trim and doors on brick, stucco, fiber cement or wood, with the pressure wash, scraping, caulk and primer on the prep list.

Cabinets, Trim & Doors

Cabinet refinishing, trim packages and doors priced from your service list and checked off right on the job.

Decks, Fences & Drywall

Deck and fence staining, drywall patches and accent walls — booked on their own or added to a bigger job.

Turnovers & Commercial

Unit turnovers for property managers and commercial repaints, scheduled with the rest of the week or on an after-hours crew.

Charged on Completion

When the job is completed, the card on file can be charged and the invoice sent — no end-of-month billing pile.

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Techs, Vans & Access Control
Role-based permissions from full access down to tech-only — never billed per user
Unlimited Employees

Every tech gets a tech-app seat on every plan. Office users: 2 on Start, 3 on Pro, unlimited on Crew. No per-user fees, ever.

Role-Based Permissions

Owner, Manager, Office, Crew Lead, and Mobile roles — each with different access levels built in.

Mobile Role for Techs

Techs on the Mobile role only see their assigned jobs — no billing, customer balances, or business settings.

Vans & Time Clock

Keep your vans on file, assign employees to them, and let employees clock in and out on the time clock.

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Tech App
Built for the van and the living room — fewer calls to the office, no scribbled addresses
Jobs in Route Order

Techs log in with the company login and a personal PIN and see the day’s jobs in route order — clear status and large tap targets. Works on iPhone and Android in the browser, and installs on the home screen — no app store.

One-Tap Navigation

One tap on the Map button opens turn-by-turn directions to the customer.

Painting Details on Every Job Card

The rooms, square feet, coats, sheen and color codes, the prep list, past notes and the lockbox code, right on the job card.

Painting Checklist

The painter runs the checklist on every job — from confirming the colors to the final walk-through — and the office sees it finished on the job, with gallons used.

Start, Skip & Complete from the Road

Tap to start, skip or complete a job — all without calling the office. Completing can charge the card on file and send the invoice.

Automatic Customer Texts

The "on the way" and "arrived" texts go out to the customer automatically from the app.

Before & After Photos

Techs take before and after photos from their phone. The office sees the photos on the job.

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Dashboard & Reports
See what matters the moment you log in — no digging through menus
Custom Dashboard Stat Cards

Today's revenue, jobs completed, money owed — all on your dashboard when you log in.

Revenue Tracking

Track revenue by day, week, or month. See what's been collected vs. what's still outstanding at any time.

Outstanding Balance View

Total amount owed across all open invoices at a glance — drill into individual accounts in one click.

Job History

Look up every job for a customer or property manager — date, tech, notes and photos — when someone asks what happened.

Hours Reports

Employee hour totals from the time clock by date range.

Three Simple Plans.
From $59/Month.

Start $59, Pro $89, Crew $199 — never billed per user. Start free for 14 days, no credit card required.