Jobber is built for contractors across dozens of different trades. PaintingBossPro is built only for painting companies, priced so a one-truck operator and a growing crew both get every feature. Here is how they differ, where Jobber is the better fit, and what switching looks like.
Only the things you can check for yourself on each company's website or on review sites like Capterra and G2.
| PaintingBossPro | Jobber | |
|---|---|---|
| Built for | Residential and commercial painting contractors, from one painter to several crews | Contractors across dozens of different trades |
| Pricing | Published: $59, $89 or $199 a month for the whole company | Published plan tiers; higher tiers unlock automations and more users |
| Field techs / employees | Unlimited on every plan | Plans include a set number of users; extra users cost more each month |
| Try it first | 14-day free trial, no credit card | 14-day free trial |
| Contract & setup | No contract, cancel anytime. We move your customer list in for free. | Monthly or annual billing |
Jobber details are from their public materials and software review listings as of October 2026. Plans change, so check Jobber's own site for current pricing.
Because it is built for every trade, the parts that are specific to your work are left to job notes and custom fields, and the price climbs with each user you add. PaintingBossPro puts the painting work itself at the center:
Areas, square feet, coats, sheen, surface, brand and color codes and the prep list are saved on the job and carried over from the estimate.
Painters run the same prep, coats, cleanup and touch-up checklist on every job and log gallons used, with before and after photos.
Every approved estimate that needs a date sits on the map, so you can book crews by area in minutes.
Property managers get one monthly bill for every unit turnover and repaint, each line labeled by address.
Customers approve the estimate from a link and it becomes the scheduled job, with automatic follow-up texts if they go quiet.
Reminders, on-the-way texts and review requests go out on their own.
Jobber is polished and easy to learn, with a big app marketplace. If you run several unrelated trades out of one company, a general tool can make sense.
PaintingBossPro is the better fit if you are a painting company with one to a few dozen people, you want to see the price before you talk to anyone, and you want to be running the same day instead of after an implementation project.
Export your customers, addresses and recurring services from Jobber as a spreadsheet and send it to us. We load it for you for free, check the addresses land on the map, and walk you through your first schedule. Most companies run their first day in PaintingBossPro within a week, and you can keep Jobber until you are comfortable.
Start a 14-day free trial, no credit card, or click around the live demo first. Plans are $59, $89 or $199 a month, every feature included.