Best Roofing Software 2026: Estimates, Job Costing and Crew Scheduling

Roofing software is bought for the job, not for the calendar. A residential re-roof runs one to three days with a crew that strips the deck and does not come back next week. A commercial project runs for weeks, with material staged on site, a subcontractor crew or two, and progress billed against a schedule. A repair — a leak at a flashing, a few slipped shingles — is priced from a phone and done before lunch. Three shapes of work, three sets of demands.

Which one you buy for turns on a single question: do your jobs finish inside a day, or do they run for weeks? If it is days, published per-seat pricing and a solid quoting tool cover most of it. If it is weeks, project management, materials and job costing stop being nice-to-haves and start deciding whether the company knows its own margin. Most roofing contractors do both, and the platform that fits the bigger half of the revenue is the one worth paying for. If you are still choosing between a general platform and a trade-specific tool, start with the best field service software hub.

Every figure below was read from the vendor’s own pricing page on 10 September 2026. We have not worked these products on customer jobs and we do not claim to have. What we can do is read the published price lists, apply them to realistic roofing crew sizes, and show you where a headline number stops matching the bill.

The nine, in one table

1. Jobber — best overall for most roofing contractors

From $29/mo billed annually (Core, one user). Grow is $149/mo annual for one user and $299/mo annual for ten. Every extra user costs a flat $29/mo on every plan, so a contractor who hires one roofer at a time can forecast the increase to the dollar.

Why it fits roofing: the tier that matters is Grow, which adds illustrated quotes, optional line items, automatic time tracking and job costing — the four things a multi-day re-roof needs if you want to know whether the job made money before the crew has left the driveway. Connect ($149/mo annual for five users) covers the smaller work: reminders, quote and invoice follow-up, checklists and QuickBooks Online sync.

The catch: QuickBooks Online only, no Desktop. Job costing starts at Grow, so a two-crew shop pays $149/mo for one user or $299/mo for ten, and there is no materials inventory and no purchase-order flow anywhere in the product. Full breakdown on our Jobber pricing page.

2. Simpro — best for commercial projects and materials

Request pricing. Simpro publishes no list price on its pricing page; you ask for a quote and sit a guided demo. The base plan covers quoting and estimating, field and contractor scheduling, inventory and purchasing, invoicing, accounting links to QuickBooks, Xero, Sage and MYOB, reporting, multi-company operation and three Data Feeds.

Why it fits roofing: it is the only platform here whose base plan names inventory and purchasing alongside contractor scheduling — the mix a roofing business needs when a commercial job runs for weeks, one crew is yours and another is a subcontractor, and material is ordered against a takeoff rather than a hunch. Takeoffs and Maintenance Planner are sold separately, along with Digital Forms, Data Feed, Simtrac GPS and SMS.

The catch: no published prices, no self-serve trial at all — guided demos only — and a structure where the pieces you actually want sit outside the base plan. Ask what Takeoffs, Maintenance Planner and each Data Feed costs before you weigh it against a $149/mo Jobber plan.

3. Housecall Pro — best for proposals and recurring maintenance plans

From $59/mo billed annually (Basic, one user). Essentials is $149/mo annual with five users; MAX is $299/mo annual with eight. Extra seats cost $100/mo on Essentials and $75/mo on MAX.

Why it fits roofing: MAX adds a sales proposal tool, recurring service plans and route optimization. The proposal tool is the piece that matters when you put a good/better/best roof in front of a homeowner and want a signature on a tablet in the kitchen. Review management and online booking sit on the entry plan, there is no long-term contract at all, and card processing runs as low as 2.59%. The 14-day trial runs the full MAX feature set with no credit card.

The catch: the user allowances are rigid — a three-crew shop pays the eight-seat price on MAX, and $100/mo for one extra seat against a $149/mo Essentials plan is steep. The pricing page names QuickBooks Online sync at Essentials and nothing at Basic; the vendor’s own QuickBooks integration page still documents a Desktop connector, but the pricing page no longer says which tier carries it, so we could not confirm that (checked 11 September 2026). Nine add-ons are listed on the pricing page and none is priced. Breakdown on our Housecall Pro pricing page.

4. ServiceTitan — only above about ten technicians

Request pricing, per technician, negotiated. Three packages — Starter, Essentials and The Works. The published feature list names dispatch board, call recording, adaptive marketing, automated checklists, GPS, deep reporting, membership management, job costing and project management. ServiceTitan states that 100,000+ contractors use the platform, which is the vendor’s own figure.

Why it is on the list: job costing and project management on the same record as the dispatch board and membership management is precisely the shape of a large roofing company running service, repair and full replacement side by side.

The catch — and it is the important one: no published price, no free trial, demo only. Third-party estimates compiled from user reports put it at roughly $125-$398 per technician per month, with implementation reported between $5,000 and $50,000 on a minimum of 12 months. Those are estimates compiled by myquoteiq.com/servicetitan-pricing/, not vendor figures, and we could not confirm them with ServiceTitan. Below roughly ten technicians the arithmetic rarely closes. Breakdown on our ServiceTitan pricing page.

5. Service Fusion — best for unlimited users at a flat rate

$245/mo monthly or $208/mo billed annually (Starter); $627/mo or $533/mo annually (Pro) — unlimited users on every plan, no contract.

Why it fits roofing: if adding a four-person tear-off crew must never move the software bill, this is the cleanest structure on the page. Starter covers customer management, quoting, scheduling and dispatch, integrated payments, QuickBooks, invoicing, project management and SMS. Pro adds job costing, inventory, job photo uploads, integrated voice and text, eSign, a customer portal and recurring invoices — the realistic tier for a roofer buying material by the pallet.

The catch: the tier a roofing company actually needs is Pro at $533/mo billed annually, because Starter has no job costing and no inventory. ServiceCall.ai and GPS fleet tracking are add-ons, and a free demo is the only way in.

6. ServiceM8 — best if you have more crews than jobs

Free for one user, 30 jobs a month and 10 AI uses a day; $29/mo Starter (50 jobs), $79/mo Growing (150), $149/mo Premium (500), $349/mo Premium Plus (1,500+). Every paid tier includes unlimited users, and pricing follows job volume rather than headcount.

Why it fits roofing: repair and maintenance work arrives in volume with a small ticket — a flashing leak, a few slipped shingles, a gutter reseal. Four crews and 140 repair jobs a month costs $79/mo whether those jobs are run by four people or eight. Recurring jobs and deposits are included even on the free plan, and SMS is free from Starter up.

The catch: the bands are coarse. Nothing sits between 150 and 500 jobs a month, so a shop at 180 jobs pays the 500-job price, and additional jobs cost 20c each on the top tier. There is no job costing, no inventory and no purchase orders, so a replacement with material, disposal and labour is beyond what this tool was designed to report on.

7. Kickserv — cheapest cost per seat for a small crew

$60/mo for Start (5 users), $119/mo for Run (10) and $199/mo for Scale (20), with a 20% discount on annual billing and a 30-day free trial — twice the length of most on this list.

Why it fits roofing: $12 per user per month is the lowest published per-seat cost we found for a small team, and a repair-focused roofer running three people and a truck can start there for $60/mo. QuickBooks Online is included.

The catch: this is the lightest feature set here. QuickBooks Desktop costs an extra $50/mo, there is no job costing, no inventory and no project accounting, and the Kickback scheme — 5% off for processing a minimum monthly payment volume — is a discount, not a feature. If your work is mostly full re-roofs rather than repairs, this is the wrong end of the market.

8. Workiz — best when the phone decides who wins the job

Request pricing. Workiz is built for trades where the phone is the funnel: native call tracking, call recording and AI call answering tied to the customer record, plus dispatch, two-way SMS and payments.

Why it fits roofing: storm season. When a hail event lands, the contractor who answers the first fifty calls and books them in order takes the work, and tying every inbound call to a customer record and a booked inspection is worth more than any scheduling nuance.

The catch: Workiz no longer publishes plan prices. Third-party pricing trackers report paid tiers in roughly the $200-$325 per month range with extra users around $55-$65/mo, and one 2026 compilation puts entry at about $187/mo. All of those are third-party estimates from myquoteiq.com/compare/workiz, not vendor figures, and we could not confirm any of them with Workiz.

9. FieldPulse — best for mixed field-and-office seats

Request pricing on the main page; $99 per user in the vendor’s own pricing tool (checked 11 September 2026). FieldPulse sells two kinds of seat: full-access seats for office and admin staff, and cheaper field-only seats for crew members who only need the mobile app. Three packages — Essentials, Professional and Enterprise. The Engage phone system is sold separately, per line.

Why it fits roofing: a roofing office is usually one estimator, one bookkeeper and several crews who never touch the back office. Paying a full-access rate for a roofer who only needs the app is the waste this pricing model exists to avoid.

The catch: no plan price on the main page (the vendor’s own pricing tool does publish the platform rate, $99 per user, checked 11 September 2026), and the three packages carry near-identical feature lists on the pricing page. Ask for the full-access and field-only rates separately, and for the per-line phone cost, before you compare it with Jobber or Housecall Pro.

What roofing software for a small business actually has to do

Feature lists are easy to compare and rarely decisive. These five decide whether software survives in a roofing business:

Multi-day scheduling. A re-roof holds one address for three days with a crew, a dumpster and a delivery on it. The board has to keep that job open, park the same people on it each morning, and not lose the repair calls queued behind it. Jobber, Housecall Pro and Simpro all handle basic dispatch; Simpro is the one that names contractor scheduling in its base plan, which matters the moment a subcontractor crew is on your project.

Job costing on a big ticket. On a one-day repair, job costing barely moves the needle. On a five-figure replacement — material, disposal, labour and a change order for rotten decking — it is the difference between knowing your margin and guessing at it. Jobber Grow, Service Fusion Pro and ServiceTitan all name job costing; on Jobber it is the strongest reason to start at Grow rather than Connect.

Materials and purchase orders. Simpro names inventory and purchasing in its base plan, and Service Fusion puts inventory on Pro. Outside those two, expect to keep material orders in a supplier portal or on paper: none of the cheaper plans tracks a pallet of shingles from order to roof.

Insurance claims. Be blunt about this one: none of the nine platforms on this list handles insurance-claim paperwork as a workflow. There is no claim record, no adjuster report and no scope-to-estimate reconciliation. Claim documentation lives as PDFs attached to a job, or outside the software. If claims are most of your revenue, buy a roofing-specific claims tool and do not expect one of these to replace it.

Roof measurement from aerial imagery. Also not here. Aerial measurement and measurement-to-estimate workflows are what the roofing-specific tools — Roofr and AccuLynx are the two most often named — were built around. Neither is part of this comparison, and we quote no price for either: we have no verified vendor figure, so treat any number you see quoted elsewhere as a third-party estimate until you read it on the vendor’s own pricing page.

What roofing software costs by crew size

Based on published list prices only, before payment processing and add-ons:

Owner-operator. Jobber Core at $29/mo annual for one user, or ServiceM8’s free plan if you stay under 30 jobs a month. If job costing has to be there from day one, Jobber Grow is $149/mo annual for one user — a steep jump for a single feature.

Two to five crew members. Jobber Connect at $149/mo annual covers five users; Housecall Pro Essentials is the same $149/mo for five, so choose on proposals and QuickBooks version rather than cost. Kickserv Start at $60/mo is the budget route, and Simpro means a quote.

Six to ten crew members. Jobber Grow at $299/mo annual covers ten; Housecall Pro MAX is $299/mo annual for eight with extra seats at $75/mo. ServiceM8 Growing at $79/mo wins outright if the work is mostly repair and volume stays under 150 jobs a month.

Eleven to twenty crew members. Service Fusion Starter at $208/mo annual with unlimited users, or Simpro if inventory and multi-company reporting matter. This is also where ServiceTitan starts to make sense — and where you should get two competing quotes before assuming it does not.

How this list was built

Every price on this page was read from the vendor’s own pricing page on 10 September 2026. Where a vendor publishes no price, we say so and never substitute a figure. Where a range comes from a third-party compilation of user reports, it is labelled as an estimate and the source is named next to it.

We have not used these products on customer jobs and we do not claim to have. We read the vendors’ documentation, apply their published arithmetic to realistic crew sizes, and flag where the advertised number and the invoice diverge.

Comparing two front-runners head to head? Our Jobber vs Housecall Pro comparison runs the same crew sizes through both, the By Trade hub collects the equivalent breakdown for plumbing, electrical and the rest, and the field service software pillar covers what changes when you buy a general platform instead of a trade-specific one. Roofing estimates are large enough that the enterprise question is a real one, and we run ServiceTitan against the mid-market option in our Housecall Pro vs ServiceTitan comparison.