What is the cheapest Jobber plan for a roofing crew?

Core is the cheapest plan, listed at $29/mo for 1 user when billed annually, $39/mo on a 1-year commitment, or $49/mo with no commitment. It covers scheduling, quoting, invoicing and online payments but not automated reminders or QuickBooks sync, which start on Connect. Over a full year, billing annually on Core works out to $348/year, versus $588/year on the no-commitment option — a $240/year gap for the exact same feature set, just a different payment schedule.

Does Jobber charge per user?

Yes. Each plan bundles a set number of users (1, 5, 10 or 15 depending on plan and tier), and additional users cost $29/mo each on top of the base plan price, per Jobber's pricing page. Because the per-seat add-on fee is flat across every tier, adding a fourth or fifth teammate to a small crew costs the same $29/mo whether that crew is on Core, Connect, Grow or Plus — the difference in total bill comes entirely from which base tier the crew starts on.

Is there a free trial for Jobber's roofing CRM plans?

Jobber's pricing page offers a free trial and a plan-picker wizard that recommends Core (from $29/mo annual) for a solo contractor and Connect (from $99/mo annual) for a 2-5 person crew, based on team size answers. The wizard asks about crew size and current tools before recommending a tier, so the suggested plan can shift if a contractor answers differently about how many people will log in day to day.

How much does a 5-person roofing crew pay on Jobber's Connect plan?

Connect for 5 users is listed at $199/mo with no commitment, $169/mo on a 1-year commitment, or $149/mo billed annually, according to Jobber's pricing page. Annualized, that's $2,388/year with no commitment versus $1,788/year billed annually — a $600/year difference for identical features, which is worth weighing against how confident the crew is in staying on the platform for a full year.

What does Jobber's Enterprise-tier Plus plan cost?

Plus starts at 5 users for $499/mo with no commitment, $439/mo on a 1-year commitment, or $399/mo billed annually. Jobber does not publish a fixed price above 15 users; larger teams are told to contact sales. At the top published tier — 15 users on Plus — annual billing runs $6,348/year against $8,388/year with no commitment, a $2,040/year gap, which is the largest dollar swing between billing options anywhere in Jobber's published pricing.

Best CRM for Roofing Contractors: Published Pricing

Jobber is the only roofing CRM with pricing fully verified on 2026-08-15. Its Core plan starts at $29/mo for one user (billed annually), rising through Connect, Grow and Plus tiers to $529/mo billed annually for 15 users, with extra seats at $29/mo each. No other vendor’s live pricing page was captured for this article, so this is a single-vendor pricing record, not a market comparison.

Key points

Jobber’s cheapest tier, Core, is $29/mo billed annually for 1 user, $39/mo on a 1-year commitment, or $49/mo with no commitment.
Every plan bundles a fixed number of users; extra users cost $29/mo each regardless of tier.
A 5-user Connect plan runs $149/mo billed annually, $169/mo on a 1-year commitment, or $199/mo with no commitment.
Plus, Jobber’s top published tier, starts at 5 users for $399/mo billed annually and tops out at $529/mo for 15 users.
Above 15 users, Jobber does not publish a price; contractors are directed to contact sales.

Workers installing a synthetic slate roof on a brick house in Fort Worth, Texas.

What does Jobber cost per plan?

Jobber publishes four named tiers (Core, Connect, Grow, Plus) plus an unpriced Enterprise tier, each shown with three billing options: no commitment, a 1-year commitment, and billed annually. The table below uses figures from Jobber’s pricing page as scraped on 2026-08-15.

Plan	Users included	No commitment	1-year commitment	Billed annually
Core	1	$49/mo	$39/mo	$29/mo
Connect	1	$139/mo	$119/mo	$99/mo
Connect	5	$199/mo	$169/mo	$149/mo
Connect	10	$299/mo	$259/mo	$229/mo
Connect	15	$399/mo	$339/mo	$299/mo
Grow	1	$199/mo	$169/mo	$149/mo
Grow	5	$299/mo	$259/mo	$229/mo
Grow	10	$399/mo	$349/mo	$299/mo
Grow	15	$499/mo	$429/mo	$399/mo
Plus	5	$499/mo	$439/mo	$399/mo
Plus	10	$599/mo	$499/mo	$449/mo
Plus	15	$699/mo	$599/mo	$529/mo
Enterprise	Custom	Contact Sales	Contact Sales	Contact Sales

Core is capped at 1 included user on the pricing page; extra seats are added at $29/mo each on top of the base price for every tier.

What does each tier actually include?

Core covers online booking and scheduling, quoting, invoicing with online payments, a client-facing website, built-in reporting, and access to Jobber’s 100+ app marketplace, per the pricing page.

Connect adds automated client reminders, automatic payment collection, job checklists, automated quote and invoice follow-ups, QuickBooks Online sync, and time and expense tracking on top of everything in Core.

Grow adds rich-visual quotes with reviews, upsell line items, automatic time tracking, job costing, two-way SMS, and custom workflow automations on top of Connect.

Plus adds centralized job files and media, teammate tagging in job notes, automated job costing and profitability tracking, a sales pipeline, a marketing suite, an AI-powered receptionist feature, dedicated onboarding, and premium support on top of Grow.

What does a solo roofer pay versus an 8-person crew?

Working through the arithmetic on Core (base $29/mo annual for 1 user, plus $29/mo per extra user, per Jobber’s pricing page):

Roofer in a cherry picker conducting maintenance on a red brick building with a tiled roof.

1 user: $29/mo
3 users: $29 + (2 × $29) = $87/mo
5 users: $29 + (4 × $29) = $145/mo
8 users: $29 + (7 × $29) = $232/mo

Compare that against Connect’s bundled pricing at the same billing option (annual): 5 users is $149/mo flat, only $4/mo more than stacking Core add-ons to $145/mo, but Connect includes automated reminders, QuickBooks sync and payment automation that Core lacks. At 5 users, the practical break-even point favours Connect once those features matter, since the price gap is small.

Running the same stacking exercise on Connect’s base (1 user at $99/mo annual, plus $29/mo per extra user):

1 user: $99/mo
3 users: $99 + (2 × $29) = $157/mo
5 users: $99 + (4 × $29) = $215/mo — above Connect’s bundled 5-user price of $149/mo, confirming the bundled tier is cheaper once a crew hits 5 people
8 users: Jobber’s bundled tiers stop at 15 users on the pricing page; an 8-user crew falls between the 5-user ($149/mo annual) and 10-user ($229/mo annual) bundles, so the per-seat cost for the 3 extra users beyond 5 is ($229 − $149) ÷ 5 = $16/mo per seat in that band

The same stacking math applies to Grow, which starts higher than Connect but adds job costing and two-way SMS. Using Grow’s annual base of $149/mo for 1 user plus $29/mo per extra user:

1 user: $149/mo
3 users: $149 + (2 × $29) = $207/mo
5 users (stacked): $149 + (4 × $29) = $265/mo, versus Grow’s bundled 5-user price of $229/mo — the bundle saves $36/mo once a crew reaches 5 people, a wider gap than the $4/mo seen on Connect
8 users: falls between Grow’s 5-user ($229/mo annual) and 10-user ($299/mo annual) bundles, so the per-seat cost for the 3 extra users beyond 5 is ($299 − $229) ÷ 5 = $14/mo per seat in that band, cheaper per seat than the equivalent Connect band

How much does committing to annual billing save over a year?

Multiplying each tier’s monthly price by 12 turns the three billing options into a single annual figure, which makes the size of the commitment discount easier to see:

Core, 1 user: $348/year billed annually vs $468/year on a 1-year commitment vs $588/year with no commitment — a $240/year spread across the same 1 seat.
Connect, 5 users: $1,788/year billed annually vs $2,028/year on a 1-year commitment vs $2,388/year with no commitment — a $600/year spread.
Grow, 5 users: $2,748/year billed annually vs $3,108/year on a 1-year commitment vs $3,588/year with no commitment — a $840/year spread.
Plus, 15 users: $6,348/year billed annually vs $7,188/year on a 1-year commitment vs $8,388/year with no commitment — a $2,040/year spread, the largest of any published tier.

The pattern holds across every tier: billing annually is consistently cheaper than the 1-year commitment option, which is itself cheaper than paying month to month with no commitment. The dollar size of that gap grows with both the tier level and the number of users, so the financial incentive to commit upfront is strongest for larger crews on higher tiers.

Who is Core, Connect, Grow or Plus built for?

Jobber’s own positioning, taken from the pricing page: Core is “for the pro who wants to build and grow their business on one easy-to-use platform.” Connect is “for pros who want to automate tasks and turn repeat work into more 5-star visits.” Grow is “for contractors who want to win bigger jobs and grow more profitably.” Plus is “for teams who want to scale complex operations with greater control across jobs, crews, and revenue.” Enterprise-level pricing above 15 users is not published and requires contacting sales.

What could not be verified

Only Jobber’s pricing page was scraped and confirmed for this article on 2026-08-15. No other roofing CRM vendor’s pricing was captured in this pull, so this article does not compare Jobber against alternatives, and no other vendor names, prices or plan limits should be inferred from it. Treat this as a single-vendor pricing record until additional vendor pages are verified.

Roofer using nail gun for shingle installation on residential roof.

What to check before buying

Confirm which billing mode you’re quoted, since Jobber’s no-commitment, 1-year-commitment and billed-annually prices differ by as much as $70/mo per tier on the Plus plan. Confirm how many users are actually bundled in the tier you’re shown, since the $29/mo per-extra-user fee compounds quickly on larger crews. Confirm which automation and payment features are gated to Connect or Grow specifically, since Core does not include automated reminders, payment automation or QuickBooks sync. Before committing budget, also check current IRS guidance on deducting business software subscriptions as an operating expense, since treatment can affect the real after-tax cost of a monthly CRM plan.

Also worth confirming before signing up: whether the free trial requires a credit card upfront, how many days the trial window runs, and what happens to entered job and client data if the crew decides not to continue past the trial. None of those mechanics are published on the pricing page itself, so a contractor comparing tiers should ask directly during signup or trial onboarding rather than assume terms match a competitor’s trial policy. Because the per-seat fee is identical across every paid tier, the more consequential decision for most roofing crews is not which tier to start on but which billing option to commit to, since that choice — not the tier choice — produces the largest swings in total annual cost shown above.