Landscaping companies that track their pipeline
grow faster than those flying blind.

Maintenance contracts, installation projects, and seasonal one-time jobs all in the same inbox. Most landscaping CRMs can't tell which is which. We build pipelines that treat each job type the right way.

Maintenance Contract RenewalsInstallation Project PipelinesSeasonal Campaign AutomationCrew Scheduling Visibility
The real problem

Landscaping revenue is seasonal.
Your CRM should work harder in the off-season.

Spring brings more leads than your team can handle. Winter brings silence. The companies that grow are the ones whose CRM is re-engaging existing maintenance customers in January, sending spring cleanup offers in February, and starting the season with a full pipeline instead of scrambling for leads in March.

The other problem is job type confusion. A one-time mulch job and a $40k landscape installation need completely different sales processes. Without separate pipelines, estimates go out and the big jobs never get the follow-up they need to close.

What we hear from landscaping companies owners
No off-season outreach strategy
Existing maintenance customers get no contact in winter and call competitors for spring service
Installation jobs and maintenance mixed together
Big project estimates lost in the same queue as routine service requests
Seasonal estimates not followed up
Spring rush means estimates go out and follow-up stops when the crew is slammed
Maintenance renewals slipping
Annual contracts lapsing without automated reminders because the system doesn't track them
No crew job visibility
Crew scheduling done by text and phone with no connection to the CRM or job records

Your landscaping business should be booking spring maintenance contracts
in January. Your CRM should be doing the outreach while you're off the clock.

We build off-season re-engagement campaigns, maintenance contract renewal automation, and installation project pipelines that keep your revenue consistent year-round.

What Pear fixes

What we build for
landscaping companies.

Landscaping CRM needs to account for seasonality, job type diversity, and crew coordination. We build systems that handle all three.

Year-Round Revenue
Off-Season Reactivation Campaigns

Automated winter campaigns that go to your full maintenance customer list with spring cleanup offers, contract renewal incentives, and priority scheduling for returning customers.

Learn more →
Project Sales
Installation Project Pipeline

Separate pipeline for big installation jobs with estimate stages, follow-up sequences, design approval steps, and contract milestones. Big jobs get the attention they need to close.

Learn more →
Contract Retention
Maintenance Agreement Renewals

Automated renewal reminders before agreements expire, lapsed customer win-back sequences, and upsell triggers for customers on basic contracts who are ready for more.

Learn more →
How we work for landscaping

Spring books in February.
If you're not ready by then, you're already behind.

Landscaping has a brutally short selling window. The customers who book spring maintenance in February don't shop around in March. Your CRM should be running outreach campaigns in the off-season. While your competitors are waiting for the phones to ring.

01Step 01

Seasonal revenue audit

We map which customers have recurring contracts, which are seasonal-only, and where the spring booking rush creates chaos. We show you the off-season outreach gap that's costing you first-call advantage.

02Step 02

Build for year-round booking

Spring campaigns that fire in January and February, contract renewal reminders in the off-season, upsell sequences for existing customers, and separate pipelines for commercial and residential jobs all go in.

03Step 03

Full calendars before spring hits

Maintenance contracts renew before your customers think to shop competitors. New service bookings come in weeks earlier. Off-season becomes your selling season instead of your slow season.

40%
more spring contracts

Landscaping companies that send renewal and new-service offers in January and February book 40% more spring maintenance contracts than companies that wait until the ground thaws.

Before and after

What landscaping operations look like
before and after Pear.

Maintenance routes, seasonal bookings, and renewals. All running automatically.

Without Pear
Maintenance contract renewals chased manually every season
Off-season outreach never happens because the team is busy
New service estimates sent without any follow-up sequence
Route completion not tracked in the CRM
Upsell opportunities lost between seasonal transitions
No visibility into recurring vs. one-time revenue
With Pear
Automated renewal sequences starting 45 days before contract end
Off-season campaigns scheduled months in advance and sent automatically
14-day automated estimate follow-up on every proposal
Crew completion logged from the field via mobile
Seasonal upsell sequences triggered at the right time
Live dashboard separating route revenue from project revenue
FAQ

Questions from
landscaping companies owners.

Do you work with Jobber or other landscaping platforms?
Yes. Jobber is one of our most common platforms for landscaping. We also work inside GoHighLevel and HubSpot for companies that use those for their sales pipeline alongside a field service tool.
How do you separate maintenance and installation in the CRM?
We build two distinct pipelines with separate intake points, stages, and follow-up sequences. Routine maintenance goes to operations. Installation inquiries go into a sales pipeline with estimate stages, follow-up automations, and project milestones.
What does an off-season campaign look like?
We set up automated email and SMS sequences that go to your full maintenance customer list starting in January. Spring cleanup offers, early renewal discounts, and priority scheduling for returning customers. By the time March hits, most of your route is already committed.
Can you integrate with our scheduling software?
Yes. We connect your CRM to scheduling tools so job records, crew assignments, and customer communication history are all in the same place. No more context switching between systems.
How long does setup take for a landscaping company?
Most landscaping CRM builds are complete in 3 to 5 weeks. If you have a season starting, we can prioritize the highest-impact pieces first - typically renewal automation and the installation pipeline.
★★★★★

"The off-season campaign brought in more spring bookings than we had ever started a season with. We came into March 70 percent committed on our maintenance route."

Client — Partner With Pear Client

Start next season with a full pipeline instead of scrambling for leads.

Book a free assessment. We'll show you exactly how much revenue you're leaving on the table in the off-season and what it would take to capture it.

Book a Free CRM Assessment