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8 Most Common Landscaping Insurance Claims in Ontario and Canada

Chuck Bishop Mar 03, 2026 Claims and Loss Prevention

8 min read

Landscaping claims are rarely dramatic. They are usually routine mistakes that turn into expensive property damage, injury allegations, or equipment losses. The good news is that most of them are preventable if you know where they start.

This guide is for landscaping and lawn care companies in Ontario, including crews that do maintenance, softscaping, hardscaping, grading, fencing, interlock, snow removal, and seasonal cleanup. It is written to help you reduce claim frequency, protect margins, and buy insurance that matches how you actually operate.

Landscaping and Lawn Care Insurance
Commercial Insurance in Ontario

Who this applies to

This applies if you are:

  • A landscaping contractor with crews, trucks, trailers, and job sites
  • A lawn care business doing weekly maintenance and seasonal services
  • A design build landscape company doing interlock, retaining walls, grading, or drainage
  • A snow removal contractor in Ontario
  • A contractor working on commercial properties, condo sites, or municipal work where certificates are required

Quick definitions you can quote

Commercial General Liability: Insurance that covers third party injury and third party property damage claims that arise from your operations.

Completed Operations: Liability coverage for claims that show up after the job is finished, such as a retaining wall failure or drainage issue.

Tools and Equipment Coverage: Coverage for your equipment, tools, and attachments that can apply at the yard, on site, and sometimes in transit.

Commercial Auto Insurance: Coverage for business use vehicles, including trucks and vans used for crews, tools, and trailers.

Certificate of Insurance: A summary document that proves insurance is in place for a client or property manager. It does not change your policy.

Additional Insured: A common contract requirement where a client requests protection under your liability policy for claims tied to your work.

What is covered and not covered

Landscaper insurance is usually a mix of liability, auto, and equipment coverage. Claims outcomes depend on what you bought and how the loss happened.

Often covered, when set up properly

  • Injury claims by the public at a job site
  • Property damage caused by your crew, such as a sprinkler line hit
  • Auto accidents while driving between job sites
  • Theft of scheduled tools and equipment, subject to limits and conditions
  • Some damage caused by completed work, when completed operations is included

Common gaps

  • Damage to your own work that is purely faulty workmanship, without resulting damage
  • Contract penalties for missed deadlines
  • Wear and tear on equipment, maintenance issues, and gradual deterioration
  • Tools left in an unlocked vehicle overnight, depending on policy conditions
  • Snow and ice claims when the contract scope is unclear or documentation is weak

What Ontario Commercial Insurance Does Not Cover

The 8 most common landscaping claims

1. Striking underground utilities and services

This is one of the highest frequency property damage claims for landscapers.

Typical scenarios:

  • Hitting a sprinkler main during aeration or digging
  • Cutting low voltage landscape lighting
  • Damaging a gas line during fence post holes
  • Striking a fibre line during grading or drainage work

What drives cost:

  • Emergency response time
  • Multi unit properties where service disruption spreads
  • Restoration costs that exceed the repair itself

Risk controls that work:

  • Utility locates before any digging
  • Marking review at the start of each day
  • A rule that no one digs until locates are visible and verified

2. Vehicle and trailer accidents

Landscaping fleets drive constantly. Claims happen in parking lots, tight sites, and while towing.

Typical scenarios:

  • Backing into a parked car at a condo site
  • Trailer jackknifing or detaching
  • Damage to gates, curbs, or loading docks
  • Minor collisions that become injury claims

What underwriters ask:

  • Number of units, types of vehicles, and towing frequency
  • Driver experience, claims history, and MVR checks
  • Radius of operations and winter driving exposure

Risk controls that work:

  • Backing policy and spotter use at larger sites
  • Pre trip trailer checks and hitch lock rules
  • Dash cams and incident reporting within hours, not days

Commercial Auto and Fleet Insurance

3. Slip and fall at a property you service

This shows up most in snow removal, but it can also happen in summer.

Typical scenarios:

  • A tenant slips on wet steps after a washdown
  • A customer trips over hoses, cords, or uneven ground
  • A walkway is left with debris after cleanup

What drives cost:

  • Lack of documentation
  • Unclear scope between owner, manager, and contractor
  • Late incident reporting

Risk controls that work:

  • Time stamped service logs for snow and ice
  • Photos before and after service at high risk properties
  • Clear site maps that define what you service and what you do not

Preventing slip and fall claims

4. Property damage from grading, drainage, and water flow changes

These are painful claims because they show up later and can turn into disputes.

Typical scenarios:

  • Redirecting runoff toward a neighbour
  • Blocking a drain with soil or debris
  • Improper slope causing water pooling near a foundation
  • Downspout extensions installed incorrectly

What drives cost:

  • Long tail disputes and expert opinions
  • Remediation and rework across multiple trades
  • Claims that include interior water damage

Risk controls that work:

  • Site photos and as built notes for drainage changes
  • Clear scope on who is responsible for design versus install
  • Written sign off on any grade changes near structures

5. Damage from equipment operation

Skid steers, mini excavators, and attachments create high severity losses fast.

Typical scenarios:

  • Breaking a window or siding
  • Damaging concrete, asphalt, or curbs
  • Hitting a parked vehicle or building corner
  • Cracking a pool deck or retaining edge

What underwriters ask:

  • Type of equipment, storage, and operator training
  • Whether you rent equipment and how often
  • Any history of equipment related losses

Risk controls that work:

  • Operator competency sign off
  • Job site walkaround before machine use
  • Spotter use in tight sites and near buildings

6. Theft of tools, equipment, and trailers

Landscaping is a theft heavy class because tools are mobile and resale is easy.

Typical scenarios:

  • Trailer theft overnight from the yard
  • Stolen handheld tools from an unlocked truck
  • Equipment stolen from an unattended site during lunch

What drives cost:

  • Lack of serial number logs
  • Poor yard security and open access
  • Concentrated loss of multiple items at once

Risk controls that work:

  • Yard lighting, cameras, and locked gates
  • Trailer hitch locks and GPS tags on higher value units
  • Inventory logs with photos and serial numbers

7. Injury to workers or third parties from equipment and debris

Even if you handle workplace injury through WSIB, third party injury claims still occur.

Typical scenarios:

  • A rock is thrown by a mower and hits a person or window
  • A limb falls during pruning and injures a bystander
  • A customer is injured by a trip hazard on site

What drives cost:

  • Severity when there is eye injury or head injury
  • Poor incident documentation and witness statements
  • Delay in reporting to the insurer

Risk controls that work:

  • Mower debris guards and exclusion zones
  • Job site signage on public facing work
  • Immediate incident reporting with photos and written statements

8. Completed work failures and warranty disputes

These are the claims that show up months later and are often tied to hardscaping.

Typical scenarios:

  • Retaining wall movement
  • Interlock settling or drainage failures
  • Fence failure due to poor post depth or soil conditions
  • Sod failure due to irrigation or soil prep issues

What drives cost:

  • Disputes over scope, maintenance, and site conditions
  • Lack of written handover instructions
  • Poor subcontractor quality controls

Risk controls that work:

  • Written site conditions notes at start
  • Handover package with maintenance instructions
  • Subcontractor compliance and clear scopes

Cost drivers and underwriting questions landscapers should expect

If you are shopping landscaping insurance in Ontario, these factors usually drive pricing:

  • Your services mix, especially excavation, grading, retaining walls, and snow removal
  • Annual revenue and payroll, including use of subcontractors
  • Fleet size, vehicle types, towing frequency, and operating radius
  • Claims history, including small claims that show patterns
  • Equipment schedule and storage controls
  • Contract requirements like additional insured and waiver wording
  • Seasonal peaks and temporary labour practices

Insurers are not only pricing the next claim. They are pricing how you run the job when things go wrong.

How to reduce premium without reducing protection

Lower premiums usually come from lower claim frequency and cleaner risk presentation, not just shopping harder.

Practical steps that make a difference:

  • Tighten documentation for snow and ice, including time stamped logs and photos
  • Create a utility locate workflow and enforce it every time
  • Standardize driver onboarding and run MVR checks
  • Improve yard security and track serial numbers
  • Separate higher risk scopes into disciplined processes, like drainage and grading sign offs
  • Keep your equipment schedule current, including replacements and attachments
  • Review contracts before you sign, especially additional insured and hold harmless clauses

Mistakes that create coverage gaps

These are the gaps we see most often with landscapers:

  • Personal auto policies used for business vehicles and towing
  • Tools and equipment not scheduled, or limits far below replacement cost
  • Snow removal added casually without proper documentation controls
  • Subcontractors used with no certificate tracking or scope clarity
  • Inaccurate revenue and payroll that causes rating errors at renewal
  • Contracts signed with insurance requirements you cannot meet

A short checklist you can use internally

Landscaper insurance readiness checklist:

  • List your top services by revenue and risk
  • Confirm all vehicles and trailers are on a commercial auto policy
  • Update equipment values and storage locations
  • Implement utility locate rules for any digging
  • Set a photo and incident reporting standard for job sites
  • Track subcontractor certificates and expiry dates
  • Keep snow and ice logs if you offer winter services

FAQ

Do landscapers need commercial insurance in Ontario?

If you have job sites, employees, vehicles, or contracts, yes. Most commercial clients and property managers require proof of insurance before work starts.

Does liability insurance cover damage to my own work?

Not usually. Liability is designed for third party injury and third party property damage. Some completed work failures can trigger coverage when there is resulting damage, but it depends on the facts and the policy.

Do I need commercial auto insurance if I only do occasional jobs?

If the vehicle supports business activity beyond commuting, personal auto coverage may not respond the way you expect. Occasional business use is still business use.

What limits do commercial properties usually require?

Many commercial clients request higher limits than residential clients. The right amount depends on your contract requirements, building types, and service mix.

Do I need coverage for rented equipment?

If you rent skid steers, excavators, or specialty tools, you should confirm the rental agreement and make sure your insurance responds to physical damage and liability while the unit is in your care.

Is snow removal a separate risk class?

Yes. Slip and fall exposure, documentation, and contract scope become central. Pricing and underwriting often change when snow is included.

What is the fastest way to lower landscaping insurance premiums?

Reduce claim frequency, improve documentation, and present consistent data to underwriters. Clean operational controls often open more markets and stabilize renewals.

Request a quote from Boardwalk

If you want landscaping insurance that matches your actual work, we can quote it and flag the gaps that drive claims and premium spikes.

What we need from you

  • Your legal business name and Ontario operating cities
  • Your services list with revenue split, including snow removal if applicable
  • Annual revenue, payroll, and subcontractor spend
  • Vehicle list with VINs and driver list with dates of birth and licence years
  • Equipment list with replacement values and where it is stored overnight
  • Top three contract requirements you see most often
  • Five year claims history, including any open incidents

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