What Are the Hidden Insurance Gaps in Outsourced Work?

Get the right coverage for your business in just a few quick and easy steps. Secure your rate today!

Secure. No Spam. No Fees.

Why You Can Trust MyChoice

MyChoice serves as an independent intermediary between you, financial institutions and licensed professionals without any additional charge to our users. In the interest of transparency, we disclose that we partner with some of the providers we write about – we also list many financial services without any financial gain. MyChoice does not operate a financial institution or brokerage and to ensure accuracy, our content is reviewed by licensed professionals. Our unique position means that we hold no recurring stake in your policy, ensuring our mission to help Canadians make better financial decisions is free of bias or discrimination. 

Updated on October 24, 2025

2 minute read

With businesses in Canada increasingly relying on outsourced service providers, insurance gaps can quietly creep in. Let’s walk through what to watch out for, why outsourcing raises unique risks, and how to get properly covered.

Outsourcing and Insurance At a Glance

  • According to a 2025 StatCan report, 52.2% of Canadian businesses say they’ve outsourced tasks, projects, or short-term contracts within the past year.
  • Canada’s business process outsourcing market is forecasted to grow at a CAGR of around 8.1 % between 2024 to 2030.
  • Outsourcing in Canada is being driven by cost savings and access to specialized expertise, and the flexibility to scale operations through external providers.

Why Outsourcing Has Become a Hidden Insurance Challenge

As Canadian businesses shift more non-core tasks like administration and logistics to external providers, the question of who bears the risk becomes fuzzier. Traditional business insurance policies were built around direct employees and known operations. When you introduce third parties, the risk landscape changes in ways that your insurer may not have anticipated.

For example, if you contract a third party to handle customer data and they suffer a breach, your standard liability policy might not clearly cover that scenario. Outsourcing opens doors to new business efficiencies, but also to insurance gaps that many Canadian businesses overlook.

The Hidden Insurance Risks of Outsourcing

The 5 Most Common Insurance Gaps in Outsourced Work

GapWhat HappensReal-world
Example
How to Close It
Unverified
Contractor
Liability
Coverage
You hire a contractor
assuming they carry
professional/general
liability insurance, but
they don’t, or their
coverage is very
limited.
A contractor does
installation work,
causes damage, and
your business gets
sued, but the
contractor carries
insufficient insurance.
Require proof of
insurance that names
your business
as additional insured.
No Coverage for
Subcontractors
The contractor you hire
uses subcontractors,
but the insurance only
covers the primary
contractor, not
the subs.
Your vendor hires a
subcontractor to do
finishing work; that
sub causes a defect,
but only the primary
vendor’s limited
insurance applies.
Have all your contracts
require all subs to carry
insurance, or state that
the main contractor’s
insurance specifically
covers subcontractors.
Professional
Errors Without
Indemnity
Outsourced work
involving professional
services lacks Errors &
Omissions (E&O) or
professional liability
cover.
A designer hired
overseas produces
faulty specs; you
suffer a loss, but the
designer’s standard
general liability
doesn’t cover design
errors or professional
negligence.
Ask for professional
liability / E&O insurance
from those doing
professional/technical
work; make you’re
named in it if needed.
Data Breach
from Outsourced
Service Providers
A third-party vendor
suffers a data breach,
and your business is
exposed for regulatory
penalties, client claims
or remediation costs,
yet the vendor’s
insurance may not
cover it or you may
not be included.
You outsource
customer support to
a call centre abroad;
their system is hacked,
and you face notices
and possible regulatory
fines under Canadian
privacy laws.
Confirm the vendor has
cyber liability/data
breach insurance;
contractually require
coverage for related
losses and ensure
your policy considers
outsourced providers.
Misclassification
of Workers
If a regulatory body
later deems your
contractors should
have been employees,
your business can face
liabilities for
employment, benefit
and workers’
compensation gaps.
You engage a long
term contractor who is
later deemed an
employee; you were
relying on them being
independent and didn’t
carry employee liability
cover.
Check classification
rules provincially to
treat long-term
independent contractors
correctly.

Why Traditional Business Insurance May Not Be Enough

Many standard commercial general liability (CGL) policies assume you’re covering your direct employees, your listed operations and your in-house premises. This means that they may exclude liability tied to subcontractors, independent contractors, outsourced operations, cross-border exposures, or specific professional errors.

Note as well that your policy might only apply if you have control over the work environment, which you often don’t with fully outsourced work. In sum? Just because you’re insured doesn’t always mean all the risk from outsourced work is automatically covered.

How to Insure Outsourced and Contracted Work Properly

Ensuring outsourced and contracted work is properly managed involves knowing what to ask for and building risk management into every outsourcing relationship. Here’s how you can close those gaps and keep coverage airtight:

  • Check vendor’s insurance: Ask for certificates of insurance and verify policy limits and expiration dates.
  • Adapt your policy: Talk with your insurer about extending your policy to cover outsourced work.
  • Clarify worker classification: Worker classification rules vary by province. Make sure independent contractors are truly independent to avoid coverage and legal issues.
  • Consider cyber and professional liability cover: If you outsource digital, creative, or advisory work, these policies are essential to protect against costly mistakes or cyber risks like data incidents.

Key Advice from MyChoice

  • Make sure your insurer knows about all outsourced work you do. Some policies require you to disclose vendor arrangements so the underwriter can assess the risk.
  • Review your insurance and contracts regularly to keep everything aligned with your current operations.
  • Treat third parties as part of your operational ecosystem. Understand how and where they handle your data, who their subcontractors are, and what jurisdictions apply to their work.

Congratulations! You made it to the end!

Now, here is the easy part: complete your quote in under 2 minutes

Discover More About

October 17, 2025
Learn how commercial blanket coverage in Canada works, its benefits, types, and why more businesses use it to simplify insurance and reduce coverage gaps.
September 24, 2025
Cybercrime is on the rise in Canada. Discover today’s top cyber threats and how to protect your business with security measures like cyber insurance.
September 8, 2025
Small business grants can be a boon to expanding your company. Read on to learn more about Canada’s best small business grants.