Buy Sell Agreement: What is it and How it Works

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First published on January 25, 2024

4 minute read

✎ Updated By Vitalii Starov on September 24, 2026

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A buy-sell agreement can help a business plan for an owner’s death, disability, dispute or exit.

In this article, we talk about buy-sell agreements, agreements among business owners that establish in advance how one can leave a company if there’s a dispute, someone becomes disabled, or someone dies.

This article uses CRA’s capital-dividend folio, CRA’s guidance on insurance expenses, the federal life-insurance guide, and CBV Institute’s valuation guidance.

What Is a Buy-Sell Agreement and How Does It Work?

An insurance policy isn’t the same as an agreement to purchase shares or business interests, and that is where a buy-sell agreement comes in.

This agreement, whether a legal contract or a provision in a shareholder or partnership agreement, lays out what happens to a business owner’s shares in the event of certain occurrences. It also details whether buying out an owner is optional or required, who can or must purchase the owner’s business interest, how the purchase price will be determined, when funds are payable, and what happens if insurance and/or cash aren’t sufficient.

Unlike a buy-sell agreement, an insurance policy provides funds when certain criteria and events occur. Whereas a buy-sell agreement outlines what happens to business ownership, an insurance policy names a policy owner, an insured person and a policy beneficiary.

The Main Buy-Sell Structures

StructureShare buyerTypical insurance arrangementPlanning issue
Cross-purchaseRemaining owner or ownersEach owner may
own the policy
on the other
owner.
Policy count grows as
owners are added. The purchase changes the
buyers’ share cost.
Entity purchase or redemptionCorporationCorporations may own
policies. Corporations
may receive proceeds.
Each option needs
legal and tax
analysis. For a
redemption, consider
its tax treatment, the
capital dividend
account and the estate
tax result.
HybridCorporation or owners,
depending on the event
or election
Multiple methods can
be used in
combination. Ownership
and proceeds can be
coordinated across
those methods.
More flexibility means
more paperwork and
more complicated tax
issues.

Choosing a structure based on which has the fewest insurance policies, or one described as tax-free, is a recipe for disappointment. Each structure can lead to very different results depending on the chain of share ownership, corporate law, the tax position of shareholders, and many other factors. It also depends on the numbers: paid-up capital, share cost, capital dividend account balance, etc.

Triggering Events Need Their Own Definitions

TriggerClause to defineFunding question
DeathDefine proof of death,
closing time, estate
obligations and
simultaneous death.
Consider the policy
owner, beneficiary,
amount, and claims
process.
Long-term disabilityDefine occupation,
total or partial
disability, waiting
periods, recurrence
and medical evidence.
Decide if payout will
be a lump sum or
instalments and define
the triggering events.
Definitions may depend
on the disability
buyout insurance
policy.
Critical illnessDefine which diagnosis
or functional event
would trigger the
sale, if any.
Critical-illness
proceeds are not
always equal to the
value of the person’s
shares. Receipt of
proceeds may not mean
there will be a
mandatory buyout.
Retirement or
voluntary exit
Define notice,
permitted dates,
non-competes and buyer
options.
Funding may come from
savings, instalments,
financing or company
cash.
Marriage breakdown,
insolvency or creditor
action
Transfer restrictions,
family-law interaction
and forced-sale
process
Insurance coverage may
not respond to these
events.
Deadlock, misconduct
or termination
Define notice, cure,
valuation, permitted
discounts and dispute
provisions.
Funding usually comes
from cash, debt or a
third-party sale
rather than life
insurance.

Don’t assume disability insurance works the same way as life insurance. Disability buyout policies have their own definitions, waiting periods, benefit limits, and payment forms. Make sure the agreement uses terminology compatible with the disability insurance policy or provides a way to reconcile any differences.

Buyer, Seller and Insurance Beneficiary Are Not the Same Role

RoleWhat the agreement or policy must show
Selling owner or estateThe transaction will specify what equity,
shares or interest is being sold, who is
buying it and who is getting paid.
PurchaserIn some circumstances, the owner,
corporation or third party has the
right, or is required, to make a purchase.
Policy ownerSpecific contractual rights control
who has the right to control the
policy, who is responsible for paying
the premium, and who is allowed to change the policy.
Life insuredWhose death triggers
the policy benefit
Policy beneficiaryInsurance proceeds under a
policy are payable to the policy
beneficiary and may be different
from buyer or seller.
Capital-dividend recipientWhich shareholder may receive
a capital dividend where a private
corporation has properly made
a capital dividend election?

Using the term beneficiary for everyone obscures what’s happening.

In an entity purchase, the corporation may receive the insurance proceeds.

The corporation may buy the deceased owner’s shares from the estate.

The corporation may be the policy beneficiary.

How to Set and Update the Purchase Price

Purchase price can be a predetermined amount, a formula based on business performance, a third-party valuation by a qualified independent professional, such as a Chartered Business Valuator (CBV), or a combination of these methods.

Examples are provided for explanatory purposes and to illustrate potential shortfall of funding; they are not necessarily representative of appropriate valuation methodologies.

Illustrative factAt last reviewAt trigger
Total equity value$1,800,000$2,070,000 after
a 15% increase
Three equal one-third interests$600,000 each$690,000 each
Insurance on the affected owner$500,000$500,000
Funding shortfall before fees and tax$100,000$190,000

The agreement should specify how excess proceeds will be handled and how a shortfall, if one occurs, will be handled: paid at closing; covered by a secured promissory note from the buyer; financed through borrowing; the transaction reduced with the seller’s consent; or handled another way.

Funding Buy-Sell Agreements

Funding methodBest matched toMain limitation to plan for
Life insuranceDeath of an insured ownerUnderwriting,
premiums, ownership,
beneficiary, lapse
risk and changing
business value.
Disability buyout insuranceA defined long-term disabilityWaiting period,
definition, maximum
benefit and payment
schedule.
Critical-illness insuranceA covered diagnosis,
if included in the
agreement
A covered diagnosis
does not necessarily
mean the owner cannot
work or must leave the
business.
Cash reserveA permitted triggerAvailable funds may be
insufficient or needed
to run the business.
Bank loan or promissory noteFinanced closingApprovals, interest,
security, cash flow
and default.
Hybrid fundingInsurance, cash and debtThe agreement must set
the priority of
insurance proceeds,
cash and debt.

Read More: See How Corporate-Owned Life Insurance Works

Canadian Tax Limits That Need Professional Review

  • Receipt of life-insurance proceeds by a beneficiary is not like a tax-free sale of shares.
  • Proceeds of life insurance: Private companies are allowed to increase their capital dividend account (CDA) balance with the net proceeds of life insurance. CRA commonly considers net proceeds to be the death proceeds less the ACB (adjusted cost base) of the policy immediately before death, but other statutory adjustments may apply. Life-insurance proceeds may be paid as a capital dividend if the company has a CDA balance and makes a valid election. An election for more than the CDA balance has tax implications.
  • Insurance premiums: With few exceptions, insurance premiums are not deductible. One narrow exception allows a deduction for premiums only when a qualifying insurance policy has been required and assigned to a restricted financial institution, subject to restrictions, as security for a loan.
  • Borrowing and interest deductions: Borrowing to finance a buyout does not automatically make the interest deductible. Rules apply to allow or deny interest deductions based on use of the proceeds.

These and other rules can significantly affect the amount ultimately received by the estate, the corporation and/or the remaining owners after taxes. It is wise to have your buy-sell agreement reviewed by your business lawyer and CPA before you sign it and before you amend it.

Read More: Read the Canadian Guide to Life Insurance Tax Deductions

With over 7 years in the insurance industry, Matt focuses on home and life insurance, offering sharp analysis and insights on underwriting trends, coverage structures, and how market changes impact consumers.

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