A buy-sell agreement settles one question before it becomes urgent: what happens to a partner's share of the business when that partner dies, becomes disabled, gets divorced, goes bankrupt, or simply leaves, and for how much. Every one of those events eventually happens to a two- or three-owner business; a buy-sell agreement is what turns the event into a transaction with a known price rather than a negotiation between a grieving family and the surviving owners, or a solvent business and a bankruptcy trustee who now has a vote in it.

Three choices decide most of what the agreement looks like: who buys (the company itself, the other owners personally, or some mix of both), what it is worth (a formula, an appraiser, or a number the owners update by hand), and who pays for it in advance (life and disability insurance, mostly). A 2024 Supreme Court decision, Connelly v. United States, changed the arithmetic on the first and third of those for a buy-sell funded by company-owned life insurance, in a way every owner relying on one should understand before the next premium is paid.

What triggers a buyout, and why to write more triggers than death

Death is the trigger every buy-sell agreement has. The ones worth having also cover disability (defined in days, with a physician or an agreed process to certify it, not left to argument), voluntary withdrawal, and the involuntary events that put an owner's share at risk without the owner dying or quitting: divorce, bankruptcy, and a judgment creditor's charging order against the interest. Without a clause for the involuntary events, a judgment creditor or a spouse's divorce attorney can end up with an economic claim on the business, and the other owners find out the hard way that a charging order is a real, if limited, right under state law (the Uniform Partnership Act (1997) gives a judgment creditor of a partner the right to a charging order on that partner's transferable interest, section 504; most LLC acts give the same right against a member's interest). A right of first refusal for the company and the other owners, exercisable before any such transfer completes, is the fix, and it belongs in the same document as the death and disability triggers rather than a separate one.

Cross-purchase, entity redemption, or both

Under a cross-purchase agreement, the surviving owners personally buy the departing owner's share, usually funded by a life insurance policy each owner personally owns on each other owner. Under an entity-redemption agreement, the company itself buys the share back and cancels it, usually funded by a policy the company owns on each owner. A hybrid or wait-and-see agreement gives the company the first option to redeem, with the other owners obligated to buy whatever the company does not.

The practical difference shows up in two places: how many insurance policies the structure needs, and what happens to each surviving owner's tax basis.

How many life insurance policies each structure needs

A cross-purchase agreement needs one policy for every ordered pair of owners (each owner insures each other owner); an entity-redemption agreement needs one policy per owner, owned by the company. The gap widens fast as owners are added.

2 owners: cross-purchase policies needed2 (one on each owner)
2 owners: entity-redemption policies needed2 (same count; no advantage either way)
3 owners: cross-purchase policies needed6 (each of 3 owners insures the other 2)
3 owners: entity-redemption policies needed3
4 owners: cross-purchase policies needed12
4 owners: entity-redemption policies needed4
5 owners: cross-purchase policies needed20
5 owners: entity-redemption policies needed5

For two owners, the choice between structures is really a choice about taxation and basis, covered below, since the policy count is identical either way. From three owners on, a pure cross-purchase gets unwieldy fast (a six- or seven-owner firm would need 30 or 42 policies), which is why most larger partner groups use entity redemption, a trusteed cross-purchase that holds all the policies in one trust, or a hybrid.

The basis difference matters most on a later sale. An owner who personally buys a departing partner's share under a cross-purchase gets a stepped-up basis in what was bought, equal to the price paid; that lowers any future taxable gain on a later sale of the business. An owner whose company redeems a departing partner's share under an entity structure gets no such step-up personally, since that owner did not buy anything. For a partnership or an LLC taxed as a partnership, section 754 of the Internal Revenue Code narrows that gap somewhat: the partnership may elect to adjust the basis of its own assets when it buys out a departing partner, under section 743(b) for a sale or section 734(b) for a liquidating distribution, something a corporation redeeming its own stock cannot do for its shareholders. It is a partial, not a complete, answer, and the election itself is worth raising with a tax adviser before, not after, a buyout happens.

Cross-purchase vs entity redemption

Cross-purchase Entity redemption
Who buys The other owners, personally The company
Who owns the insurance Each owner, on each other owner The company, one policy per owner
Policy count at 3+ owners Grows by the square of the owner count Grows by one per owner
Buyer's basis step-up Yes, equal to the price paid No, directly; a section 754 election can adjust the partnership's own asset basis instead
Insurance proceeds counted in the company's value (Connelly) Kept out of the company; does not apply Can be, raising the value used for the departed owner's estate tax
Simplicity for 2 owners Simple Simple; equivalent policy count

What Connelly changed, and what it did not

Crown's promise to redeem Michael's shares at fair market value did not reduce the value of those shares.

What the Connelly logic does to an estate tax bill (hypothetical)

Say two partners each own half of a business worth $4 million before insurance, and an entity-redemption agreement is funded by a $2 million policy the business owns on each partner. One partner dies; the business receives $2 million and uses all of it to redeem the half interest.

Business value before the death, other assets only$4,000,000
Insurance proceeds received on the death$2,000,000
Business value for estate tax purposes, under Connelly's logic$6,000,000 ($4,000,000 + $2,000,000)
Deceased partner's 50% share, valued for estate tax$3,000,000
Cash actually paid to the deceased partner's estate (the redemption price)$2,000,000

The estate is taxed on $3,000,000 of value while receiving $2,000,000 in cash for the interest, a gap of $1,000,000 that exists only because the redemption obligation was not treated as reducing the company's value. A cross-purchase funded the same way (the surviving partner personally owns and pays for the policy, and personally pays the estate) keeps the $2,000,000 out of the business entirely, so this gap does not arise.

What Connelly settled is narrow: it was a C corporation's stock, valued for federal estate tax under sections 2031 and 2033 of the Internal Revenue Code, with a redemption funded by company-owned insurance. The opinion does not purport to decide how a partnership interest or an LLC membership interest, bought out under a partnership's own tax rules (sections 736, 741 and 751), should be valued when the buyout is funded the same way. The valuation logic, that an entity's promise to redeem does not by itself reduce the entity's value, reads as though it would extend to a partnership or an LLC taxed as one, and estate planners have treated it that way since 2024, but no reported decision has applied Connelly to a partnership interest directly as of 2026. Until one does, a partnership or LLC that wants certainty, not a reasonable analogy, has the same choice Crown had before its own case: fund an entity redemption and accept the risk Connelly describes, or structure around it with a cross-purchase or a trusteed version of one.

Sample clauses

Triggering events and valuation
This buy-sell agreement is triggered by: (a) the death of an Owner; (b) the permanent disability of an Owner, defined as the inability to perform the essential duties of the Owner's role in the business for [NUMBER] consecutive days, as certified by a physician selected under Section [X]; (c) an Owner's voluntary withdrawal on [NUMBER] days' written notice; (d) an Owner's divorce, bankruptcy, or the entry of a judgment or charging order against an Owner's interest; or (e) the unanimous written agreement of the Owners to trigger a buyout. On a triggering event, the departing Owner's interest shall be valued at [FORMULA, OR THE FIGURE A NAMED APPRAISER CERTIFIES WITHIN [NUMBER] DAYS], as of the last day of the month preceding the triggering event.

A buy-sell agreement with no valuation method leaves the price for the IRS, or a court, to decide after the fact, often at the worst possible time. A formula, or a named appraisal process, fixed now, is cheaper than a dispute later.

Funding with life insurance
Each Owner's interest is insured for buyout purposes under a life insurance policy with a death benefit of at least $[AMOUNT], owned by [the Company, under an entity-redemption structure, OR each of the other Owners, under a cross-purchase structure]. On the death of an insured Owner, the proceeds of that Owner's policy shall be applied first to the purchase price set under Section [X], with any shortfall paid under the promissory note terms in Section [X] and any excess retained by the policy owner. If an Owner's interest is bought out for a reason other than death, the policy insuring that Owner shall be [transferred to the departing Owner at its cash surrender value / cancelled / reassigned among the remaining Owners], as the Owners elect in writing within [NUMBER] days.

Name the structure deliberately, with the Connelly consequence in mind for entity redemption. For two owners the policy count is identical either way; from three owners on, entity redemption needs one policy per owner where cross-purchase needs one for every pair.

A template you can start from

Download the template as a text file: triggers, valuation options, both funding structures, the payment and promissory note terms, and the tax election language, in order. It is general information built from the structure these agreements commonly take, not a document to sign without a lawyer and a tax adviser, both licensed in the owners' state, reading the finished version first, especially the choice between entity redemption and cross-purchase in light of Connelly.