Donation-in-Kind + Buy-Sell Readiness

Donate securities in kind (tax avoided + full-gain CDA credit) and stress-test whether your buy-sell agreement is actually funded.

★ CHAPTER BRIEF

Two Appendix C disciplines. Giving: donate appreciated public securities in kind and the capital-gains inclusion rate drops to zero — full receipt, no tax, and for corporate gifts the entire untaxed gain credits the CDA. Protecting: a buy-sell agreement is only as good as its funding — eight trigger events, each needing a funded answer.

Selling securities to donate cash is the classic unforced error: it realizes the gain, pays the tax, and shrinks the gift. The in-kind route keeps the receipt identical and deletes the tax — and corporately, it manufactures CDA room in the process.

The buy-sell checklist covers what actually ends shareholder relationships: death, illness, disability, exit, divorce, insolvency, deadlock, licence loss. Most agreements name the events; few fund them. Insurance funds the insurable ones cheaply; the rest need valuation formulas and financing plans agreed while everyone still likes each other.

★ KEY POINT
Order of operations for giving: appreciated securities in kind first — never cash from sold securities. Same generosity, materially different after-tax cost.
⚠ WARNING
An unfunded buy-sell is a lawsuit with a signature line: the obligation to buy exists, the money does not. Review funding against current valuations annually — a five-year-old policy rarely covers today’s value.
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Questions to ask your advisor

Ask your CPA

Which holdings carry the largest unrealized gains — the best candidates for in-kind giving this year?

Ask your Insurance

Are the death, CI, and disability triggers in our buy-sell actually funded at current valuation?

Ask your Tax counsel

Does our buy-sell’s structure (criss-cross vs corporate redemption) still make sense under current CDA rules?

Continue in book order

Educational illustration, not advice. This tool is provided for educational purposes only and does not constitute financial, tax, legal, accounting, or insurance advice. Results are estimates, not promises — hypothetical illustrations are projections only. Figures use Ontario rates as of the date stamped above; rates and limits change. Confirm current figures and your specific situation with a CPA, tax lawyer, and licensed insurance advisor before acting.