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.
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 CDACDA — Capital Dividend Account
A notional account tracking tax-free surpluses (the untaxed half of capital gains, life-insurance proceeds above ACB). Balances can be paid to shareholders completely tax-free via a T2054 election. Full glossary → 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.
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Questions to ask your advisor
Which holdings carry the largest unrealized gains — the best candidates for in-kind giving this year?
Are the death, CI, and disability triggers in our buy-sell actually funded at current valuation?
Does our buy-sell’s structure (criss-cross vs corporate redemption) still make sense under current CDA rules?
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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.