Wealth Signal
Edition · Edition 043 / Transferable To You · Item 01

Exercise early, sell everything

Does not transfer — and is backwards here

Schnitzer gives up 39 months of option life and takes an immediate ordinary-income hit because he has no alternative: in a US public company the spread is taxable at exercise regardless of whether he sells. His “sell 100% of net” rule is the rational response to a tax event he cannot defer.

A Canadian-controlled private corporation is the opposite case. Where options are over CCPC shares, the employment benefit under the stock-option rules is generally deferred until the shares are disposed of, not when the option is exercised — and the shares may also start the clock on capital-gains treatment and on the qualified-small-business-corporation holding tests. Copying the Travelers behaviour inside a CCPC throws away the single largest structural advantage you have.

THIS WEEK · Confirm in writing with your accountant that Geomechanica is a CCPC at this moment and has been continuously. It is not a formality: foreign or public-company share ownership can quietly break CCPC status, and the deferral, the QSBC tests and the small-business deduction all hang off it.
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