09/01/2026
Event 3: Retired doesn't mean finished with the CRA
A retired federal public servant, almost thirty years of service, ended up in Tax Court over a deduction connected to how her employment ended. She represented herself. In 2015, she won.
What made the difference? Her paperwork. Years after retirement, she could still show what happened, when, and why.
Retirement changes your relationship with the tax system, but it doesn't end it. Pension income. RRIF withdrawals. The credits that begin at 65. The decisions that echo for decades: when to start CPP and OAS, which account to draw down first, how to split pension income with your spouse.
The withdrawal order alone can change a retirement's lifetime tax bill by tens of thousands of dollars. Same savings. Different sequence. Very different result. And the decisions cluster in a narrow window around the retirement date.
If you or your parents are within five years of retiring, that's the planning window. It closes quietly, one election at a time.
Real cases from the Tax Court of Canada. General information, not advice for your situation.
TaxOnTax Advisory Ltd. | Edmonton, Alberta | taxontax.com