Start with a year-round tax file, not a spring scramble
Tax planning becomes more useful when documents are captured as decisions happen. Keep a running file for income slips, investment transactions, property costs, charitable receipts, medical expenses, employment expenses and notices from the CRA. The point is not paperwork for its own sake: it is to preserve context while it is still fresh.
Create one digital folder for 2026 and add a short note whenever a major financial event occurs. A two-line note in September is often more useful than reconstructing the event in March.