Prospyr Journal

Investor-grade writing for Canadian income builders

Clear articles on DRIP mechanics, dividend tax, account placement, and income-planning math.

116 postsCanadian contextDRIP and dividend focused
All topicsDRIP13Tax22Planning32Strategy49Showing 49 posts matched to strategy.

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EducationJuly 10, 2026

How to use the Canadian income holdings research library

Learn how to use the Canadian income holdings research library to compare portfolio roles, income types, DRIP mechanics, taxes, and research questions.

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StrategyJuly 10, 2026

Debt vs Investing in Canada: When Dividends Pay the Debt

Debt vs investing in Canada gets clearer when dividend income covers interest. Learn the break-even math, account rules, and cash-flow tradeoffs in 2026.

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StrategyJuly 10, 2026

The Smith Manoeuvre and dividend income: how DRIP accelerates the strategy in Canada

Learn how the Smith Manoeuvre and dividend income interact in Canada, including DRIP compounding, deductible-interest rules, tracing, and cash-flow tradeoffs.

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StrategyJune 28, 2026

Dividend reinvestment vs paying down debt in Canada: a decision framework

Dividend reinvestment vs debt paydown in Canada: a 5% mortgage returns 5% guaranteed. TFSA room and dividend growth often change which choice wins over time.

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StrategyJune 27, 2026

The income snowball strategy: how DRIP and new capital compound together in Canada

The income snowball strategy builds faster when DRIP and new capital run together in Canada. Each share bought also reinvests — both sides of compounding feed each other.

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StrategyJune 26, 2026

How to build a dividend income floor in Canada before you need it

A dividend income floor in Canada covers fixed monthly costs before you touch capital. Build it before you need it and compounding does the heavy lifting.

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StrategyJune 25, 2026

Yield on cost as a long-term strategy: why it matters more than current yield in Canada

Yield on cost shows what your original capital earns, not what a new buyer pays. After a decade of dividend growth, the gap changes every replacement decision.

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StrategyJune 24, 2026

The bucket strategy for Canadian income investors: separating income from growth

The bucket strategy separates income from growth into distinct pools with different jobs. For Canadian dividend investors, the structure determines how calmly you can hold through a downturn.

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StrategyJune 23, 2026

When to switch from growth investing to dividend income in Canada: a decision framework

Switching from growth to dividend income in Canada is not a single moment — it is a sequence of decisions with a real tax cost and a compounding tradeoff. Here is how to frame the choice.

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