Prospyr Journal

Investor-grade writing for Canadian income builders

Clear articles on DRIP mechanics, dividend tax, account placement, and income-planning math. Built to help you sort the real question faster and move with more confidence.

Browse 66 articles across DRIP, tax, planning, and strategy.

66 postsCanadian contextDRIP and dividend focused

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Page 7 of 8 from the full archive.

PlanningApril 12, 2026

How Long Does It Actually Take to Retire on Dividends in Canada?

The honest math behind dividend retirement timelines — what yield, contribution rate, and DRIP reinvestment mean for how long it actually takes to reach income freedom in Canada.

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PlanningApril 11, 2026

Why Your Dividend Yield Is Wrong (And How to Fix It)

The yield your brokerage shows you is the gross yield — before tax, before commissions, before withholding. Here's how to calculate the yield you actually receive.

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PlanningApril 10, 2026

Yield on Cost vs. Current Yield: Which Number Actually Matters?

Most dividend investors are tracking the wrong yield. Current yield tells you what you'd earn if you bought today. Yield on cost tells you what your original investment is actually earning. Here's why the difference matters.

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PlanningApril 9, 2026

The Dividend Income Milestones Every Canadian Investor Should Know

Most investors track portfolio value. The ones who actually get there track income milestones. Here are the six numbers that mark real progress toward dividend freedom in Canada.

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PlanningApril 9, 2026

How Much Do I Need to Retire on Dividends in Canada?

The math behind dividend retirement in Canada — how to calculate your number, which yield assumptions are realistic, and why most people underestimate it by $200K.

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TaxApril 8, 2026

The Canadian Dividend Tax Credit: Why Canadian Dividends Are Taxed Less Than Your Paycheque

If you earn $1,000 from your job and $1,000 in eligible Canadian dividends, you don't pay the same tax on both. Here's exactly how the dividend tax credit works — with real numbers.

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TaxApril 8, 2026

Foreign Withholding Tax on U.S. Dividends: The TFSA Trap Most Investors Don't See

If you hold U.S. dividend stocks inside your TFSA, you're probably losing 15% of every dividend payment before it ever hits your account. Not to the CRA — to the IRS. And unlike most taxes, this one can't be recovered at all.

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TaxApril 7, 2026

RDSP Grants for Children with Disabilities: How Much Can Your Family Actually Get?

If your child has an approved Disability Tax Credit, the government will match your RDSP contributions up to $3,500 per year — plus deposit up to $1,000 in bonds with no contribution required. Here's exactly how much your family can get in 2026.

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TaxApril 2, 2026

How RDSP Grant Matching Works in 2026

The federal government will match your RDSP contributions up to $3,500 per year. Here's exactly how the matching tiers work and how to maximize your grants.

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