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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Start with the daily featured piece, then browse the latest archive below.

Featured articlePlanning

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.

Featured from the journal

Published April 9, 2026

This article is selected from the published archive on a stable daily rotation.

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StrategyMay 10, 2026

The Fortress dividend portfolio: building a Coverage Ratio above 1.15 across all holdings

Learn what Fortress Status means in Prospyr’s income-first framework, why a Coverage Ratio above 1.15 matters, and how Canadian dividend investors can think about building more durable DRIP positions.

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PlanningMay 10, 2026

RDSP Strategies for Canadian Disability Savings: The Complete Guide

Complete RDSP guide for Canadian disability savings. Maximize grants, contribution strategies, withdrawal planning, and tax efficiency.

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TaxMay 9, 2026

OAS clawback and dividend income: what Canadian retirees need to know

Learn how OAS clawback works for Canadian retirees, why dividend income can push net income higher than expected, and how to think about account placement and withdrawal timing.

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DripMay 9, 2026

What is DRIP in Canada? Dividend Reinvestment Explained

Learn how DRIP works in Canada. Complete guide to dividend reinvestment, best brokers, and how to maximize compounding.

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DRIPMay 8, 2026

How brokerage commission fees quietly destroy your DRIP returns in Canada

See how brokerage commission fees can quietly damage DRIP returns in Canada. Learn when reinvestment costs become too expensive and when manual reinvestment may be the smarter move.

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StrategyMay 7, 2026

High yield vs yield trap in Canada: how to tell the difference before you buy

Learn how Canadian dividend investors can tell the difference between a genuine high yield and a yield trap before buying. Understand payout pressure, DRIP risk, and what to check first.

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EducationMay 6, 2026

How to Research Canadian Income Holdings Before Comparing Them

Learn a structure-first workflow for Canadian income holdings research before comparing dividend stocks, ETFs, REITs, and income funds.

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StrategyMay 6, 2026

Growth vs dividend investing in Canada — 20 years of wealth building compared

Both strategies can build wealth over 20 years. But they deliver it in completely different forms. Here is how growth and dividend investing compare for Canadian investors — and when to switch.

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TaxMay 5, 2026

Tax-loss harvesting in Canada — how it works and when to use it

Tax-loss harvesting lets Canadian investors use losing positions to offset capital gains tax. Here is how the CRA superficial loss rule works and when harvesting actually makes sense.

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