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17 | Sell It or Keep It? The Real Cost of Waiting, Upsizing, and Becoming a Landlord

25 min · 21 de may de 2026
Portada del episodio 17 | Sell It or Keep It? The Real Cost of Waiting, Upsizing, and Becoming a Landlord

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In this episode, Annie and Paula unpack one of the biggest real estate questions families are asking right now: Should we sell our current home to buy the next one… or keep it as a rental and build long-term wealth? With Calgary homeowners sitting on significant equity gains over the past several years, many families are debating: * keeping their current home as an investment property * waiting a few years before upsizing * or navigating the chaos of buying and selling simultaneously. Using REAL Calgary examples and actual market projections, Annie and Paula break down: * the true cost of waiting * how appreciation impacts move-up buyers * when renting your home out actually makes sense * and why sometimes the “safe” decision can quietly reduce your future buying power. IN THIS EPISODE: * Why upsizing feels emotionally harder right now * The difference between: * A real Sandstone Valley example: * A Chestermere move-up example: * Why larger homes appreciate faster in dollar terms * The hidden realities of becoming a landlord * How to calculate: * Tactical tips for buying and selling simultaneously * Why “never sell real estate” isn’t always the right advice Sometimes waiting FEELS financially safer… …but if the move-up property appreciates faster than your mortgage shrinks, the move can quietly become harder later. The goal isn’t predicting the market perfectly — it’s understanding the likely financial trajectory of each option so you can make a confident decision.

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episode 18 | Is This Your Realtor?... Real Transaction Goes Hostile artwork

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episode 17 | Sell It or Keep It? The Real Cost of Waiting, Upsizing, and Becoming a Landlord artwork

17 | Sell It or Keep It? The Real Cost of Waiting, Upsizing, and Becoming a Landlord

In this episode, Annie and Paula unpack one of the biggest real estate questions families are asking right now: Should we sell our current home to buy the next one… or keep it as a rental and build long-term wealth? With Calgary homeowners sitting on significant equity gains over the past several years, many families are debating: * keeping their current home as an investment property * waiting a few years before upsizing * or navigating the chaos of buying and selling simultaneously. Using REAL Calgary examples and actual market projections, Annie and Paula break down: * the true cost of waiting * how appreciation impacts move-up buyers * when renting your home out actually makes sense * and why sometimes the “safe” decision can quietly reduce your future buying power. IN THIS EPISODE: * Why upsizing feels emotionally harder right now * The difference between: * A real Sandstone Valley example: * A Chestermere move-up example: * Why larger homes appreciate faster in dollar terms * The hidden realities of becoming a landlord * How to calculate: * Tactical tips for buying and selling simultaneously * Why “never sell real estate” isn’t always the right advice Sometimes waiting FEELS financially safer… …but if the move-up property appreciates faster than your mortgage shrinks, the move can quietly become harder later. The goal isn’t predicting the market perfectly — it’s understanding the likely financial trajectory of each option so you can make a confident decision.

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episode 16 | Agency Explained: Who Actually Represents You in a Real Estate Deal? artwork

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