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The Long Game by Ryan Richards
The Long Game by Ryan Richards is a podcast about how real operators think, decide, and build for the long term — and what actually happens behind the scenes when the stakes are real.
Narrated and hosted by Ryan Richards, the show pulls back the curtain on business, real estate, and investing through unfiltered conversations with operators, investors, and builders who have earned their perspective. You’ll hear what worked, what didn’t, and the decisions most people never see or talk about publicly.
This isn’t surface-level advice or polished success stories. It’s a fly-on-the-wall look at high-caliber conversations — the mental models, systems, mistakes, and tradeoffs that shape durable success over time.
Through solo reflections and deep conversations, The Long Game gives listeners proximity to real operators and the clarity that comes from understanding how the best actually think, judge risk, and execute.
If you’re an ambitious builder who wants to learn from real experiences — not shortcuts or hype — this is an invitation inside.
Welcome to The Long Game.
The Long Game by Ryan Richards
Ep. #67 | When Does It Make Sense to Sell a Rental Property?
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One of the hardest decisions in real estate investing is knowing when to hold and when to sell. In this solo episode of The Real Estate Lens, investor Ryan Richards breaks down how to evaluate whether a rental property is truly performing or if your equity could be working harder somewhere else.
Ryan walks through a real-world example of an investor holding a property with a great interest rate but poor returns, and explains why focusing on return on equity, not emotional attachment or low rates, is critical when managing a long-term portfolio.
What you’ll learn:
- Why a low interest rate does not automatically mean a good investment
- How to calculate your true net cash flow and return on equity
- When repositioning equity into a new property can make more sense than holding
- How future capital expenditures and tax strategy impact the decision to sell
If you want to make smarter portfolio decisions and stop guessing whether your properties are really pulling their weight, this episode will help you think more clearly about when selling might actually be the right move.
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