May 28, 2025

The Tax-Savvy Way to Win: Capitalize on Market Downturns with Loss Harvesting

On This Episode:

When markets shake and headlines scream uncertainty, many investors begin eyeing “safe haven” assets, and gold is often top of the list. But is it actually a

Most investors dread market downturns, but what if you could turn losses into long-term gains? There’s a smart, often underutilized strategy that allows you to do just that. It’s called tax-loss harvesting, and when used correctly, it can be a powerful way to reduce taxes and stay invested, even in bear markets. In this episode, Ryan, Ron and Nick break down how tax-loss harvesting works, when to use it, what pitfalls to avoid, and why this strategy is especially crucial in non-retirement accounts.

The team explains how investors can build a “tax-loss piggy bank” to carry forward for years, how to swap similar investments to avoid disqualification, and how to keep your financial plan on track even when the market isn’t. They outline a practical approach that may give investors a proactive edge, without abandoning a long-term strategy. If you’re looking for a strategy to consider during down markets, check out this conversation and let us know if you want to discuss it further.

Here’s what we cover in this episode:

🧾 Turn downturns into tax breaks

🛑 Avoid the “wash sale” trap

🧠 Stay invested, skip the panic

🏗 Build your tax-loss piggy bank

0:00 – Intro

1:08 – Tax Loss Harvesting

4:38 – Carrying Losses Forward

8:42 – Why is Tax Loss Harvesting Important?

11:31 – Tax Loss Harvesting Gone Wrong

17:35 – Our Strategic Process

21:03 – Roth IRA Conversions

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