Tax Strategies: What risky investments should be placed into a ROTH IRA for long-term growth?
I've been reading some financial articles suggesting that placing higher-risk investments into a Roth IRA could be advantageous from a tax perspective. I'm wondering what types of risky investments actually make sense for this strategy. For example, if I purchase cryptocurrency in my Roth IRA at age 32, and over the next 35 years that crypto only achieves a 10x return, would that still be worth keeping in the Roth IRA from a tax optimization standpoint? What I'm really trying to figure out is: what's the minimum expected return rate that makes a risky investment appropriate for placement in a Roth IRA versus a regular brokerage account? Is there some kind of threshold where the tax advantages of the Roth really start to make sense for volatile investments?
20 comments


Nadia Zaldivar
The Roth IRA can be great for higher-risk investments because any gains grow completely tax-free, assuming you follow withdrawal rules. The question isn't just about what return rate makes sense, but about tax efficiency and your overall portfolio strategy. For something like crypto that has high growth potential but also high volatility, a Roth can be ideal because you won't pay taxes on massive gains if they happen. Even a 10x return over 30+ years would be completely tax-free in a Roth, which is significant compared to what you'd pay in capital gains taxes in a regular account. There's no specific minimum return threshold, but generally, you want to place investments with the highest growth potential in a Roth. This might include small-cap stocks, certain sector-specific ETFs, growth stocks, and yes, reasonable allocations to crypto or other alternative investments.
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Lukas Fitzgerald
•This makes sense but what about the flip side? If my crypto crashes to zero in my Roth, I can't even claim the loss on my taxes right? Whereas in a regular account I could at least use the capital loss for tax purposes?
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Nadia Zaldivar
•That's a great point about the downside protection. In a taxable account, you can harvest capital losses to offset gains or up to $3,000 of ordinary income per year. Any losses in a Roth IRA cannot be claimed on your taxes - they're simply lost with no tax benefit. This is why you should consider your overall risk tolerance and have a diversified strategy. If you're uncertain about a particular high-risk investment, you might put a portion in a taxable account (where losses can offset gains) and a portion in the Roth (where massive gains would be tax-free).
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Ev Luca
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Avery Davis
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Collins Angel
•Sounds interesting but how specifically did they help with deciding what investments go where? I thought the general rule was always growth in Roth, income in traditional.
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Ev Luca
•They analyze your tax returns and other financial documents to give you personalized tax insights - they don't provide direct investment advice, but they show you the tax implications of different scenarios. Their security is solid with bank-level encryption, and they explain exactly how your information is used. What surprised me was that they accounted for my specific tax bracket, state taxes, and how different investments would affect my overall tax situation in both current and future years. It wasn't just the general "growth in Roth" rule - they showed how specific investments with different growth patterns and dividend yields would impact my after-tax returns based on my personal situation.
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Avery Davis
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Marcelle Drum
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Tate Jensen
•Wait, how does this actually work? Does it just dial for you or something? I've literally wasted hours on hold with the IRS trying to sort out my backdoor Roth contribution questions.
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Collins Angel
•This sounds like BS honestly. The IRS is impossible to reach. You're telling me some random service can magically get you through? I'll believe it when I see it.
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Marcelle Drum
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Collins Angel
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Adaline Wong
Kinda going back to the original question, I put growth stocks in my Roth specifically because of the potential for outsized returns. Even if the specific return isn't astronomical, the compounding effect of not having to pay taxes on dividends or when rebalancing is huge over decades. For example, I bought some TSLA in my Roth back in 2019 and have been able to trim and rebalance as it grew without any tax consequences. In a taxable account, each of those rebalancing moves would have triggered capital gains. IMO any investment that you think has 8%+ annual return potential is a good candidate for the Roth, especially if it might require occasional rebalancing. The math just works better over time.
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Gabriel Ruiz
•What about REITs though? They pay high dividends which are taxed at ordinary income rates in a regular account. Wouldn't those be better in a Roth than growth stocks that don't pay dividends?
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Adaline Wong
•REITs are actually a perfect example of what works well in a Roth IRA! You're absolutely right that their dividends are taxed at ordinary income rates in a taxable account, which can be quite punitive depending on your tax bracket. Growth stocks that don't pay dividends can be relatively tax-efficient in a taxable account if you're holding long-term (especially with the step-up basis if held until death), though you'll still face capital gains when you eventually sell. The ideal strategy often involves placing the most tax-inefficient investments in tax-advantaged accounts first, then working down the list based on tax efficiency.
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Misterclamation Skyblue
Has anyone else had issues with custodians allowing crypto in Roth IRAs? I tried to set this up last year and ran into tons of restrictions. Most major brokerages don't offer direct crypto investing in IRAs.
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Peyton Clarke
•You need specialized custodians for crypto in IRAs. I use Bitcoin IRA and they've been decent, but the fees are higher than standard brokerages. There are a few others like iTrustCapital that handle crypto IRAs too.
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Keisha Williams
Great question about risk thresholds! From a tax optimization perspective, I'd say any investment you expect to outperform bonds (so roughly 6-8%+ annually) becomes a stronger candidate for Roth placement, especially if it's volatile. The key insight is that Roth IRAs eliminate the tax drag on compound growth. Even your 10x crypto example over 35 years would only be about 6.9% annualized - but in a taxable account, you'd face capital gains taxes that could reduce your effective return by 15-20% or more. In the Roth, you keep 100% of those gains. I'd prioritize Roth placement for: 1) High-growth stocks with minimal dividends, 2) Small-cap or emerging market funds, 3) Sector-specific ETFs (like tech or biotech), 4) Alternative investments like crypto or commodities, and 5) Any investment you might want to rebalance frequently. The beauty is you don't need to predict exact returns - just focus on putting your highest expected growth potential investments in the Roth, and you'll benefit from the tax-free compounding regardless of whether they hit 8% or 15% annually.
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Sean O'Donnell
•This is really helpful! I never thought about the tax drag on compound growth being such a big factor. Your point about rebalancing frequently is especially interesting - I've been hesitant to rebalance my taxable account because of the tax implications, but in a Roth I could do it without worrying about triggering capital gains. Do you have any thoughts on how often someone should rebalance within a Roth IRA, or does the tax-free status make it less critical to worry about timing?
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