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AI and Tax-Efficient Investing: Strategies to Maximize Returns

July 29, 2025

By 
Michael Flatley
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By 
By Farther

Taxes can take a significant bite out of investment returns. But AI-powered wealth management is changing the game – helping investors implement tax-efficient strategies with unprecedented precision and ease.

After 18 years in wealth management, I’ve seen firsthand how artificial intelligence is transforming tax strategies like tax-loss harvesting and asset location. Here’s how AI-driven investing is making tax efficiency more achievable – and impactful – than ever.

What Is Tax-Efficient Investing?

Tax-efficient investing uses deliberate strategies to reduce your tax burden without sacrificing growth. Common approaches include:

  • Tax-loss harvesting: Selling investments at a loss to offset taxable gains.
  • Asset location: Placing specific assets in the most tax-advantaged accounts.
  • Capital gains timing: Managing when and how gains are realized.

While these techniques are well-known, executing them effectively requires constant monitoring and timely action – something traditional, annual portfolio reviews often can’t deliver.

That’s where AI excels. AI continuously monitors portfolios and market conditions in real time, identifying tax-saving opportunities as they emerge. This proactive, data-driven approach helps investors act quickly and stay ahead of the curve.

AI-Powered Tax-Loss Harvesting

Tax-loss harvesting allows investors to sell underperforming securities to offset taxable gains elsewhere in their portfolio. AI takes this concept further by:

  • Continuously scanning your holdings for potential losses.
  • Identifying temporary market dips that create harvesting opportunities.
  • Suggesting comparable investments to maintain your strategy and comply with wash-sale rules.

What might take a human advisor hours to analyze, AI can do in seconds – capturing small, incremental tax savings that compound over time and enhance after-tax returns.

Optimizing Asset Location

Asset location places the right investments in the right accounts to minimize taxes. For example:

  • Holding high-growth assets in tax-deferred accounts like IRAs.
  • Placing income-generating assets in taxable accounts where they’re more tax-efficient.

AI brings more nuance to this strategy by analyzing your entire financial picture – account types, tax bracket, cash flow needs, and long-term goals – to recommend the most tax-efficient placement of every asset.

For instance, AI might recommend:

  • Keeping dividend-paying stocks in a Roth IRA to avoid taxes on distributions.
  • Holding growth stocks in a taxable account to take advantage of long-term capital gains rates.

This level of analysis ensures every dollar is working as efficiently as possible.

Practical Example

Consider an investor with a taxable account and an IRA. AI might recommend:

  • Moving high-yield bonds into the IRA to shield interest income from taxes.
  • Keeping growth stocks in the taxable account for favorable capital gains treatment.
  • Triggering tax-loss harvesting during a market dip to offset gains elsewhere – while maintaining the desired risk profile.

At Farther, we use AI-driven strategies like these to help our clients keep more of what they earn without compromising on growth potential.

Explore Tax-Smart Investing

As tax laws evolve and markets shift, staying tax-efficient can feel like a moving target. AI helps you keep pace – automating complex strategies and making tax-smart investing accessible to more investors.

Ready to see how AI can optimize your portfolio for tax efficiency? Click here to book your free consultation.

Michael Flatley

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Vice President, Wealth Advisor
With nearly two decades of experience in finance and wealth management, Michael is dedicated to helping clients grow, manage, and protect their wealth through strategic, risk-adjusted investing.
With nearly two decades of experience in finance and wealth management, Michael is dedicated to helping clients grow, manage, and protect their wealth through strategic, risk-adjusted investing.

With nearly two decades of experience in finance and wealth management, Michael is dedicated to helping clients grow, manage, and protect their wealth through strategic, risk-adjusted investing.

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