• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
MagazineInvest

Investment Strategies That Will Pay Off Next Tax Season

By
Erik Sherman
Erik Sherman
Down Arrow Button Icon
By
Erik Sherman
Erik Sherman
Down Arrow Button Icon
April 19, 2019, 8:00 AM ET

Tax Day has come and gone, along with appreciable amounts of your money. Given the huge changes enacted under the Tax Cuts and Jobs Act of 2017, tax pros were still trying to figure out what worked (and what didn’t) right up to the filing deadline. To decode the code, we talked to top tax experts to find strategies you can implement now—that just might pay big dividends next April.

Revisit REITs

Pass-through businesses like partnerships, LLPs, and sole proprietorships are the big tax-change winners. If they meet certain standards, they get to deduct 20% of their profits before calculating taxes. “It was intended for small businesses, but it also applies to REITs [real estate investment trusts] if they have the right structure,” says Cal Brown, a financial adviser with Savant Capital Management. With REITs looking at lower tax bills, that can mean more profit to divvy up among investors like you.

Go Local

Many have been hampered by the 2017 tax changes’ $10,000 limitations on state and local tax (SALT) deductions. One way to save on state taxes? Move some of your portfolio to Treasuries and municipal bonds issued in your state, which would be tax exempt at the state level, says Eric ­Bronnenkant, head of tax at online financial adviser Betterment. The savings may outweigh the additional interest you’d earn on taxable higher-yield bonds.

Ask to Pay Commissions

In recent years, that advice would have sounded crazy, as clients gravitated toward fee-based advisers. However, with the deduction for adviser fees gone, paying commissions might make sense, says Paul Gevertzman, a partner at accounting firm Anchin Block & Anchin. Say that your investments earn $10, and you get charged $2 in fees. “If they pay you the whole amount, and you pay an advisory fee [separately], that fee is taxable,” Gevertzman says. But commissions charged as you trade, and deducted from the money you net, don’t get taxed.

Get Educated

One group that will benefit in a big way from the 2017 changes are parents and grandparents of school-age kids, thanks to an expansion of 529 plans. In these state plans, earnings aren’t taxable, and when you take money out to pay for such things as tuition, room, board, and textbooks, there’s no tax implication either. Though 529s were originally designed as higher-ed savings vehicles, “in the new tax law, tax-free withdrawals are now allowed for private school, from elementary through high school,” Brown says. But be aware, gift tax exclusions (now $15,000 a year) may apply.

A version of this article appears in the May 2019 issue of Fortune with the headline “Pain-Proof Your Portfolio—for Next Time.”

About the Author
By Erik Sherman
See full bioRight Arrow Button Icon

Latest from the Magazine

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

Latest from the Magazine

MagazineWarren Buffett
Warren Buffett: Business titan and cover star
By Indrani SenDecember 7, 2025
1 month ago
MagazineMarkets
Why an AI bubble could mean chaos for stock markets—and how smart investors are protecting their portfolios
By Alyson ShontellDecember 3, 2025
1 month ago
MagazineMedia
CoComelon started as a YouTube show for toddlers. It’s now a $3 billion empire that even Disney can’t ignore
By Natalie JarveyDecember 3, 2025
1 month ago
MagazineFood and drink
A Chinese ice cream chain, powered by super-cheap cones, now has more outlets than McDonald’s
By Theodora YuDecember 3, 2025
1 month ago
AITikTok
China’s ByteDance could be forced to sell TikTok U.S., but its quiet lead in AI will help it survive—and maybe even thrive
By Nicholas GordonDecember 2, 2025
1 month ago
MagazineAnthropic
Anthropic is all in on ‘AI safety’—and that’s helping the $183 billion startup win over big business
By Jeremy KahnDecember 2, 2025
1 month ago

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.


Most Popular

placeholder alt text
Law
Amazon is cutting checks to millions of customers as part of a $2.5 billion FTC settlement. Here's who qualifies and how to get paid
By Sydney LakeJanuary 6, 2026
2 days ago
placeholder alt text
Economy
Mark Cuban on the $38 trillion national debt and the absurdity of U.S. healthcare: we wouldn't pay for potato chips like this
By Nick LichtenbergJanuary 6, 2026
2 days ago
placeholder alt text
Future of Work
'Employers are increasingly turning to degree and GPA' in hiring: Recruiters retreat from ‘talent is everywhere,’ double down on top colleges
By Jake AngeloJanuary 6, 2026
2 days ago
placeholder alt text
Personal Finance
Janet Yellen warns the $38 trillion national debt is testing a red line economists have feared for decades
By Eva RoytburgJanuary 5, 2026
3 days ago
placeholder alt text
Personal Finance
Current price of silver as of Tuesday, January 6, 2026
By Joseph HostetlerJanuary 6, 2026
2 days ago
placeholder alt text
Success
MacKenzie Scott sends millions to nonprofit that supports anti-Israel and pro-Muslim groups, two of which are facing federal probes
By Sydney LakeJanuary 6, 2026
2 days ago