• Home
  • News
  • Personal Finance
    • Savings
    • Banking
    • Mortgage
    • Retirement
    • Taxes
    • Wealth
  • Make Money
  • Budgeting
  • Burrow
  • Investing
  • Credit Cards
  • Loans

Subscribe to Updates

Get the latest finance news and updates directly to your inbox.

Top News

More Gas Stations Are Quietly Hiking Credit Card Fees. Here’s How to Avoid Them.

August 20, 2025

Why Job Security Is Winning Over Job Switching

August 20, 2025

How I Built a Business That Thrives Through Constant Disruption — and How You Can Too

August 19, 2025
Facebook Twitter Instagram
Trending
  • More Gas Stations Are Quietly Hiking Credit Card Fees. Here’s How to Avoid Them.
  • Why Job Security Is Winning Over Job Switching
  • How I Built a Business That Thrives Through Constant Disruption — and How You Can Too
  • Best Buy Launches Third-Party Marketplace Like Walmart
  • Tired of Burning Money at Conferences? Use This 5-Step Strategy for Real ROI
  • Will Trump Now Rig The CPI?
  • People on This Diet Lost Twice As Much Weight — Without Cutting Calories
  • 4 Ways Social Media Can Destroy Your Savings
Wednesday, August 20
Facebook Twitter Instagram
FintechoPro
Subscribe For Alerts
  • Home
  • News
  • Personal Finance
    • Savings
    • Banking
    • Mortgage
    • Retirement
    • Taxes
    • Wealth
  • Make Money
  • Budgeting
  • Burrow
  • Investing
  • Credit Cards
  • Loans
FintechoPro
Home » Late Actor James Caan Reveals Trap In Self-Directed IRAs
Retirement

Late Actor James Caan Reveals Trap In Self-Directed IRAs

News RoomBy News RoomNovember 17, 20230 Views0
Facebook Twitter Pinterest LinkedIn WhatsApp Reddit Email Tumblr Telegram

The estate of the late actor, James Caan, who appeared in The Godfather and many other films and television shows, lost a recent Tax Court case that has lessons for other taxpayers.

The case involved two of Caan’s IRAs. The IRAs owned interests in a hedge fund. The tax code allows IRAs to own non-publicly traded assets, such as hedge funds. But many IRA custodians don’t allow these assets in the IRAs they oversee. Caan had a true self-directed IRA; its custodian allowed ownership of such assets.

After each calendar year, an IRA custodian must report to the IRS and the account owner the value of the account as of the end of the previous year. When the IRA owns an asset that isn’t publicly-traded, the custodian must determine a value and report that.

The agreement between Caan and the custodian required Caan to estimate the year-end value of the hedge funds and provide that data to the custodian.

One year, Caan failed to provide the values to the custodian. The custodian promptly notified Caan it no longer would serve as custodian of his IRAs.

The custodian then distributed the IRA assets to Caan and sent both him and the IRS a Form 1099-R reporting the distribution. The custodian distributed the hedge fund shares simply by informing Caan it no longer was the custodian and instructing Caan to contact the hedge fund and have it re-register the shares in his individual name instead of the custodian’s name.

Other assets were in the IRAs, and Caan transferred them to an IRA at another broker. But the hedge fund shares couldn’t be transferred to the other broker, because it didn’t accept assets that aren’t publicly-traded. Eventually Caan had the hedge fund shares liquidated and transferred the cash to the new IRA.

The transfer wasn’t completed until after the 60-day period for tax-free IRA rollovers. The IRS said the hedge funds were distributed to Caan, he failed to roll them over to another IRA within 60 days, so the value of the hedge funds had to be included in his gross income.

Caan claimed the distribution was nontaxable, because he didn’t take physical control of the shares or cash. He also asked the court to rule that he had a reasonable excuse for missing the deadline.

The court ruled that once the custodian relinquished title to the hedge fund shares, Caan had full control. It didn’t matter that he didn’t have cash in hand or in his bank account. At that point, he had full discretion over the shares.

To qualify for a tax-free rollover under the 60-day rule, a taxpayer must roll over the same amount of money or property to another IRA within 60-days and also must roll over the same type of property that was distributed. Caan failed on both counts.

The court determined that Caan didn’t have a reasonable basis for not meeting the 60-day deadline. The problem essentially was of his own making, because he didn’t provide the custodian with the required valuation.

Also, after the custodian withdrew, all Caan had to do was contact the hedge fund and have the shares re-registered in the name of a custodian that accepted such assets. Nothing prevented him from doing that in a timely manner, so he didn’t have a reasonable excuse for the delay.

(Estate of Caan v. Commissioner, 161 T.C. No. 6)

Read the full article here

Share. Facebook Twitter Pinterest LinkedIn Tumblr Email

Related Articles

Will Trump Now Rig The CPI?

Retirement August 19, 2025

Plan For Increases, Perhaps Big Increases, In Medicare Part D Premiums For 2026

Retirement August 18, 2025

Why You Should Coach Your Financial Advisor Like An NFL Roster

Retirement August 17, 2025

Retirement Planning Lessons From The Bible

Retirement August 16, 2025

Simple Mistake Costs Estate Big Tax Break

Retirement August 15, 2025

Action Now to Protect Benefits

Retirement August 14, 2025
Add A Comment

Leave A Reply Cancel Reply

Demo
Top News

Why Job Security Is Winning Over Job Switching

August 20, 20250 Views

How I Built a Business That Thrives Through Constant Disruption — and How You Can Too

August 19, 20250 Views

Best Buy Launches Third-Party Marketplace Like Walmart

August 19, 20250 Views

Tired of Burning Money at Conferences? Use This 5-Step Strategy for Real ROI

August 19, 20250 Views
Don't Miss

Will Trump Now Rig The CPI?

By News RoomAugust 19, 2025

This morning, the Bureau of Labor Statistics (BLS) released the July inflation numbers, which were…

People on This Diet Lost Twice As Much Weight — Without Cutting Calories

August 19, 2025

4 Ways Social Media Can Destroy Your Savings

August 19, 2025

Take These 5 Steps to Future-Proof Your Business

August 18, 2025
Facebook Twitter Instagram Pinterest Dribbble
  • Privacy Policy
  • Terms of use
  • Press Release
  • Advertise
  • Contact
© 2025 FintechoPro. All Rights Reserved.

Type above and press Enter to search. Press Esc to cancel.