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Taxes and Finance: Understanding tax terms – wash sales

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Taxes and Finance: Understanding tax terms – wash sales

Surprise! Your stock loss is not deductible.

You may be considering booking stock losses due to recent market drops. Selling losers can be a great strategy when these losses can offset other gains and up to $3,000 of your ordinary income. However, there is a little-known rule called the wash sale rule that could surprise the unwary taxpayer.

Wash sales explained

If the wash sale rule applies to your transaction, you cannot immediately report a loss you take when selling a security. Per the IRS:

A wash sale occurs when you sell or trade stock or securities at a loss and within 30 days before or after the sale you:

  • Buy substantially identical stock or securities,
  • Acquire substantially identical stock or securities in a fully taxable trade,
  • Acquire a contract or option to buy substantially identical stock or securities, or
  • Acquire substantially identical stock for your individual retirement account (IRA) or Roth IRA.

Why the rule?

Many investors were selling stock they liked simply to book the loss for tax reasons. They then turned around and immediately re-purchased shares of the same company or mutual fund. If done repeatedly, shareholders could constantly be booking short-term losses on a desired company while still owning the shares in a chosen company’s stock indefinitely. Clever shareholders would even purchase the replacement shares prior to selling other shares in the same company to book the loss.

Some ideas

How does one take action to ensure the wash sales rule works to your advantage?

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Check the dates. If you decide to sell a stock to book a loss this year, make sure you haven’t inadvertently acquired the same company’s shares 30 days prior to or after the sale date.

Dividend reinvestment. If you automatically re-invest dividends, you will want to make sure this doesn’t inadvertently trigger the wash sales rule.

It’s only for losses. Remember, the wash sales rule only applies to investments sold at a loss. If you are selling stock to capture gains, the rule does not apply.

Consider similar transactions. The wash sales rule applies to buying and selling ownership in the same company or mutual fund. With the exception of some common versus preferred stock of the same company, buying and selling similar – but not identical – shares does not apply to the wash sales rule.

If your loss is ever disallowed because of the wash sales rule, you can add the disallowed loss on to the cost of the new security. When the security is eventually sold in the future, the previously-forfeited loss will be part of the calculation of future gain or loss. This also includes the original stock’s holding period to help define the transaction as a short-term or long-term sale.

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Chief financial officer to retire after 25 years working at Yale

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Chief financial officer to retire after 25 years working at Yale

Stephen Murphy ’87, who has worked in the Yale administration since 2001 and as the University’s chief financial officer and vice president for finance since 2015, will retire from his position in June.


Leo Nyberg & Isobel McClure

1:47 am, Jan 13, 2026

Staff Reporters

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Yale News

Stephen Murphy ’87, the University’s chief financial officer and vice president for finance who has held the post for more than 10 years, will retire in June, University President Maurie McInnis and Senior Vice President for Operations Geoff Chatas announced in a statement on Monday. 

Murphy’s impending retirement comes amid administrators’ efforts to tighten budgets across the University — which could include shrinking the University’s workforce through layoffs — as Yale braces for the tax on its endowment investment income to increase from 1.4 to 8 percent in July.  

“It’s been an honor and a privilege to work alongside so many thoughtful, talented, kind, and principled people who are trying each day to make the world a better place through research, teaching, preservation, and practice,” Murphy wrote in an email to the News. “I have loved my time serving as CFO for Yale University. It’s the best job at Yale and the best job in higher education, at least for me.” 

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Murphy graduated from Yale College in 1987 with a bachelor’s degree in economics. He noted that as a student unable to afford college without financial aid, he was “grateful to have had the opportunity to work toward making undergraduate and graduate education more affordable to more families” later in his career as Yale’s chief financial officer. 

In their statement, McInnis and Chatas praised Murphy for his role implementing reforms which they said “lay much of the foundation” for Yale’s financial management. 

“During his tenure at Yale, Steve has provided both steady and dynamic leadership of the university’s finances. He has worked with multiple generations of administrators to advance our academic mission through financial strategy, insight, services, and advice,” the university leaders’ joint statement said. 

“With tremendous care, Steve has helped steer the university through many challenging moments and provided important guidance to me in my role as provost,” Provost Scott Strobel wrote in an email to the News, noting that Murphy’s work “will benefit students, faculty, and staff for years after his retirement.” 

Murphy began working at Yale in 2001 as the Yale Office of Cooperative Research’s director of finance and administration, according to his profile on a University webpage.  

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ISOBEL MCCLURE

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Isobel McClure is a staff reporter under the University Desk, reporting on Woodbridge Hall, with a focus on the University President’s Office. She previously covered Yale College policy and student affairs. She also serves as Head Copy Editor for the News. Originally from New York City, Isobel is a sophomore in Pauli Murray College, majoring in English with a certificate in French.

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Cheers Financial Taps into AI to Build Credit – Los Angeles Business Journal

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Cheers Financial Taps into AI to Build Credit – Los Angeles Business Journal

A credit-building tool fintech founder Ken Lian built out of personal need just got an artificial intelligence-powered upgrade.

Lian and co-founders Zhen Wang and Qingyi Li recently launched Cheers Financial – a startup run out of Pasadena-based Idealab Inc. which combines fast-tracked credit-building with “immigrant-friendly” onboarding.

“Our mission is really to try to make credit fair to individuals who want to have financial freedom in the U.S.,” Lian said.

After coming to the U.S. as an international student from China in 2008, Lian said he struggled for four years to get a bank’s approval for a credit card. Since 2021, the USC alumnus’ fintech ventures have aimed to break down the hurdles immigrants like him often face in accessing and building credit.

Since its launch in November, Cheers Financial has seen “healthy growth,” Lian said, with thousands using its secured personal loan product to build credit through automated monthly payments. At the end of the 24-month loan period, users get their principal back minus about 12.2% interest.

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“The product is designed to automate the entire flow, so users basically can set and forget it,” Lian said.

Cheers, partnering with Minnesota-based Sunrise Banks, boasts an average 21-point increase in credit scores within a couple of months among its users coming in with “fair” scores from the high 500s to mid-600s.

With help from AI data summary and matching, the company reports to the three major credit bureaus every 15 days – two times as frequent as popular credit-building app Kikoff. Lian hopes to shave that down to seven days.

Cheers is far from Lian, Wang and Li’s first step into alternative financial tools. An earlier venture launched in 2021, Cheese Inc., served a similar goal as an online platform providing credit-building loans alongside other services, including a zero-fee debit card with cash back.

Cheese folded when the company it used as its middle layer, Synapse Financial Technologies, collapsed in April 2024 and locked thousands of users out of their savings.

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For Lian and other fintech founders, Synapse’s fall was a wake-up call to the gaps and risks of digital banking’s status quo. As he geared up for Cheers, Lian knew in-house models and a direct company-to-bank relationship were key.

“That allows us to build a very secure and stable platform for our users,” Lian said.

Despite cooling investment in fintech, Cheers nabbed backing from San Francisco-based Better Tomorrow Ventures’ $140 million fintech fund. Automating base-level processes with AI has given the company a chance to operate at a lower cost, Lian said.

“You don’t need to build everything from the ground up,” Lian said. “You can let AI build the basic part, and then you optimize from that.”

Strong demand from high-quality users who spread the word to friends and relatives has helped, too. Some have even started Cheers accounts before arriving in the U.S., Lian said, to get a head start on building credit.

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