Don’t Get Wiped by Wash Sales

Don’t Get Wiped by Wash Sales

Getting a tax break when you sell a declining investment is one of the few upsides of seeing an investment underperform. So, you wouldn’t want to lose that tax break by triggering an IRS rule called a “wash sale”.

A wash sale occurs when an investor sells a security at a loss and then repurchases the same security (or a substantially identical investment) within 30 days before or after the sale.

The intention behind this rule is to discourage investors from selling securities solely for the purpose of generating a tax loss while maintaining their investment in the same or similar security. Under this rule, when wash sales are triggered the investor will carry forward the purchase price of their original investment instead of the newer purchase price.

One unique aspect of the wash sale rule is the concept of “substantially identical securities”. This refers to securities that are nearly identical in terms of their underlying holdings and characteristics. For example, selling shares of one mutual fund and buying shares of another mutual fund with a very similar investment strategy and portfolio could be considered a wash sale. The same applies to selling common stock and buying preferred stock of the same company, or selling bonds and buying new bonds with nearly identical terms. By being aware of the rules, substantially identical securities are relatively straightforward to avoid.

Interestingly, there is currently an exception on wash sale rules for cryptocurrencies. Cryptocurrencies are treated as property, not securities, by the IRS. As a result, the wash sale rule does not currently apply to crypto transactions. This means that crypto investors can sell their assets at a loss and repurchase them without waiting 30 days, allowing them to claim a tax-deductible loss while maintaining their investment. It also means that an active investor could sell a stock or fund and buy crypto to avoid wash sale. The crypto property rule might change as regulations evolve, so investors should be cautious and stay informed about any changes.

When a wash sale is triggered, you are able to add the amount of the loss back onto of the cost basis of the replacement security, helping with taxes later. It’s also important to remember that you only pay taxes on what you make. If your overall investment strategy is profitable and a portfolio manager decides to repurchase a sold security within 30 days, the impact of wash sales could be less significant in the grand scheme of the portfolio. Ideally, however, that repurchase could wait until the 31 day mark.

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Nick Silikov

Director of Communications
Nick brings over 15 years of experience working with leading companies in the trading and financial technology space. As Director of Communications at Inside Edge Capital, he helps clients navigate the firm’s services, while also managing and maintaining its suite of web properties.

Kyle Wasson, CFP®​

COO

As Chief Operating Officer at Inside Edge Capital, Kyle guides clients toward their financial aspirations with expertise and care. With over a decade of experience as a Certified Financial Planner (CFP®), wealth advisor, entrepreneur, and investor, he designs personalized strategies to grow wealth, plan for retirement, or build a lasting legacy tailored to each client’s vision.

Kyle holds degrees in economics and financial planning from Texas Tech University, blending analytical depth with practical insight.

He lives in his hometown of Austin, TX with his wife, Kat, and their many pets. He enjoys staying active with community, following markets, playing golf and basketball, tending to his garden and chickens, and traveling.

Todd Gordon

Founder, CIO, CNBC Contributor

Todd Gordon is the Co-Founder and Director of Investments at Inside Edge Capital. He lives in Saratoga Springs, NY with wife Tricia, twin boys Jake and Brody, and their youngest Eden Rose.

He spent his youth leading an active lifestyle in upstate NY playing many sports, but excelling in alpine ski racing. His senior year he was one of the top ranked skiers in New York state. Todd’s love for the markets began at an early age. The day he turned 18 he was finally able to open his first E-trade account during the tech bubble of the late 90’s. Reading, studying, and following gurus on the internet he attempted to day trade via an AOL dial-up modem. It didn’t go so well, but he was hooked. Ask his parents about the first phone bill they received (they didn’t realize it was a long distance phone call to be connected to the internet).

Todd began college at St. Lawrence University in far upstate NY where he pursued a degree in economics, competed on their division-I alpine ski racing team, and continued to trade and study the markets. After a while Todd came to two realizations; first he was never going to be competitive at that elite level against future olympians, and second, he knew exactly where his career was headed, he was going to be a trader.

Opting to be financially prudent and reduce student loan burden, Todd transferred away from the expensive private school to the more reasonably priced U at Albany to continue studying economics. Todd will tell you he has not used his economics degree one single day in his 21-year career in the markets (he recommends psychology and history for aspiring traders / investors).

Following college he took his first job as a professional trader in San Diego, CA and eventually made his way back east to Forex.com / Gain Capital on Wall St in New York working as a Sr Technical Analyst and trader for the parent company’s hedge fund. The move was very timely as just a few years into his new role the global financial crisis started in 2007.

Todd made a name for himself on social media and his initial interviews on BNN and CNBC by successfully trading and navigating the extreme market volatility with full transparency and devotion to his readers.

With momentum behind him in 2011 Todd left the corporate world and ventured on his own to start his own research and trading advisory business named TradingAnalysis.com. TradingAnalysis still operates today led by an incredible team he’s built over the last decade that continues to serve active trading clients around the world.

Todd’s dream was to evolve from the education, research, and trading advisory model to a more intimate client-facing model of wealth management. In 2018, recognizing that the RIA / wealth management model was booming and headed online, Todd begged his beautiful wife Tricia to allow him to move the family away from New Jersey back to Saratoga Springs.

Todd has been a CNBC contributor since 2010 and continues to provide actionable, insightful, and light-hearted commentary for CNBC. He is known for blending technical and fundamental analysis to interpret the ever-changing market landscape to produce specific trading and investment ideas for CNBC viewers and his clients. He has appeared on various shows such as CNBC Fast Money Halftime show, Fast Money, Power Lunch, Squawk Alley, Squawk on the Street, Money in Motion, and the CNBC Stock Draft. He’s also appeared on Squawk Box multiple times, and also had the opportunity to sit in for Andrew Ross Sorkin as the host to conduct interviews.

Todd considers himself extremely lucky to have spent the past 2-decades in the financial markets and financial media doing a job he loves very much. He is very excited to enjoy the same success and satisfaction in the next evolution of his career with wealth management in the coming decades.