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The $22,000 Stock Pick That Became $1 Million - And the Tax Trap Hiding Inside It 

A huge investment gain has turned into a difficult decision as the family weighs taxes against the risks of holding a single stock.

An 84-year-old investor turned a $22,000 purchase of one company's shares into a position worth about $1 million. Now, his family must decide whether to sell and pay an estimated $150,000 in capital gains taxes or hold the stock and potentially avoid most of that bill through current U.S. tax rules.

The case was discussed on Ramsey's Everyday Millionaires after Seth, 52, from Boca Raton, called in for advice about his father's estate.

Key Details

The father, who is in memory care with Alzheimer's dementia, bought 1,000 shares at $22 each. Today, those shares trade for more than $1,000 each. His estate also includes an IRA worth $800,000 to $900,000 and two Morgan Stanley accounts, bringing the total estate to just under $5 million.

If the stock is sold now, the family estimates a capital gains tax bill of around $150,000. If the shares are held until the father's death, the heirs could benefit from a step-up in basis, which resets the shares' cost basis to their market value at that time. That could eliminate most or all of the taxable gain.

To reduce risk without giving up the entire tax benefit, Seth suggested selling only 20% to 25% of the holding. That would likely create a tax bill of about $30,000 to $40,000 while leaving most of the shares eligible for the step-up in basis.

Why It Matters

For investors with large gains in a single stock, balancing tax planning and portfolio risk can make a significant difference. A partial sale may help reduce exposure while limiting the immediate tax impact.

The family's decision highlights a common challenge for long-term investors: protecting years of gains while managing taxes and concentration risk. Financial and tax professionals can help evaluate the best approach based on each family's circumstances.

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Source: Yahoo Finance

Time: 2:00 PM EEST


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Tradequomarkets Financial Services L.L.C is a registered, authorised and regulated company by the Securities and Commodities Authority (SCA) of the United Arab Emirates, with License No. 20200000320 Category 5, to carry out regulated activities of Financial Consultations and Introduction. Its registered office is located at Business Tower, Main Business Village 114499 Dubai, UAE.

Tradequomarkets LTD (2023/C0024). Located at #8 Jepson Lane, St. George, Goodwill, Commonwealth of Dominica

Trade Quo Global Ltd, a securities dealer firm that is authorized and regulated by the Seychelles Financial Services Authority (FSA) with license number SD140.

Tradequo (PTY) Ltd is licensed in South Africa by the Financial Sector Conduct Authority with FSP license number 54827. The registered office: 33rd Floor – 34 Whiteley Road, 2196, Johannesburg, South Africa.

Quo Markets LLC, registered with Financial Services Authority FSA: 3171 LLC 2024. Registered address: Suite 305, Griffith Corporate Centre, Beachmont, Kingstown, SVG.

Tqbg Ltd, registered in Cyprus with registration number HE438084, registered address Archiespiskopou Makariou III 160 1st floor, 3026, Limassol, Cyprus. Is apointed payment agent, and does not engage in any regulated activities.

Risk Warning: CFDs are complex instruments and come with a high risk of losing money rapidly due to leverage. 72.6% of retail investor accounts lose money when trading CFDs with this provider. You should consider whether you understand how CFDs work and whether you can afford to take the high risk of losing your money.

Regional Restrictions: This website including the information and materials contained in it, is not directed at, or intended for distribution to or use by, any person or entity who is a citizen or resident of the following countries: USA, Israel, Iran, Iraq, Russia, Afghanistan, Cuba, Cyprus, Eritrea, Liberia, Libya, Somalia and Syria or any jurisdiction where such distribution, publication, availability or use would be contrary to applicable law or regulation.

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© 2026 Trade Quo. All rights reserved.

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Tradequomarkets Financial Services L.L.C is a registered, authorised and regulated company by the Securities and Commodities Authority (SCA) of the United Arab Emirates, with License No. 20200000320 Category 5, to carry out regulated activities of Financial Consultations and Introduction. Its registered office is located at Business Tower, Main Business Village 114499 Dubai, UAE.

Tradequomarkets LTD (2023/C0024). Located at #8 Jepson Lane, St. George, Goodwill, Commonwealth of Dominica

Trade Quo Global Ltd, a securities dealer firm that is authorized and regulated by the Seychelles Financial Services Authority (FSA) with license number SD140.

Tradequo (PTY) Ltd is licensed in South Africa by the Financial Sector Conduct Authority with FSP license number 54827. The registered office: 33rd Floor – 34 Whiteley Road, 2196, Johannesburg, South Africa.

Quo Markets LLC, registered with Financial Services Authority FSA: 3171 LLC 2024. Registered address: Suite 305, Griffith Corporate Centre, Beachmont, Kingstown, SVG.

Tqbg Ltd, registered in Cyprus with registration number HE438084, registered address Archiespiskopou Makariou III 160 1st floor, 3026, Limassol, Cyprus. Is apointed payment agent, and does not engage in any regulated activities.

Risk Warning: CFDs are complex instruments and come with a high risk of losing money rapidly due to leverage. 72.6% of retail investor accounts lose money when trading CFDs with this provider. You should consider whether you understand how CFDs work and whether you can afford to take the high risk of losing your money.

Regional Restrictions: This website including the information and materials contained in it, is not directed at, or intended for distribution to or use by, any person or entity who is a citizen or resident of the following countries: USA, Israel, Iran, Iraq, Russia, Afghanistan, Cuba, Cyprus, Eritrea, Liberia, Libya, Somalia and Syria or any jurisdiction where such distribution, publication, availability or use would be contrary to applicable law or regulation.

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