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Navigating taxes for crypto investments on behalf of family

Navigating Taxes on Crypto Investments | Tax Dilemmas in Family Arrangements

By

Santiago Torres

May 22, 2025, 01:54 PM

3 minutes estimated to read

A family sitting around a table with laptops and papers, discussing cryptocurrency tax options together.

A unique tax scenario is unfolding as a family member grapples with managing crypto investments on behalf of relatives. With upcoming sales on the horizon, individuals seek to ensure compliance with IRS regulations while determining the best method to distribute assets.

Background of the Situation

An individual in the U.S. has invested in cryptocurrencies for older family members who lacked the tech-savviness to manage their own assets. Funds were sent in cash, and the crypto was held in a single wallet under the investor's name.

Until now, the family has not sold any crypto, but interest in cashing out has prompted discussions of the best course of action. Detailed records have been kept about initial contributions and cost bases for each family member.

Exploring Options: What’s on the Table?

In seeking advice from financial experts and forums, several strategies emerged:

  1. Gift the Crypto: Transferring crypto to new wallets for each member as a gift. This approach avoids capital gains taxes during the transfer, but recipients will need to document costs accurately.

  2. Sell & Gift Cash: The individual could sell the crypto, pay the taxes, and then distribute the cash. While straightforward, this option might force sales that could be premature.

  3. Nominee Approach: Selling the crypto on behalf of each family member and treating the investor as a nominee. This could streamline tax reports but raises questions about legality and structure.

  4. Over-the-Counter Sale: Selling crypto directly to family at fair market value, while covering capital gains taxes. However, cash availability might be a hurdle for some family members.

Community Insights

In responding to the situation, community comments highlighted a few critical points:

  • Tax Burden: "With no formal arrangement, this crypto is legally yours in the eyes of the IRS and the tax burden is yours," noted one participant, emphasizing the need for clarity in tax responsibilities.

  • Recommended Approaches: Many suggest options 1 and 2 as the most straightforward methods to handle the impending transactions.

  • Professional Guidance: Users are urging the family member to consult with a CPA knowledgeable in crypto, with one commenter stating, "You should probably speak to your CPA, assuming they know crypto."

Mixed Sentiments emerge

Most responses reflect a neutral to slightly positive outlook on the options, with many emphasizing the importance of understanding each method's implications. However, legal complexities linger.

Key Points to Consider

  • πŸ’‘ Choose gifting or clean cash sales to simplify tax processes.

  • πŸ“ˆ Cryptocurrency remains under the original owner's tax burden until formally transferred.

  • πŸ—¨οΈ "This is a situation filled with potential pitfallsβ€”get some good advice!"

As this story develops, the family's next steps will be crucial for ensuring both compliance and fairness among members. It remains to be seen how this unique situation will unfold in the face of current IRS regulations.

What Lies Ahead for the Family's Crypto Dilemma

There’s a strong chance that the family will lean towards the gifting method, as it streamlined the process and bypasses immediate capital gains taxes. Experts estimate around a 60% likelihood for this path, particularly due to its simplicity and the relatively low chances of tax complications following proper record-keeping. Another probable scenario involves the family consulting a CPA who specializes in crypto within the next few weeks, increasing confidence in whatever action they choose, which could lead to clearer strategies and adherence to IRS rules. The family’s proactive approach in seeking advice may help them avoid costly mistakes as they move forward with their investments, potentially lessening legal complexities in the process.

A Historical Echo of Familial Financial Foresight

In the late 1990s, a group of family members banded together to invest in tech stocks, pooling resources to maximize returns while navigating a complex market. Many of these families faced similar tax dilemmas, which often resulted in disputes over asset ownership and returns. What began as a cooperative endeavor soon became a cautionary tale of financial mismanagement as legal tangles emerged. Much like the current crypto scenario, their struggle to clarify ownership and tax duties illustrates that without transparency, even the best intentions can lead to unexpected pitfalls, reminding us that clarity is vital in any financial arrangement.