FREELANCERS UNION BLOG

  • Taxes

What Freelancers Need to Know About the New Crypto Tax Bills

If you're a freelancer who accepts cryptocurrency as payment, pays for business expenses with digital assets, or simply invests in crypto on the side, two newly proposed federal bills could significantly change how you handle your taxes. Here's a plain-English breakdown of what's being proposed — and what it might mean for you.

The Big Picture

Congress is taking another serious run at modernizing how the IRS treats digital assets. Two bills are now on the table:

  1. The Virtual Currency Tax Fairness Act (S. 4171) — focused on providing relief for small, everyday crypto transactions
  2. The Digital Asset PARITY Act — a sweeping overhaul that touches everything from stablecoins to wash sales to staking income

Neither bill has been signed into law, but both reflect a growing bipartisan push to stop treating crypto as a special case and fold it more firmly into the existing tax system. That's good news in some ways — and a wake-up call in others.

The Small Transaction Exemption: Finally Some Relief?

Under current law, every single crypto transaction — yes, even using $15 of Bitcoin to buy a cup of coffee — is technically a taxable event. You're required to calculate and report any gain or loss, no matter how trivial. For freelancers who might accept small crypto payments or use digital assets for everyday purchases, this has been an administrative headache.

The Virtual Currency Tax Fairness Act proposes a fix: a de minimis exclusion that would exempt small transactions from gross income, starting January 1, 2027. To qualify, both of the following must be true:

  • The total value of the transaction is $200 or less
  • The gain or loss on that transaction is $200 or less

If either threshold is exceeded, the whole transaction becomes taxable — no partial exclusions.

What this means for freelancers: If you occasionally use crypto to pay for software subscriptions, co-working space, or other small business expenses, this could save you from tracking dozens of micro-transactions. However, the $200 cap is fairly modest, and there's an important catch: the bill includes an aggregation rule that groups related transactions together. You can't split a $500 transaction into three smaller payments to game the threshold.

Also worth noting: this exclusion is designed for personal-use transactions. It would not apply to investment property or business property. So if you're holding crypto as an investment or accepting it as business income, those transactions remain fully taxable as they are today.

The PARITY Act: Bigger Changes, More Complexity

The Digital Asset PARITY Act is far more ambitious. Here's what freelancers and self-employed taxpayers should pay attention to:

Stablecoins Get Treated More Like Cash

If you receive payment in a regulated payment stablecoin (think USDC or similar), the bill would generally provide nonrecognition of gain or loss on dispositions — meaning you wouldn't owe tax simply from converting or transferring the stablecoin, as long as your cost basis stays close to its $1 redemption value. This is a significant shift. Right now, even stablecoin transactions can technically trigger gain or loss. The proposed treatment would make stablecoins function more like the near-cash instruments they're designed to be.

Wash Sale Rules Are Coming for Crypto

Here's one that could affect freelancers who actively trade crypto: the proposal would expand wash sale rules to digital assets. Currently, wash sale rules only apply to securities — stocks and bonds. That means you can sell crypto at a loss, immediately buy it back, and still claim the tax loss. That loophole would close under this bill.

If enacted, you would no longer be able to claim a capital loss if you buy back a "substantially identical" digital asset within 30 days before or after the sale. This brings crypto in line with how stocks are treated and could meaningfully affect year-end tax-loss harvesting strategies.

Staking Income: You'll Owe Tax on Receipt

The PARITY Act would codify that digital assets received through passive staking are included in gross income at fair market value when received, with a corresponding basis increase. There is an election available to defer this income and capitalize the related costs — which might be attractive for some taxpayers — but the default position is taxable on receipt.

If you run a node or participate in staking as a passive validator, this is directly relevant. On the upside, the bill clarifies that passive staking does not constitute a trade or business, which means it wouldn't trigger self-employment tax on its own.

Mark-to-Market Election for Active Traders

For freelancers who also trade crypto actively, the bill would allow dealers and active traders to elect mark-to-market accounting — the same framework already available to securities and commodities traders. Under this election, you'd report gains and losses based on year-end fair market value, not just when you sell. For high-volume traders, this can simplify recordkeeping and allow ordinary loss treatment.

Charitable Contributions Get Tighter Rules

Thinking about donating appreciated crypto to charity? The bill would impose stricter valuation and substantiation requirements, especially for assets that aren't actively traded. In some cases, deductions could be limited to the actual proceeds when the charity sells the asset. If charitable giving is part of your tax strategy, plan accordingly.

What You Should Do Now

These bills haven't passed yet, and their final form — if they ever become law — could look very different. But here's how to stay ahead of things:

  1. Get your records in order. Whether or not these bills pass, the IRS continues to ramp up enforcement around digital assets. Good recordkeeping — tracking cost basis, transaction dates, and fair market values — is non-negotiable.
  2. Review your staking and lending activity. If you're earning rewards from staking or participating in DeFi lending, understand that income treatment is increasingly in the regulatory crosshairs. Talk to your tax advisor now, not at filing time.
  3. Reconsider year-end crypto tax-loss harvesting. If wash sale rules eventually apply to digital assets, the window to freely harvest losses may close. This could change how and when you plan your trades.
  4. Watch the legislative calendar. Keep an eye on whether these provisions get folded into broader tax legislation. When and if Treasury issues guidance, that will clarify a lot.
  5. Talk to a CPA who knows crypto. The interplay between these new rules and existing IRS reporting requirements is genuinely complex. A qualified tax professional can help you understand how the proposals apply to your specific situation — as a freelancer, a business owner, or an investor.

The Bottom Line

The era of treating crypto as a tax wild west is winding down. Congress is clearly moving toward integrating digital assets into the mainstream tax system — with more rules, more reporting, and more scrutiny. The good news is that clearer rules can also mean clearer planning opportunities. Stay informed, stay organized, and don't wait until April to sort through your digital asset activity.

Jonathan Medows Jonathan Medows is a NYC-based CPA who specializes in taxes for consultants across the country. His website has a resource section with how-to articles and information for freelancers.

View Website