Don’t Work with a Crypto CPA Until You Read This Shocking Checklist

20th Aug 2025

Table of Contents

  1. Why Crypto Taxes Are Different

  2. Why Crypto Taxation Requires Specialized Skill

  3. How to Choose the Right Crypto CPA: A Practical Checklist

  4. Mistakes to Avoid When Choosing a CPA

  5. Preparing to Work with a Crypto CPA

  6. Why the Right CPA is Important

  7. Need Help with Your Crypto Taxes?

  8. Ready to Work with a CPA Who Actually Understands Crypto?

Cryptocurrency has opened the door to unprecedented opportunity, new markets, new sources of revenue, and in many cases, significant profits. But with that opportunity comes complexity, especially in the realm of taxes. A knowledgeable Crypto CPA can help you navigate evolving tax laws, ensure compliance, and optimize your financial strategy in this fast-moving digital landscape.

1. Why Crypto Taxes Are Different

Crypto is treated differently from traditional assets. The IRS classifies digital currencies as property, not currency. This means that buying, selling, swapping, earning, or even receiving tokens can create taxable events that must be tracked and reported. And if you’ve been active across multiple exchanges or involved in DeFi, NFTs, or staking? Things can get complicated quickly.

If you're thinking of hiring a CPA to help with your crypto taxes, you're going in the right direction. But not all accountants possess the skill to pull this off. Here's what you need to know and what to look for before acting to keep your assets secure and your compliance intact.

2. Why Crypto Taxation Requires Specialized Skill

Cryptocurrency taxation isn't something anyone can approach with standard software or a generalist accountant. Stocks don't share the same automated 1099s from every exchange, and your record will be divided amongst a range of centralized and decentralized ones.

And taxes go beyond just trading. Taxable events include:

  • Token exchanges
  • Liquidity mining
  • Staking rewards
  • Forks and airdrops
  • NFT sales or purchases

Both types of transactions can be taxed in a different way, and it's easy to misplace or overlook them if you're not current on the regulations. A crypto-specialist CPA will more intuitively understand how to interpret the latest guidance, apply the right tax treatment, and not overpay nor make a costly mistake.

3. How to Choose the Right Crypto CPA: A Practical Checklist

Here is the lowdown on what to expect from a CPA who says they deal with crypto taxes. Take this as a checklist before making your final decision.

1. Actual Experience with Crypto Portfolios

Working with crypto taxes isn't comparable to filing a simple return. Your CPA should possess hands-on experience dealing with:

  • Regularly trading or investing in crypto clients
  • Several exchanges and wallets (centralized and decentralized)
  • NFT and DeFi activity
  • Mining and staking income

Ask them how many crypto clients they've worked with. If they stall or talk in abstract terms, it's worth pushing further. They should be able to describe how they reconcile data, track cost basis, and deal with high-volume transactions without guessing.

2. Current Knowledge of Evolving Regulations

Crypto tax laws change constantly, both at the federal and state levels. Your accountant needs to keep abreast and be able to:

  • Explain current IRS guidance (e.g., taxing of staking rewards)
  • Advise you on how U.S. and non-U.S. tax provisions will affect your holdings
  • Stay ahead of legislative changes impacting crypto reporting

You don't need a tax specialist, but you do need someone who keeps an eye on the space and stays up to date year-round.

3. Care in Reporting

The IRS is paying increased attention to crypto. That means accuracy matters. A correct crypto CPA will:

  • Import and reconcile records from each wallet and exchange you use
  • Track and calculate gains/losses for each transaction, including the proper holding periods
  • Sort transactions properly (e.g., income vs. capital gain)

Discover how they handle your portfolio data. If they only rely on manual spreadsheets, that can be an issue. Get someone who combines automation with a solid review process.

4. Strategic Tax Planning, Not Just Filing

You don't want someone who fills out forms; you want someone who collaborates with you to plan. An excellent crypto CPA will offer insight in terms of:

  • Tax-loss harvesting for reducing capital gains
  • Timing dispositions of assets to achieve long-term versus short-term gains
  • Staking, DeFi, and other passive income: how to handle them
  • Whether or not it is worth setting up an LLC or trust for your portfolio

These strategies can make a real impact on your tax outcome. Having the right advice can enable you to keep significantly more of your profits.

5. Audit Support and Documentation

With increased IRS scrutiny of digital assets, having organized documentation and access to professional support during an audit is more important than ever. A well-versed crypto tax CPA should:

  • Have detailed records of transactions
  • Provide audit assistance, including representation before the IRS
  • Help settle discrepancies or amend prior-year returns if needed
  • Be transparent about what they keep and how they secure it

Even if you're not being audited currently, having good records now will be a huge asset if questions arise in the future.

6. Clear, Transparent Communication and Fair Pricing

Crypto taxes needn't be intimidating. A trustworthy CPA will simplify them by:

  • Explaining tax terminology in clear, plain terms, without specialized jargon
  • Setting turnaround and deliverable expectations
  • Offering flat fee pricing upfront, dependent upon the complexity of your portfolio (not open-ended hourly estimates)
  • Being available to address follow-up questions, even after tax season

You should be encouraged to ask questions and be confident that your CPA is truly working in your best interests.

7. Reputation and Community Trust

It's easier than ever to do a little due diligence.

Research:

  • Online reviews specifically for crypto tax clients
  • Community feedback on crypto-focused forums, Reddit, or Discord
  • Their credentials and whether they've spoken at crypto finance debates or conferences

A reputable professional will have no issue making their experience known and how they do things.

4. Mistakes to Avoid When Choosing a CPA

A couple of boneheaded errors can cause aggravation or worse, IRS problems. Watch out for:

  • Barring all CPAs from being crypto-knowing
  • Hiring tax accountants who employ outdated software or guesswork
  • Forgetting planning is essential (not just filing)
  • Failing to inquire about audit support
  • Waiting until the last minute

Picking the proper CPA is one aspect of portfolio management. A little due diligence in advance saves time, money, and grief later on.

5. Preparing to Work with a Crypto CPA

Before your first meeting, organize your materials. You’ll want to gather:

  • CSV or API data from all wallets and exchanges
  • Records of any staking, mining, or DeFi income
  • Transaction logs for NFTs or other on-chain activity
  • Your most recent tax return
  • Questions about your plans for next year (especially if you’re scaling your investments)

The more you share, the more your CPA can tailor their counsel to your specific case.

6. Why the Right CPA is Important

Taxes are not just about numbers. Your perfect CPA leads you to:

  • Avoid IRS penalties or underreporting issues
  • Optimize tax-savings methods to minimize your bill
  • Make smarter investment decisions, taking taxes into account
  • Get organized, prepared, and confident as your portfolio expands

It's not about compliance alone. It's about peace of mind, cost savings, and planning for the future.

7. Need Help with Your Crypto Taxes?

Whether you're looking for a company with an in-depth understanding of digital asset tax, Onchain Accounting is a business to consider. They're committed to helping crypto investors, from part-time holders to seasoned traders, beat complex portfolios, optimize tax outcomes, and plan for the future.

If you've dipped into DeFi, NFTs, mining, or just holding and trading, Onchain Accounting’s got your back with proper reporting, strategy year-round, and audit protection.

Your crypto investment deserves the expertise, especially with regard to taxation.

8. Ready to Work with a CPA Who Actually Understands Crypto?

If you’ve made it this far, you already know that crypto taxes aren’t something to take lightly or leave in the hands of a generalist. From DeFi and staking to token swaps and NFTs, your financial future depends on working with professionals who know how to handle digital assets the right way.

Onchain Accounting specializes in helping crypto investors simplify reporting, reduce risk, and take full advantage of legal tax strategies. Whether you’re a long-term HODLer, an active trader, or somewhere in between, their team brings clarity to the complexity of crypto tax law.

Visit Onchain Accounting to schedule a free consultation and find out how their crypto-focused CPAs can support your goals.

Get proactive. Get compliant. Get peace of mind.

Don't Hesitate to Invest Now, We Will Give You The Best!

Onchain Accounting stands as your vigilant financial co-pilot, ensuring compliance and peace of mind.

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