The (Very) Weird World Of Crypto

Imagine for a moment that you purchased some shares in Tesla. You then went and found an exchange where you could swap some of your Tesla holdings for Twitter (i.e. Tesla/Twitter trading pair). 

You then continued the suspension of your disbelief as you noticed the trading fee was issued in the form of Amazon shares! Well, it’s a good thing you’ve been keeping track of fair values and cost basis in U.S. dollars throughout all this, right… right??? 

And that is just the beginning of the weird and wonderful world of crypto that is unlike anything the financial world has seen before. 

Crypto exchanges can offer many compelling advantages over traditional exchanges such as the Nasdaq or New York Stock Exchange. For example, crypto exchanges are open for trading 24/7 (crypto really never sleeps), generally offer low and simple fee structures, fractional purchasing for small retail investors, and immediate or at least same-day trade settlement. 

Waiting two days for stock to settle once you’ve had a taste of the blazing speed of crypto… well sucks. It sucks real bad. Two business days equates to roughly two weeks in Gen Z interwebs time. It’s a hard sell. 

Of course, there are also many disadvantages when it comes to startup or early-stage crypto exchanges. Thin order books resulting in slippage, weak internal controls, no standardization in ticker symbols across exchanges, and weak reporting functionality to name a few. But don’t let the details get in the way of a great exchange!

Swap, Change & Switch

Swapping one type of crypto for another has been commonplace for a long time in the crypto space. That’s why there is a litany of “crypto swap” exchange providers. ShapeShift, Changelly, and CoinSwitch are some of the most popular ones.

Crypto exchanges in the U.S. in general, have come a long way since the early cowboy “it’s not regulated” days. 

Take Gemini based out of New York City for example. According to their website, they are SOC 1 Type 1 and SOC 2 Type 1 and Type 2 compliant which was performed by Deloitte. The exchange is a fiduciary and subject to the capital reserve requirements, cybersecurity requirements, and banking compliance standards set forth by the New York State Department of Financial Services (NYSDFS). Also, they offer insurance to cover both online “hot” wallet and offline “cold” storage. Gemini made headlines back in 2018 when they announced they have partnered with Nasdaq to leverage its SMARTS Market Surveillance technology to monitor its marketplace. 

One may argue that these steps towards the institutionalization of crypto should (eventually) get us to better tax reporting for crypto users in the U.S.

So, is swapping one crypto for another considered a taxable event?

Taxable Event: The Swap

Nope, you don’t have to cash out to USD fiat currency to trigger a taxable event. In crypto when you exchange one cryptocurrency for another, it will be a taxable event. Swapping one cryptocurrency for another is treated the same way as if you sold for USD and purchased the new crypto with USD.

The challenge for the taxpayer or tax preparer is that many of these exchanges offer very little in the form of reporting. Generally, if you have more than $20,000 in proceeds and 200 transactions during a tax year with a crypto exchange you should receive a 1099-K form. The exchange will also have reported the same to the IRS. The problem is that a 1099-K reports on gross proceeds and not the cost basis and gains and losses derived from your transactions. You know… the actual gains and losses which the IRS requires you to report. 

Some crypto users received a 1099-B which unlike the 1099-K provides taxpayers with information regarding their cost basis (if available) and proceeds from the sale of capital assets. The problem is the “if available” part. It’s no easy task for a crypto exchange to track cost basis and therefore will generally not provide a complete 1099-B as it simply does not track the data.

So you can start to see a picture here of just a sliver of the challenges and complexities of financial reporting in the crypto land.

That is where software solutions like Ledgible Tax come in. On the Ledgible Tax platform, the taxpayer or preparer can connect the various crypto exchanges the taxpayer used during the tax year or even bulk upload the transactions from the exchanges and wallets. From there, Ledgible’s powerful SOC certified software does all the heavy lifting for you so you can have the peace of mind of filing crypto taxes accurately with a complete audit trail as a backup.

For more information on Ledgible Tax and the whole suite of Ledgible products visit Verady.com.



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