MyBookly Insights - Digital Assets

Tokenized equities are coming. The accounting behind them isn't ready.

By Dilan Ropero · September 2026

There is a version of the future most of the financial industry now treats as settled: shares, bonds and funds issued and traded as tokens on a blockchain rather than through the existing settlement system. The institutions are building it. Regulators are starting to write around it. What almost nobody is discussing is the part that arrives afterwards - who keeps the records, who issues the paperwork, and what an ordinary investor is supposed to hand their accountant in February.

That gap is worth taking seriously now, because the cost of leaving it open is paid years later, by the person holding the asset.

This is happening regardless

It is tempting to treat tokenized equities as a fringe product. The numbers suggest otherwise, even at this early stage.

The tokenized real-world asset market, excluding stablecoins, has grown roughly fourfold in about a year and now sits in the tens of billions. Tokenized equities specifically are still small in assets held, a few hundred million, but the trading activity behind that number is not small at all. One platform alone has processed tens of billions in tokenized equity volume, with tens of thousands of on-chain holders.

Regulators are moving too. In September 2026 a pathway opened for tokenized US stock trading, which would require several existing offshore products to restructure if they want to use it. The direction is not really in question anymore. The timing is.

What the traditional system quietly does for you

To see the gap clearly, it helps to notice how much work the existing system does on your behalf without ever mentioning it.

When you hold shares through a broker, that broker is doing all of the following in the background:

  • Tracking your cost base across every purchase, including the ones you made years ago and forgot.
  • Adjusting that base automatically when the company splits its stock, merges, spins off a division or issues rights.
  • Recording every sale with the date and the amount you received.
  • Calculating and withholding tax on dividends, including foreign withholding where it applies.
  • Applying the anti-loss rules so a loss you were not entitled to claim gets flagged rather than quietly claimed.
  • Compressing all of it into one document that arrives in February and can be handed straight to an accountant.

Most investors have never once had to think about any of that. The system is so good at it that its existence is invisible. You buy, you sell, a slip arrives, you are done.

What crypto looks like instead

Anyone who has reconciled a crypto portfolio knows the other extreme.

There is no single custodian, so there is no single record. Activity is spread across exchanges and self-custody wallets. Moving your own coins between your own wallets can look, to software, exactly like selling them. Platforms close and take their transaction history with them. Cost base is something you have to prove rather than something you are handed.

And critically, the obligation to report does not soften just because nobody sent you a document. The paperwork disappeared. The tax did not.

The thing worth sitting with. Tokenized equities sit exactly between these two models. They are securities by nature, so they carry securities complexity. They are tokens by delivery, so they inherit crypto's reporting problems. Nobody has said clearly which side the investor experience will land on.

Five questions nobody has answered yet

1. Which rulebook calculates the gain?

A share and a crypto asset are not always measured the same way. Different rules can apply to how you identify which units you sold, how you average cost across identical holdings, and which anti-loss provisions bite. Those differences are not academic. Applied to the same trade, they produce different taxable amounts.

If a tokenized share is treated as a security, one set of conventions applies. If it is treated as a digital asset, another does. Today an investor buying a tokenized share on a crypto platform has no reliable way of knowing which they are in.

2. Will platforms be required to issue anything, and when?

This is the question with the shortest fuse. Reporting obligations are usually introduced prospectively, which means the years before they arrive are years where no record was generated and nobody was responsible for generating one.

We have seen exactly this play out in crypto. Reporting obligations arrived, but they only reached forward. Everything before that point stayed a reconstruction problem, and the people carrying that problem are the holders, not the platforms.

Every year this stays unanswered for tokenized equities is another year of history somebody will eventually have to rebuild by hand.

3. If no slip arrives, who does the work?

The answer is the individual, and that is a significant shift in expectations.

Someone who has held shares through a broker for twenty years has never had to track their own cost base, never had to record a stock split, never had to compute foreign withholding. They have never needed to, because someone else did it and sent them the summary.

Move that same person onto a tokenized platform and the work does not disappear. It transfers to them, usually without anyone telling them it has.

4. What exactly is a dividend now?

This is the question I find most interesting, and the one with the least attention on it.

If you hold a tokenized share and a payment arrives in your wallet, what is it?

In the traditional world the answer is settled. It is a dividend, it may carry withholding, and in some countries it attracts specific treatment designed for dividends. The slip tells you which.

On-chain, the mechanics look different. A payment arriving in a wallet at intervals resembles, operationally, the way staking rewards arrive. That resemblance is superficial, but tax treatment often follows substance, and substance here is genuinely unclear.

And there is a complication underneath it. Many current tokenized equity products give the holder price exposure without making them a shareholder in the underlying company. If you are not a shareholder, then what reaches you when the company pays a dividend may not be a dividend in your hands at all. It may be a contractual payment from an issuer, which is a different thing with different consequences.

Nobody is sending a slip that resolves this.

5. What happens when the company does something?

Corporate actions are the unglamorous part of this that will cause real problems.

Companies split their stock, merge, spin off divisions, consolidate shares and issue rights. In the existing system your broker absorbs every one of these events and silently adjusts your position and your cost base. You find out because the number in your account changed.

On-chain, it is not obvious who performs that function, how the adjustment is communicated, or how an investor holding the token in self-custody learns that their cost base should have changed two years ago.

The early signal, for what it is worth

Where rules have started to be written, the direction so far has been to push tokenized securities onto the digital asset reporting track rather than the securities one, while requiring securities data to travel with them.

If that pattern holds internationally, the practical answer to this whole article is that tokenized equity investors should expect an experience closer to crypto accounting than to the clean February slip. Incomplete information, gaps where assets move between platforms and wallets, and a meaningful share of the work sitting with the holder.

That is the assumption very few investors are currently making.

What this means if you hold these assets

Nothing here is a reason to avoid tokenized products. It is a reason to hold them with your eyes open.

  • Assume no slip is coming. Build the record as though nobody else is keeping one, because at the moment nobody reliably is.
  • Record the purchase properly. What you bought, the date, what you paid in your own currency, and on which platform. This is the number everything downstream depends on.
  • Treat every payment you receive as a question, not an answer. Note what arrived, when, what it was worth, and what the product documentation says it actually is.
  • Label your wallets. Moving your own token between your own wallets should not look like a sale, and it will unless you can show otherwise.
  • Keep the product documentation. Whether you own the underlying share or merely its price is the single fact that decides how the payments are characterised.

What this means for the profession

There is a fair question about whether tokenization makes crypto accounting obsolete or makes it more relevant. My honest read is the latter, at least for the next several years.

A tokenized security inherits crypto's operational problems: self-custody, transfers that look like sales, activity spread across venues, unreliable records. Then it adds the securities layer on top: corporate actions, withholding, dividend characterisation and anti-loss rules.

Handling one half is not sufficient. A traditional practitioner can read a corporate action but cannot trace a chain. A crypto-native practitioner can trace the chain but has not had to think about withholding on a foreign dividend. The work sits in the overlap, and the overlap is currently thin.

The honest counterweight is that this is a transition problem. If tokenized markets eventually settle onto regulated venues with complete reporting, much of this reconstruction work disappears, exactly as it did in traditional markets a generation ago. But that is years away, and the intervening period is where the difficulty, and the demand, will sit.

The question worth arguing about

So here is where it lands.

If tokenized equities become mainstream over the next few years, one of two things happens. Either crypto accounting absorbs the stock market, and millions of ordinary investors inherit a reconciliation burden they have never had to carry. Or the stock market's reporting infrastructure gets rebuilt on-chain, and the February slip returns in a new form.

Both are plausible. Only one of them is comfortable. And the industry is building the market before deciding which one it is aiming at.

Holding tokenized or digital assets?

If your records live across exchanges and wallets and no slip is arriving to tie them together, that gap is fixable - and much cheaper to fix now than at filing time.

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Dilan Ropero
Head of Crypto Accounting and Senior Accountant at MyBookly Accounting. He works with investors and businesses on digital asset reporting, reconciliation, and tax strategy.
About this content. This is general information, not tax or legal advice for your specific situation. Tokenized securities are an emerging area and guidance remains limited. Where specific rules have been proposed or enacted, they continue to develop and vary by country.