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The Investors Guide To Navigating Impermanent Loss

(DINARIAN NOTE: This is an important one to know)

Impermanent loss is the opportunity cost a liquidity provider faces when the net price difference between assets changes from the time they were first deposited. It is considered impermanent because liquidity providers can recover their loss if the token pair returns to the initial exchange rate. — Amberdata

Investors often claim that you can’t see the full damage of impermanent loss until funds are withdrawn. According to the experts at Amberdata though, this isn’t the case. All data is open and measurable. Anyone can provide an estimate. The real challenge is finding a precise calculation and in analyzing the risk of impermanent loss versus the reward of transaction fees.

The complexity of data sources makes this analysis difficult to account for all investment strategies. But a review of the basics can provide the tools necessary for such a report.

We sat down with Amberdata, a leader in cryptoeconomic data, to better understand impermanent loss (IL) and how to navigate it. This guide will offer context to IL by explaining the technology behind automated market maker (AMM) liquidity pools. It will explain why it happens and why it is difficult to assess. And it will detail the data resources needed to detect clues before loss occurs.

What is impermanent loss?

Impermanent loss happens when the price of a token changes relative to its pair, between the time you deposit it in a liquidity pool and when you withdraw it.

Think of it as primarily an unrealized opportunity cost. It’s not a real loss, because the loss is measured against the value your investment would have been if the tokens were held outside of the liquidity pool. And it’s unrealized because token pairs can return to the same ratio before liquidity is withdrawn.

Where does it occur?

Impermanent loss can occur in any decentralized exchange (DEX) that uses liquidity providers to fund pools segregated by trading pairs. But before we explain the mathematical phenomenon of the loss, we need to explain the purpose behind this new type of exchange and how it works.

⚈Decentralized Exchanges

The purpose

DEXs were created for people to swap different tokens without a trusted third party. Unlike a centralized exchange (CEX), assets remain in your wallet and the exchange never has custody of them. They use two blockchain-based innovations to maintain decentralization: automated market maker algorithms and liquidity pools.

Automated Market Maker Algorithms
An automated market maker algorithm is what sets the exchange rates for specific asset pairs within a DEX.

The traditional CEXs facilitate trades through an order book. Exchange rates are set when buyers create demand and sellers offer supply. The order book matches the price a buyer is willing to pay with the price a seller is willing to accept.

In contrast to setting prices to match buy and sell orders, AMM algorithms are programmed to automatically adjust exchange rates to keep the supply of paired tokens balanced within a pool.

Liquidity Pools

Liquidity pools are smart contract enforced deposits of two tokens needed to enable swaps on a DEX. These pairs are usually set at a 50/50 ratio (but there are also uneven liquidity pools).

How they work

Imagine that you are a brand new exchange looking to open a single pool for BTC and ETH. Before anyone is able to swap BTC for ETH or vice versa, you need to attract liquidity providers to the pool.

The liquidity provider

Exchanges do this by first charging a fee for every swap and then sharing those fees as rewards with all liquidity providers in the pool. For example, if you provide 1% of the liquidity in a pool, you’ll receive 1% of the fees for that pool. Understanding the fee structure is critical to assessing the risk vs reward of adding liquidity. Because ultimately, the rewards from fees could more than offset the risk of impermanent loss.

In the ETH/BTC pool, a liquidity provider would need to include both tokens in their deposit. Most exchanges require a 1:1 ratio. So if a liquidity provider deposited 2 BTC and 1 BTC = 5 ETH, then you would need to match your BTC with 10 ETH. Once funds are deposited, you are given LP tokens as a representation of your percentage of the combined value of both tokens in the pool. LP tokens earn rewards from transaction fees and can be used to farm yield outside of the protocol.

The trader

Now that you have attracted enough liquidity providers, traders can start swapping tokens. But unlike CEXs, traders can’t toggle between their preferred token or currency in a single pool. Instead, they are required to swap one token for the other. So everytime BTC is withdrawn, the equivalent in exchange rate value is added in ETH — and vice versa.

How AMMs price tokens and balance the pool

At a pool’s onset, AMMs use market rates to set prices and an equal balance in value between the supply of both tokens. So if 1 BTC = 5 ETH, total supply in the pool will reflect that ratio. As users swap tokens, the AMM automatically adjusts prices in order to keep a balanced ratio.

For example, say that there was initially 100 BTC and 500 ETH in the pool. The current price of BTC would therefore be 5 ETH. If you were to take 1 BTC for 5 ETH, the total supply would be 99 BTC and 505 ETH. This would change the price of BTC from 5 ETH to about 5.1 ETH.

But say market-wide, the price of BTC is still 5 ETH. Arbitrage traders would then take that opportunity to buy BTC at a discount and sell it for ETH in the liquidity pool. This arbitrage would continue until the price falls back to market rates.

What causes impermanent loss?
Unequal price changes
The ultimate cause of impermanent loss is unequal price changes. Though, it is important to remember that your return is calculated after collecting fees. So even if unequal price fluctuations change the ratio of tokens in a pool, it may not be considered a complete loss if rewards make up the difference.

For example, let’s say an ETH/BTC pool is programmed to keep the value of both baskets set at a 1:1 ratio. Meaning, the value of all BTC should be the same as all ETH. At the time of your deposit, 1 BTC equals 10 ETH across most other exchanges, so you deposit 4 BTC and 40 ETH.

At the time of depositing the tokens, the size of the pool was 20 BTC and 200 ETH, so your total share of liquidity is 20%.

A month later, ETH doubled in value while BTC’s price stayed the same. But the value of both token baskets in the pool don’t yet reflect the ETH market-wide price of .2 BTC. So arbitrage traders rush in to buy ETH at the discount until the pool ratio and token prices match the market rate.

So once the pool supply reaches 20 BTC and 100 ETH, your 20% deposit will be worth 4 BTC and 20 ETH. That is a 20 ETH price difference from the initial 40 ETH deposit, resulting in an impermanent loss of 20 ETH. But it just so happened that transaction fees were extraordinarily high, providing an additional 10 ETH to your share of the pool. In this case, the loss on your return would only be 10 ETH at market value. It is impermanent because the supply of tokens in the pool can return to a 1 BTC to 10 ETH ratio in the future. The loss becomes permanent once funds are withdrawn from the pool. But if a liquidity provider gains enough exposure, rewards from transaction fees can potentially make up for the impermanent loss.

Is impermanent loss actually difficult to spot?
The reason many find it difficult to spot impermanent loss isn’t because it is an inherent mystery – it is a calculable math problem. The team at Amberdata explained that due to its complexity, most resources only provide estimates.

Say that you use your LP tokens in a yield farming endeavor that generates rewards on another protocol. Estimates on the exchange can’t account for those rewards. So even if it is showing impermanent loss, it could be that your yield farming endeavor makes back the loss.

A full assessment requires multiple data points, but if you have a clear view of what’s needed, that calculation can be precise and provide actionable investing data.

Plus, IL is different for everyone because portfolios have a different mix of tokens pairs. People also don’t deposit and withdraw at the same times or prices.

To calculate PnL for a liquidity position, you need data on:

⚈Each token’s price at deposit
⚈The amount of each token deposited
⚈Date of deposit
⚈Rate of reward for the liquidity pool
⚈Estimated price of each token at withdrawal
⚈Date of withdrawal
⚈LP token yield farming strategies

Because there are so many variables in calculating the difference between projected gains from holding tokens versus LP fees, many struggle to make a useful conclusion about whether to enter or exit a liquidity pool.

As an added complication, the risk and reward is different for every token pair depending on each one’s volatility. The more diverse the portfolio, the more difficult this becomes.

How to calculate impermanent loss

There are detailed mathematical explanations for how to calculate IL, but in brief, a formula can be used. IL increases the more an asset’s price changes relative to its pair. This is plotted on a graph.

In this very simplified example, you can see that IL happens whether prices go up or down. But the loss is much greater as a token’s price goes down. This causes many liquidity providers to look for token pairs that are likely to appreciate at a similar rate over time.

Can you avoid impermanent loss?

Since impermanent loss is triggered by unequal prices changes, the best way to avoid it is by avoiding volatile token pairs. But Amberdata stresses that there are always a wide array of investment choices in a cost-benefit analysis. For example, simply avoiding IL may not make sense when you measure a pool’s IL costs vs transaction fee rewards. The most informed decision evaluates the potential return in relation to other pools and opportunities. This comprehensive approach helps the liquidity provider find alpha.

In our conversation, Amberdata said that they offer their clients comprehensive insights across decentralized finance, and can quantify historical performance in context to other liquidity pools and investment strategies. They provide the data needed for a full risk/reward assessment that ultimately informs liquidity providers in their search for alpha.

One of the most useful tools for providing liquidity is Amberdata’s impermanent loss endpoint. With it, liquidity providers can get the exact data needed to evaluate IL risk for token pairs in specific liquidity pools on different DEXs.

Why comprehensive data is important

Amberdata said that their endpoint tools don’t take shortcuts when it comes to calculating impermanent loss. Their application collects liquidity pool data from across exchanges and tracks activity to get accurate, customized calculations.

For example, many IL calculations do not account for the mints and burns that a liquidity provider may make in a single day. Minting refers to the LP tokens that are created when funds are deposited. Those tokens are then burned when funds are withdrawn. Liquidity providers will often try to time minting and burning to avoid volatile price swings in a pool. If their IL estimate is only a 24 hour snapshot of what impermanent loss would be from the start to the close of the day, then they will not be able to measure the impact of their liquidity positions. Amberdata takes those intraday mints and burns into consideration when calculating IL.

While the precision of an IL calculation is critical, it doesn’t provide the full story. Even if a liquidity provider is able to avoid IL through savvy burning and minting practices, it doesn’t mean that they maximized return.

Effective back-testing of liquidity provider strategies requires comprehensive data points that detail the potential transaction fee rewards when an LP is in and out of a position. Amberdata said that they built their services so that liquidity providers could use this comprehensive approach to put their best strategies forward.

https://blockworks.co/the-investors-guide-to-navigating-impermanent-loss/

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Inside The Deal That Made Polymarket’s Founder One Of The Youngest Billionaires On Earth🌍

One year ago, the FBI raided Polymarket founder Shayne Coplan’s apartment. Now, the college dropout is a billionaire at age 27.

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At the same time, Coplan announced investments from other billionaires including Figma’s Dylan Field, Zynga’s Mark Pincus, Uber’s Travis Kalanick and hedge fund manager Glenn Dubin. A longtime Red Hot Chili Peppers fan, Coplan even convinced lead singer Anthony Kiedis to invest after a mutual acquaintance brought the musician to Coplan’s apartment one day. “He's buzzing my door, and I’m like, ‘holy shit,'” Coplan recalls, his bright blue eyes widening. “I love their music. A lot of the inspiration [for my work] comes from the music that I listen to.”

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The budding billionaire has long been fascinated by markets and tech. When he was just 14, Coplan emailed the regional Securities and Exchange Commission office to ask how to create new marketplaces. “I did not get a response, but it’s a really funny email,” he says, grinning playfully as he thinks of his younger self. “It just shows that this stuff takes over a decade of percolating in your mind.”

Two years later, Coplan showed up at the offices of internet startup Genius uninvited after multiple emails of his asking for an internship went ignored. At age 16—at least a decade younger than anyone in that office—he secured his first job after making a memorable impression with his “wild curls” and “encyclopedic knowledge of billionaire tech entrepreneurs.” “If he chooses to become a tech entrepreneur, which seems likely, I have no doubt that we’ll be seeing his name again in the press before long,” Chris Glazek, his manager at the time, wrote in Coplan’s college recommendation letter.

Coplan went on to study computer science at NYU, but dropped out in 2017 to work on various crypto projects that never took off. In 2020, he founded Polymarket to create a solution to the “rampant misinformation” he saw in the world: The company’s first market allowed users to bet on when New York City would reopen amid the pandemic. He soon expanded into elections and pop culture happenings, among other events.

But it didn’t take long for the company to butt heads with regulators. In January 2022, Polymarket paid a $1.4 million fine to the Commodity Futures Trading Commission for offering unregistered markets. It was also ordered to block all U.S. users, but activity on Polymarket skyrocketed particularly during the 2024 U.S. presidential election, with bets totaling $3.6 billion. A week after the election, the FBI raided Coplan's apartment and seized his devices as part of an investigation into a possible violation of this agreement. Shortly after, Coplan posted on his X account that he saw the raid as “a last-ditch effort” from the Biden administration “to go after companies they deem to be associated with political opponents.”

In July, the Department of Justice and CFTC dropped the investigations—after which Sprecher reached out to Coplan for dinner—and less than a week later, Polymarket announced it had acquired CFTC-licensed derivatives exchange QCX to prepare for a compliant U.S. launch. QCX applied to be a federally-registered exchange in 2022—an application that was left dormant for three years before receiving approval less than two weeks before the acquisition was announced. When asked about the timing of the deal, Coplan points to CFTC acting chairwoman Caroline Pham, who President Trump tapped to lead the agency in January. “Caroline deserves a lot of credit for getting every single license that had been paused for no reason approved, as acting chairwoman in less than a year,” he says. Coplan had realized an acquisition might be the only way for Polymarket to legally operate in the U.S. as early as 2021 due to the lengthy federal approval process, a source familiar with the deal told Forbes.

Just two months after the acquisition and days after Donald Trump Jr. joined Polymarket’s advisory board, the company received federal approval to launch in the U.S. (Trump Jr. has also served as a strategic advisor to Polymarket’s main competitor Kalshi since January.)

Polymarket’s rapid rise has drawn critics. Dennis Kelleher, co-founder and CEO of Washington-based financial advocacy group Better Markets, told Forbes in an email that the current administration’s deregulation around prediction markets has unlocked a regulatory “loophole” to enable “unregulated gambling” under the CFTC, “which has zero expertise, capacity or resources to regulate and police these markets.” Kelleher added that with backing from the Trump family “who are directly trying to profit on this new gambling den… the massive deregulation and crypto hysteria will almost certainly end badly for the American people.”

Investors and businesses are scrambling to seize the moment of deregulation. “We had opportunities to invest in events markets earlier, but there was a lot of risk,” Sprecher says, listing the regulatory changes in favor of crypto and prediction markets under the current administration. “This was the moment to invest if we wanted to still be early in the space.”

In the last few months, Trump’s Truth Social and sportsbook FanDuel, as well as cryptocurrency exchanges Crypto.com, Coinbase and Gemini all announced their own plans to offer prediction markets. Robinhood CEO Vlad Tenev said prediction markets, which were integrated into its platform in March, were helping drive record activity for the retail brokerage in its third quarter earnings call.

“People are starting to realize right now that the opportunities are endless,” says Dubin, the billionaire hedge fund veteran who invested in Polymarket earlier this year. He points to sports betting companies, which have been regulated by states as gambling activity and taxed accordingly. States like New York can tax up to 51% of sportsbooks’ revenue, but federally-regulated prediction markets can bypass state laws, avoiding taxes and operating in all 50 states. With the realization that prediction markets could upend the sports betting industry—which brought in $13.7 billion in revenue in 2024—businesses are quickly jumping on board despite pushback from state gambling regulators. In October, both Polymarket and Kalshi secured partnerships with sportsbook PrizePicks and the National Hockey League, and Polymarket announced exclusive partnerships with sportsbook DraftKings and the Ultimate Fighting Championship.

The disruption won’t be limited to sports betting. Alongside its investment, Intercontinental’s tens of thousands of institutional clients including large hedge funds and over 750 third-party providers of data will soon have access to Polymarket data, as it gets integrated into Intercontinental’s products such as indices to better inform investment decisions. It also hopes to work with Polymarket to work on initiatives around tokenization—or converting financial assets into digital tokens on blockchain technology—to allow traders on Intercontinental’s exchanges to trade more flexibly at all hours of the day, Sprecher says. What’s more, in November, Google Finance announced it would integrate Polymarket and Kalshi data into its search results, while Yahoo Finance also announced an exclusive partnership with Polymarket.

Despite flashy investors, partnerships and a record $2.4 billion of trading volume in November, Polymarket has yet to launch in the U.S. or turn a profit. Coplan and his investors have hinted at ways the company could make money one day—selling its data, charging fees to users, launching a cryptocurrency token (similar to Ethereum or Bitcoin)—but decline to confirm any specifics. For now, the only thing that’s certain is the bet Coplan is making on himself. “Going for it and having it not pan out is an infinitely better outcome than living your life as a what if,” he says.

Standing across from the New York Stock Exchange building, Coplan tilts his head up as he watches a massive banner with Polymarket’s logo get hoisted onto the exterior of the building. It’s been five years since founding. One year since the FBI raid. He’s taking it all in. “Against all odds,” the bright blue banner reads, rippling in the wind alongside three American flags protruding from the building.

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Epstein-Linked Emails Expose Funding Ties to Bitcoin Core Development — Here Is What the Documents Reveal
  • Newly released emails show Jeffrey Epstein helped fund MIT’s Digital Currency Initiative, which supported Bitcoin Core development.
  • The documents also confirm that Leon Black donated to MIT’s Media Lab through Epstein-directed channels.
  • The revelations reshape part of Bitcoin’s early institutional funding history and highlight long-hidden influence from controversial donors.

Newly unsealed emails from the House Oversight Committee have shed fresh light on Jeffrey Epstein’s hidden financial influence inside MIT’s Media Lab — and more importantly, how some of that money flowed into Bitcoin Core development. The correspondence reveals that Joichi Ito, then-director of the MIT Media Lab, relied on Epstein-connected “gift funds” to rapidly launch the Digital Currency Initiative (DCI) in 2015, the research hub that became one of the primary sources of funding for Bitcoin’s core developers.

Emails Show Epstein-Connected Money Helped Launch MIT’s Digital Currency Initiative

In the newly surfaced emails, Ito directly thanked Epstein for the financial help that allowed MIT to “move quickly and win this round,” referring to the formation of DCI — a program explicitly designed to provide long-term support for Bitcoin Core contributors after the collapse of the Bitcoin Foundation. Ito’s forwarded message to Epstein described how the foundation’s implosion left core developers without stable funding, creating an opening for MIT to bring them under its umbrella.

He explained that three major developers — including Wladimir van der Laan and Cory Fields — agreed to join MIT, calling it “a big win for us.” The email also highlighted early support from prominent academics, including cryptographer Ron Rivest and IMF economist Simon Johnson. Epstein simply replied: “gavin is clever.”

Funding Numbers Reveal a Much Larger Financial Trail

MIT publicly claimed that Epstein donated $850,000 to the institution, with $525,000 flowing to the Media Lab. But journalist Ronan Farrow later reported the true figure was closer to $7.5 million — including a $5 million anonymous donation connected to Epstein associate Leon Black. The new emails appear to confirm that Black not only donated, but did so through Epstein’s direction.

One email from Ito to Epstein reads: “We were able to keep the Leon Black money, but the $25K from your foundation is getting bounced by MIT back to ASU.”

 

Epstein responded: “No problem — trying to get more black for you.”

The documents reveal Epstein’s influence reached deeper into Bitcoin circles than previously acknowledged, even including early conversations with Brock Pierce — another figure with documented ties to both Epstein and controversy surrounding early crypto foundations.

MIT’s Internal Concerns and the Fallout

The emails also expose MIT’s internal unease around anonymous or reputationally risky donations. After the scandal broke, Ito resigned in 2019. MIT later tightened donation policies, warning that “everything becomes public” eventually — a statement that now seems prophetic given this week’s disclosures.

Developers like Wladimir van der Laan say they were unaware of the extent of Epstein’s involvement and noted that DCI’s funding transparency “was not great back in the day.” The Media Lab and DCI declined to comment.

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