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Concept

The structural integrity of global financial markets depends on a complex, often unseen, architecture of legal and operational protocols. Within this architecture, the prohibition against “cherry-picking” during a counterparty’s bankruptcy is a load-bearing wall. Its importance cannot be overstated; its failure would introduce a fatal vulnerability into the system. When an entity with a vast and interconnected portfolio of derivatives files for bankruptcy, the proceeding creates a moment of extreme systemic stress.

The natural and legislated impulse of a bankruptcy trustee, acting on behalf of the insolvent estate’s creditors, is to maximize recovery. This involves a process of evaluating all the debtor’s contracts, assuming those that are profitable (in-the-money) for the estate and rejecting those that are burdensome (out-of-the-money).

This is the essence of cherry-picking. For ordinary commercial contracts, like a supply agreement or a real estate lease, this process is logical. For the highly interconnected and risk-offsetting world of financial derivatives, it is catastrophic. A derivatives portfolio is not a random collection of independent bets; it is a carefully constructed hedge, a single, integrated risk position.

A bank may have hundreds of individual swap contracts with a counterparty. Some of these will be in-the-money, representing an asset to the bank, while others will be out-of-the-money, representing a liability. The net value of this entire portfolio of trades represents the bank’s true economic exposure to that counterparty. Permitting a bankruptcy trustee to selectively enforce only the contracts that benefit the insolvent estate ▴ forcing the solvent counterparty to pay on its losing trades ▴ while simultaneously converting the estate’s obligations on its own losing trades into a general unsecured claim against a bankrupt entity, would fundamentally misrepresent and explode the solvent firm’s risk. It would force the solvent party to pay out in full on liabilities while receiving pennies on the dollar, if anything, for its assets.

The prevention of cherry-picking ensures that a portfolio of derivatives is treated as a single, indivisible agreement, reflecting the true net economic exposure between two parties.

This prevention mechanism is not an accident; it is a deliberate and critical piece of financial market design, codified in law and embedded in contract. The U.S. Bankruptcy Code, through its “safe harbor” provisions for qualified financial contracts (QFCs), explicitly exempts these instruments from the trustee’s ability to selectively assume or reject. It recognizes that the stability of the broader financial system requires that these contracts be treated differently. These legal safe harbors work in concert with the contractual architecture of the market, most notably the International Swaps and Derivatives Association (ISDA) Master Agreement.

The “single agreement” clause within the ISDA Master Agreement is its cornerstone, legally binding all individual transactions under it into one indivisible contract. This means the bankruptcy trustee cannot pick and choose; they must either assume the entire relationship, with all its assets and liabilities, or reject it entirely. This contractual provision is the market’s primary defense, and its enforceability is upheld by the legal safe harbors. The prevention of cherry-picking is therefore the point of fusion between private contractual architecture and public policy, both aimed at a single objective ▴ preventing the failure of one firm from creating a domino effect that collapses the entire system.


Strategy

The strategic framework for preventing cherry-picking in bankruptcy is a two-layered defense system, integrating robust contractual design with specific legislative carve-outs. The core objective is to transform a multitude of individual derivative transactions into a single, legally recognized economic entity. This ensures that in the event of a counterparty default, the entire portfolio of trades is terminated and settled on a net basis, reflecting the true financial position between the two parties.

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The Contractual Fortress the ISDA Master Agreement

The first and most crucial layer of defense is contractual. The International Swaps and Derivatives Association (ISDA) Master Agreement is the global standard for privately negotiated derivatives transactions. Its primary strategic function in this context is achieved through Section 1(c), the “single agreement” clause. This provision contractually stipulates that the Master Agreement itself, along with all transactions entered into under it, form a single, unified contract.

This is a deliberate architectural choice. It preemptively neutralizes the bankruptcy trustee’s ability to view each trade in isolation. Instead of a menu of separate contracts to choose from, the trustee is presented with a single, indivisible package of rights and obligations that must be accepted or rejected as a whole. This contractual reality is the foundation upon which all other protections are built.

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Close-Out Netting a Direct Consequence

The “single agreement” concept enables the critical process of close-out netting. Upon a bankruptcy event of default, the non-defaulting party has the right to terminate all outstanding transactions under the Master Agreement. The values of all these terminated trades ▴ both positive (in-the-money) and negative (out-of-the-money) ▴ are calculated as of the termination date. These values are then netted against each other, along with any collateral held or owed, to produce a single net sum.

If the net sum is positive, the bankrupt estate owes that amount to the solvent counterparty. If it is negative, the solvent counterparty pays that amount to the estate. This mechanism is the ultimate expression of the portfolio’s true economic value and is the direct opposite of cherry-picking. It ensures that the gains from one set of trades are used to offset the losses from another, precisely as the parties intended when they constructed their hedged positions.

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The Legislative Shield Bankruptcy Code Safe Harbors

While the ISDA Master Agreement provides the contractual framework, its power would be limited if it could be overridden by a bankruptcy court. The second layer of defense is therefore legislative. Recognizing the systemic risk posed by the potential collapse of derivatives markets, lawmakers in the United States and other major jurisdictions have created specific “safe harbors” within their bankruptcy and insolvency laws. In the U.S. Bankruptcy Code, these safe harbors are found in several sections (e.g. sections 362, 555, 556, 559, 560, and 561) and apply to a defined set of “qualified financial contracts” (QFCs), which includes swaps, forward contracts, and repurchase agreements.

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What Do Safe Harbors Actually Do?

These provisions provide critical exemptions from the standard rules of bankruptcy procedure. Specifically, they shield QFCs from:

  • The Automatic Stay ▴ Normally, a bankruptcy filing imposes an automatic stay, freezing all collection and enforcement actions against the debtor. The safe harbors permit a non-debtor counterparty to a QFC to immediately exercise its contractual rights to terminate, liquidate, and net out its positions without seeking permission from the bankruptcy court.
  • Avoidance Powers ▴ The safe harbors protect pre-bankruptcy margin payments and other transfers of collateral related to QFCs from being “clawed back” by the trustee as preferential transfers. This ensures the integrity of the collateralization process that underpins market stability.
  • Prohibition of Ipso Facto Clauses ▴ General bankruptcy law often invalidates ipso facto clauses ▴ contract provisions that trigger a default simply because a party has filed for bankruptcy. The safe harbors explicitly permit the enforcement of these clauses for QFCs, allowing for immediate termination when it is most needed.

These legislative protections give legal teeth to the “single agreement” and “close-out netting” provisions of the ISDA Master Agreement. They represent a deliberate policy decision that the systemic stability preserved by preventing cherry-picking outweighs the traditional bankruptcy goal of maximizing the debtor’s estate for all creditors on a pro-rata basis.

The synergy between the ISDA Master Agreement’s “single agreement” clause and the U.S. Bankruptcy Code’s safe harbors forms a nearly impenetrable barrier against cherry-picking.
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Comparative Impact Analysis

The strategic importance of this dual-layer system is best understood by comparing the outcomes in a protected versus an unprotected scenario.

Scenario Treatment of Derivatives Portfolio Financial Outcome for Solvent Counterparty Systemic Risk Implication
Cherry-Picking Permitted (Unprotected) Each trade is treated as a separate contract. The bankrupt’s trustee affirms in-the-money trades (assets to the estate) and rejects out-of-the-money trades (liabilities of the estate). The solvent counterparty must pay 100% of the value of the affirmed trades to the estate. It receives only a fractional recovery (pennies on the dollar) on the rejected trades as an unsecured creditor. This leads to a catastrophic, unhedged loss. Extremely high. The failure of one large dealer could trigger a cascade of failures among its counterparties, as their hedges are dismantled and massive, unexpected losses are realized. This was a primary fear during the 2008 financial crisis.
Netting Enforced (Protected) The entire portfolio is treated as a single, indivisible contract under the ISDA Master Agreement, enforced by bankruptcy safe harbors. The solvent counterparty calculates the net value of all trades. If the net amount is owed to them, they have a secured claim (to the extent of collateral) or a net unsecured claim. If the net amount is owed to the estate, they pay only the net difference. The outcome reflects the true economic risk. Significantly mitigated. Close-out netting contains the impact of the default, prevents contagion, and provides certainty to market participants, allowing them to manage their risk effectively even in a crisis.


Execution

The execution of anti-cherry-picking protocols is a precise, high-stakes process triggered the moment a counterparty enters bankruptcy proceedings. It is not a negotiation; it is the swift implementation of pre-defined contractual and legal machinery. The successful execution hinges on the flawless interplay between the ISDA Master Agreement’s terms and the rights granted by the bankruptcy safe harbors. For a financial institution, this process is a critical component of its counterparty risk management system.

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The Operational Playbook for a Counterparty Default

Upon confirmation of a counterparty’s bankruptcy filing, which constitutes an Event of Default under Section 5(a)(vii) of the standard ISDA Master Agreement, the non-defaulting party’s legal and risk departments initiate a well-defined operational sequence. This is a time-sensitive procedure designed to crystallize the net exposure and insulate the firm from further market movements tied to the defaulted portfolio.

  1. Declaration of an Early Termination Date ▴ The non-defaulting party formally designates an Early Termination Date for the ISDA Master Agreement. This is a critical step that ceases all further performance obligations under the covered transactions, effectively freezing the portfolio. The notice is delivered to the bankruptcy trustee or debtor-in-possession.
  2. Valuation of Terminated Transactions ▴ The calculating party, typically the non-defaulting party, undertakes the valuation of every single transaction under the Master Agreement as of the Early Termination Date. This involves marking-to-market hundreds or even thousands of individual trades, from simple interest rate swaps to complex exotic options. The methodology for this valuation is stipulated within the ISDA Agreement itself.
  3. Calculation of Unpaid Amounts ▴ All amounts that were due for payment by either party prior to the Early Termination Date but were not yet paid are tallied. These are known as Unpaid Amounts and are factored into the final settlement sum.
  4. Aggregation and Netting ▴ The core of the execution process. The mark-to-market values of all terminated transactions (both positive and negative) and all Unpaid Amounts are aggregated into a single figure. This final number is the “Early Termination Amount.”
  5. Application of Collateral ▴ The non-defaulting party, protected by the safe harbors, exercises its right to liquidate any collateral (cash or securities) posted by the defaulting party under the associated Credit Support Annex (CSA). The proceeds are applied to satisfy the calculated Early Termination Amount.
  6. Final Settlement ▴ If the Early Termination Amount is a positive value (owed to the non-defaulting party) and the collateral is insufficient to cover it, the non-defaulting party has a net unsecured claim for the remainder against the bankruptcy estate. If the Early Termination Amount is negative (owed to the defaulting party), or if there is excess collateral after satisfaction, the non-defaulting party pays that net amount to the bankruptcy estate.
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Quantitative Modeling of the Cherry-Picking Catastrophe

To fully grasp the financial devastation that cherry-picking would cause, consider a quantitative model of a hypothetical derivatives portfolio between a solvent bank (“Bank A”) and a now-bankrupt hedge fund (“Fund B”). The portfolio consists of five separate interest rate swaps governed by a single ISDA Master Agreement.

Trade ID Trade Type Notional Principal Mark-to-Market (MTM) Value to Bank A Status for Bank A
SWP-001 5Y IRS $100,000,000 +$1,500,000 In-the-Money (Asset)
SWP-002 10Y IRS $250,000,000 -$3,200,000 Out-of-the-Money (Liability)
SWP-003 2Y IRS $50,000,000 +$450,000 In-the-Money (Asset)
SWP-004 30Y IRS $75,000,000 +$2,100,000 In-the-Money (Asset)
SWP-005 7Y IRS $150,000,000 -$1,250,000 Out-of-the-Money (Liability)
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Execution Scenario 1 Close-Out Netting (The Protected Reality)

Under the ISDA Master Agreement and bankruptcy safe harbors, Bank A executes the following calculation:

  • Sum of In-the-Money Trades ▴ $1,500,000 + $450,000 + $2,100,000 = +$4,050,000
  • Sum of Out-of-the-Money Trades ▴ -$3,200,000 – $1,250,000 = -$4,450,000
  • Net Portfolio Value (Early Termination Amount) ▴ $4,050,000 – $4,450,000 = -$400,000

Result ▴ The true net economic exposure of the portfolio is a liability of $400,000 for Bank A. Bank A makes a single payment of $400,000 to the bankruptcy estate of Fund B. The outcome is orderly, predictable, and reflects the intended hedged nature of the relationship.

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Execution Scenario 2 Cherry-Picking (The Counterfactual Disaster)

If the bankruptcy trustee for Fund B were allowed to cherry-pick, the outcome would be radically different:

  • Trades Affirmed by Trustee (Profitable for Fund B) ▴ The trustee would affirm SWP-002 and SWP-005, which are liabilities for Bank A. Bank A would be legally compelled to pay the full gross amount of these trades to the estate ▴ $3,200,000 + $1,250,000 = $4,450,000.
  • Trades Rejected by Trustee (Unprofitable for Fund B) ▴ The trustee would reject SWP-001, SWP-003, and SWP-004, which are assets for Bank A. Bank A’s claim for the $4,050,000 it is owed becomes a general unsecured claim against the bankrupt estate.

Result ▴ Bank A is forced to pay out $4,450,000 in cash. For its $4,050,000 in assets, it must get in line with all other unsecured creditors. Assuming a typical recovery rate in bankruptcy of 10 cents on the dollar, Bank A would only receive $405,000. The net result for Bank A is a cash outflow of $4,450,000 and a recovery of only $405,000, leading to a total loss of $4,045,000.

This compares to a manageable loss of $400,000 in the netting scenario. The cherry-picking scenario creates a loss more than ten times greater than the actual economic exposure.

The quantitative difference between netting and cherry-picking demonstrates a shift from manageable economic risk to catastrophic, unhedged loss.
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System Integration and Technological Architecture

Modern financial institutions do not perform these calculations manually on a spreadsheet. The execution of close-out netting is deeply integrated into the firm’s technological architecture, specifically its Counterparty Risk Management (CRM) and Treasury Operations systems. When a credit event like a bankruptcy is triggered, automated workflows are initiated.

  • Real-Time Risk Feeds ▴ The CRM system constantly receives real-time data feeds for all trades, calculating CVA (Credit Valuation Adjustment) and potential future exposure (PFE) on an ongoing basis. When the bankruptcy trigger occurs, the system already has a very close approximation of the net exposure.
  • Automated Valuation Services ▴ The system sends all relevant trade details for the defaulted counterparty to internal or external valuation services via APIs to get the official mark-to-market values required for the termination calculation.
  • Collateral Management Systems ▴ These systems automatically track all posted collateral, calculate its current market value, and generate the necessary instructions for its liquidation and application against the final termination amount.
  • Legal and Compliance Workflow Automation ▴ The trigger also initiates automated workflows in the legal department’s systems, generating template notices for the declaration of the Early Termination Date and ensuring all communication with the bankruptcy trustee is logged and compliant.

This technological integration ensures that the firm can act with the speed and precision required by the market and permitted by the safe harbors, minimizing operational risk and ensuring the executed outcome aligns perfectly with the intended strategic protection against cherry-picking.

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References

  • International Swaps and Derivatives Association. “ISDA Master Agreement.” ISDA, 2002.
  • Morrison, Edward R. and Joerg Riegel. “Should Derivatives Be Privileged in Bankruptcy?” Columbia Business School Research Paper, no. 16-2, 2015.
  • Jackson, Thomas H. and Anthony T. Casey. “The Law and Economics of Netting.” Virginia Law Review, vol. 104, no. 2, 2018, pp. 329-405.
  • Mooney, Jr. Charles W. “The Bankruptcy Code’s Safe Harbors for Settlement Payments and Securities Contracts.” University of Pennsylvania Law School, Faculty Scholarship, Paper 345, 2010.
  • Roe, Mark J. “The Derivatives Market’s Payment Priorities as Financial-Crisis Accelerator.” Stanford Law Review, vol. 63, 2011, pp. 539-590.
  • Skeel, Jr. David A. “The New Financial Deal ▴ Understanding the Dodd-Frank Act and its (Unintended) Consequences.” John Wiley & Sons, 2011.
  • Belk, Richard. “General features of the ISDA Master Agreement.” ISDA Paper, 2010.
  • Tucker, Paul. “Are the US bankruptcy ‘safe harbours’ for derivatives too safe for the public?” The Brookings Institution, 2021.
  • Wiggins, Rosalind, Thomas Piontek, and James M. Stone. “The Lehman Brothers Bankruptcy F ▴ Introduction to the ISDA Master Agreement.” Yale Program on Financial Stability Case Study, 2015-02a-v1, 2015.
  • Squire, Richard. “Clearinghouse Failure ▴ The Law and Economics of Systemic Risk.” Columbia Law Review, vol. 113, no. 4, 2013, pp. 887-964.
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Reflection

The intricate system designed to prevent cherry-picking ▴ a fusion of private contract law and public financial regulation ▴ represents a profound statement about the nature of modern financial risk. It is a recognition that in a deeply interconnected market, risk is no longer isolated to a single transaction but is a property of an entire portfolio. The architecture of the ISDA Master Agreement and the legislative force of bankruptcy safe harbors are a testament to lessons learned from past crises, where the failure to see the portfolio for the trades threatened a systemic cascade. This framework transforms a potential chaotic scramble for assets into an orderly, predictable, and economically rational process.

Reflecting on this system compels a deeper inquiry into one’s own operational framework. How robust are the internal systems that value, net, and manage collateral for these portfolios? How quickly and accurately can the firm’s technology infrastructure execute the playbook upon a counterparty default? The existence of these powerful external protections is a necessary condition for stability, but it is not sufficient.

The ultimate resilience of a financial institution rests on its own internal architecture ▴ its ability to leverage these protections with speed and precision. The integrity of the market’s design provides the opportunity for safety; a firm’s internal operational excellence is what realizes it.

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Glossary

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Cherry-Picking

Meaning ▴ Cherry-picking, within crypto trading, refers to the practice of selectively executing only the most advantageous trades from a pool of available opportunities, often leaving less favorable transactions for other market participants.
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Bankruptcy Trustee

Meaning ▴ A Bankruptcy Trustee is an impartial legal officer appointed by a court or creditors to administer the assets and liabilities of an insolvent individual or entity under bankruptcy law.
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Derivatives Portfolio

Meaning ▴ A Derivatives Portfolio in the crypto domain represents a collection of financial instruments whose value is derived from underlying digital assets, such as cryptocurrencies, indices, or tokenized commodities.
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Solvent Counterparty

A CCP's default waterfall subjects a solvent member to mutualized losses and contingent liquidity calls, transforming a peer's failure into a direct capital risk.
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Qualified Financial Contracts

Meaning ▴ Qualified Financial Contracts (QFCs) are specific types of financial agreements, such as repurchase agreements, derivatives, and securities contracts, that receive special treatment under insolvency laws, particularly in the context of institutional finance.
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Swaps and Derivatives

Meaning ▴ Swaps and derivatives, within the sophisticated crypto financial landscape, are contractual instruments whose value is derived from the price performance of an underlying cryptocurrency asset, index, or rate.
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Isda Master Agreement

Meaning ▴ The ISDA Master Agreement, while originating in traditional finance, serves as a crucial foundational legal framework for institutional participants engaging in over-the-counter (OTC) crypto derivatives trading and complex RFQ crypto transactions.
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Legal Safe Harbors

Meaning ▴ Legal Safe Harbors are specific provisions within statutes or regulations that offer protection from liability or regulatory enforcement under defined circumstances, provided certain conditions are met.
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Master Agreement

Meaning ▴ A Master Agreement is a standardized, foundational legal contract that establishes the overarching terms and conditions governing all future transactions between two parties for specific financial instruments, such as derivatives or foreign exchange.
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Single Agreement

Meaning ▴ A Single Agreement is a master legal contract that consolidates multiple transactions and the overall relationship between two parties into one comprehensive document.
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Non-Defaulting Party

Meaning ▴ A Non-Defaulting Party refers to the participant in a financial contract, such as a derivatives agreement or lending facility within the crypto ecosystem, that has fully adhered to its obligations while the other party has failed to do so.
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Close-Out Netting

Meaning ▴ Close-out netting is a legally enforceable contractual provision that, upon the occurrence of a default event by one counterparty, immediately terminates all outstanding transactions between the parties and converts all reciprocal obligations into a single, net payment or receipt.
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Bankruptcy Code

Meaning ▴ Within the systems architecture of crypto investing and institutional trading, the Bankruptcy Code refers to the comprehensive body of federal law governing insolvency proceedings in jurisdictions like the United States, providing a structured framework for distressed entities.
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Systemic Risk

Meaning ▴ Systemic Risk, within the evolving cryptocurrency ecosystem, signifies the inherent potential for the failure or distress of a single interconnected entity, protocol, or market infrastructure to trigger a cascading, widespread collapse across the entire digital asset market or a significant segment thereof.
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Safe Harbors

Meaning ▴ In a regulatory context, "safe harbors" refer to provisions that specify certain conduct or conditions under which an activity will not be considered a violation of a given rule or law.
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Counterparty Risk Management

Meaning ▴ Counterparty Risk Management in the institutional crypto domain refers to the systematic process of identifying, assessing, and mitigating potential financial losses arising from the failure of a trading partner to fulfill their contractual obligations.
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Bankruptcy Safe Harbors

Meaning ▴ Bankruptcy Safe Harbors are legal provisions designed to protect specific types of financial contracts and transactions from being unwound or subjected to automatic stay provisions during a counterparty's bankruptcy proceedings.
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Early Termination Date

Meaning ▴ An Early Termination Date refers to a specific, contractually defined point in time, prior to a financial instrument's scheduled maturity, at which the agreement can be concluded.
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Early Termination

Meaning ▴ Early Termination, within the framework of crypto financial instruments, denotes the contractual right or obligation to conclude a derivative or lending agreement prior to its originally stipulated maturity date.
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Interest Rate Swaps

Meaning ▴ Interest Rate Swaps (IRS) in the crypto finance context refer to derivative contracts where two parties agree to exchange future interest payments based on a notional principal amount, typically exchanging fixed-rate payments for floating-rate payments, or vice-versa.
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Early Termination Amount

Meaning ▴ Early Termination Amount refers to the calculated value payable by one party to another upon the premature cessation of a financial contract, such as a crypto derivative or lending agreement.
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Credit Support Annex

Meaning ▴ A Credit Support Annex (CSA) is a critical legal document, typically an addendum to an ISDA Master Agreement, that governs the bilateral exchange of collateral between counterparties in over-the-counter (OTC) derivative transactions.
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Termination Amount

The calculation for an Event of Default is a unilateral risk mitigation tool; for Force Majeure, it is a bilateral, fair-value process.
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Credit Valuation Adjustment

Meaning ▴ Credit Valuation Adjustment (CVA), in the context of crypto, represents the market value adjustment to the fair value of a derivatives contract, quantifying the expected loss due to the counterparty's potential default over the life of the transaction.