diff --git a/Sources/TestingMacros/ConditionMacro.swift b/Sources/TestingMacros/ConditionMacro.swift
index b7558145a..5aed1ab6b 100644
--- a/Sources/TestingMacros/ConditionMacro.swift
+++ b/Sources/TestingMacros/ConditionMacro.swift
@@ -190,15 +190,7 @@ extension ConditionMacro {
             expandedFunctionName = .identifier("__checkConditionAsync")
           }
 
-          var expressionContextName = TokenSyntax.identifier("__ec")
-          let isNameUsed = originalArgumentExpr.tokens(viewMode: .sourceAccurate).lazy
-            .map(\.tokenKind)
-            .contains(expressionContextName.tokenKind)
-          if isNameUsed {
-            // BUG: We should use the unique name directly. SEE: swift-syntax-#2256
-            let uniqueName = context.makeUniqueName("")
-            expressionContextName = .identifier("\(expressionContextName)\(uniqueName)")
-          }
+          let expressionContextName = context.makeUniqueClosureParameterName("__ec", in: originalArgumentExpr)
           let (closureExpr, rewrittenNodes) = rewrite(
             originalArgumentExpr,
             usingExpressionContextNamed: expressionContextName,
diff --git a/Sources/TestingMacros/Support/Additions/MacroExpansionContextAdditions.swift b/Sources/TestingMacros/Support/Additions/MacroExpansionContextAdditions.swift
index 8bcf2522a..3de95d365 100644
--- a/Sources/TestingMacros/Support/Additions/MacroExpansionContextAdditions.swift
+++ b/Sources/TestingMacros/Support/Additions/MacroExpansionContextAdditions.swift
@@ -75,6 +75,33 @@ extension MacroExpansionContext {
 
     return makeUniqueName("\(prefix)\(suffix)")
   }
+
+  /// Generate a unique name for use in the macro as a closure parameter.
+  ///
+  /// - Parameters:
+  ///   - name: The name to use as a basis for the uniquely-generated name.
+  ///   - node: A syntax node within which `name` must be unique.
+  ///
+  /// - Returns: an identifier token containing a unique name suitable for use
+  ///   as a closure parameter.
+  func makeUniqueClosureParameterName(_ name: String, in node: some SyntaxProtocol) -> TokenSyntax {
+    precondition(name.isValidSwiftIdentifier(for: .variableName))
+    var result = TokenSyntax.identifier(name)
+
+    func isNameUsed(_ name: TokenSyntax) -> Bool {
+      node.tokens(viewMode: .sourceAccurate).lazy
+        .map(\.tokenKind)
+        .contains(name.tokenKind)
+    }
+
+    var suffix = 0
+    while isNameUsed(result) {
+      defer { suffix += 1 }
+      result = .identifier("\(name)\(suffix)")
+    }
+
+    return result
+  }
 }
 
 // MARK: -
diff --git a/Sources/TestingMacros/Support/ConditionArgumentParsing.swift b/Sources/TestingMacros/Support/ConditionArgumentParsing.swift
index c593a7c0a..ff248fc27 100644
--- a/Sources/TestingMacros/Support/ConditionArgumentParsing.swift
+++ b/Sources/TestingMacros/Support/ConditionArgumentParsing.swift
@@ -444,14 +444,35 @@ private final class _ContextInserter<C, M>: SyntaxRewriter where C: MacroExpansi
     if let op = node.operator.as(BinaryOperatorExprSyntax.self)?.operator.textWithoutBackticks,
        op == "==" || op == "!=" || op == "===" || op == "!==" {
 
+      let lhsName = context.makeUniqueClosureParameterName("lhs", in: effectiveRootNode)
+      let rhsName = context.makeUniqueClosureParameterName("rhs", in: effectiveRootNode)
       return _rewrite(
-        ClosureExprSyntax {
+        ClosureExprSyntax(
+          signature: ClosureSignatureSyntax(
+            leadingTrivia: .space,
+            parameterClause: .simpleInput(
+              ClosureShorthandParameterListSyntax {
+                ClosureShorthandParameterSyntax(name: lhsName)
+                ClosureShorthandParameterSyntax(name: rhsName)
+              }
+            ),
+            returnClause: ReturnClauseSyntax(
+              leadingTrivia: .space,
+              type: MemberTypeSyntax(
+                leadingTrivia: .space,
+                baseType: IdentifierTypeSyntax(name: .identifier("Swift")),
+                name: .identifier("Bool")
+              ),
+              trailingTrivia: .space
+            ),
+            inKeyword: .keyword(.in),
+            trailingTrivia: .space
+          )
+        ) {
           InfixOperatorExprSyntax(
-            leftOperand: DeclReferenceExprSyntax(baseName: .dollarIdentifier("$0"))
-              .with(\.trailingTrivia, .space),
+            leftOperand: DeclReferenceExprSyntax(baseName: lhsName, trailingTrivia: .space),
             operator: BinaryOperatorExprSyntax(text: op),
-            rightOperand: DeclReferenceExprSyntax(baseName: .dollarIdentifier("$1"))
-              .with(\.leadingTrivia, .space)
+            rightOperand: DeclReferenceExprSyntax(leadingTrivia: .space, baseName: rhsName, trailingTrivia: .space)
           )
         },
         originalWas: node,
diff --git a/Tests/SubexpressionShowcase/SubexpressionShowcase.swift b/Tests/SubexpressionShowcase/SubexpressionShowcase.swift
index 1a8cf2568..b689dd705 100644
--- a/Tests/SubexpressionShowcase/SubexpressionShowcase.swift
+++ b/Tests/SubexpressionShowcase/SubexpressionShowcase.swift
@@ -42,9 +42,6 @@ func subexpressionShowcase() async throws {
   #expect(false || true)
 
   #expect((fff == ttt) == ttt)
-  Testing.__checkCondition({(__ec: Testing.__ExpectationContext) -> Swift.Bool in
-    __ec.__cmp(==,0x0,__ec((__ec.__cmp(==,0x3a,__ec(fff,0x7a),0x7a,__ec(ttt,0x43a),0x43a)),0x2),0x2,__ec(ttt,0x8000),0x8000)
-  },sourceCode: [0x0:"(fff == ttt) == ttt",0x2:"(fff == ttt)",0x3a:"fff == ttt",0x7a:"fff",0x43a:"ttt",0x8000:"ttt"],comments: [],isRequired: false,sourceLocation: Testing.SourceLocation.__here()).__expected()
 
   #expect((Int)(123) == 124)
   #expect((Int, Double)(123, 456.0) == (124, 457.0))
diff --git a/Tests/TestingMacrosTests/ConditionMacroTests.swift b/Tests/TestingMacrosTests/ConditionMacroTests.swift
index 73483d02c..6e1a5f082 100644
--- a/Tests/TestingMacrosTests/ConditionMacroTests.swift
+++ b/Tests/TestingMacrosTests/ConditionMacroTests.swift
@@ -35,7 +35,7 @@ struct ConditionMacroTests {
       ##"#expect(9 > 8 && 7 > 6, "Some comment")"##:
         ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in __ec(__ec(9 > 8, 0x2) && __ec(7 > 6, 0x400), 0x0) }, sourceCode: [0x0: "9 > 8 && 7 > 6", 0x2: "9 > 8", 0x400: "7 > 6"], comments: ["Some comment"], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
       ##"#expect("a" == "b")"##:
-        ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in __ec.__cmp({ $0 == $1 }, 0x0, "a", 0x2, "b", 0x200) }, sourceCode: [0x0: #""a" == "b""#], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
+        ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in __ec.__cmp({ lhs, rhs -> Swift.Bool in lhs == rhs }, 0x0, "a", 0x2, "b", 0x200) }, sourceCode: [0x0: #""a" == "b""#], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
       ##"#expect(!Bool.random())"##:
         ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in __ec(!Bool.random(), 0x0) }, sourceCode: [0x0: "!Bool.random()"], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
       ##"#expect((true && false))"##:
@@ -116,7 +116,7 @@ struct ConditionMacroTests {
       ##"#require(9 > 8 && 7 > 6, "Some comment")"##:
         ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in try Testing.__requiringTry(__ec(__ec(9 > 8, 0x2) && __ec(7 > 6, 0x400), 0x0)) }, sourceCode: [0x0: "9 > 8 && 7 > 6", 0x2: "9 > 8", 0x400: "7 > 6"], comments: ["Some comment"], isRequired: true, sourceLocation: Testing.SourceLocation.__here()).__required()"##,
       ##"#require("a" == "b")"##:
-        ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in try Testing.__requiringTry(__ec.__cmp({ $0 == $1 }, 0x0, "a", 0x2, "b", 0x200)) }, sourceCode: [0x0: #""a" == "b""#], comments: [], isRequired: true, sourceLocation: Testing.SourceLocation.__here()).__required()"##,
+        ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in try Testing.__requiringTry(__ec.__cmp({ lhs, rhs -> Swift.Bool in lhs == rhs }, 0x0, "a", 0x2, "b", 0x200)) }, sourceCode: [0x0: #""a" == "b""#], comments: [], isRequired: true, sourceLocation: Testing.SourceLocation.__here()).__required()"##,
       ##"#require(!Bool.random())"##:
         ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in try Testing.__requiringTry(__ec(!Bool.random(), 0x0)) }, sourceCode: [0x0: "!Bool.random()"], comments: [], isRequired: true, sourceLocation: Testing.SourceLocation.__here()).__required()"##,
       ##"#require((true && false))"##:
diff --git a/Tests/TestingMacrosTests/UniqueIdentifierTests.swift b/Tests/TestingMacrosTests/UniqueIdentifierTests.swift
index 267c93aa9..9c94bb861 100644
--- a/Tests/TestingMacrosTests/UniqueIdentifierTests.swift
+++ b/Tests/TestingMacrosTests/UniqueIdentifierTests.swift
@@ -81,4 +81,21 @@ struct UniqueIdentifierTests {
     let uniqueName2 = try makeUniqueName("func f() { def() }")
     #expect(uniqueName1 == uniqueName2)
   }
+
+  @Test("Synthesized closure arguments are uniqued",
+    arguments: [
+      ##"#expect(abc)"##:
+        ##"Testing.__checkCondition({ (__ec: Testing.__ExpectationContext) -> Swift.Bool in __ec(abc, 0x0) }, sourceCode: [0x0: "abc"], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
+      ##"#expect(__ec)"##:
+        ##"Testing.__checkCondition({ (__ec0: Testing.__ExpectationContext) -> Swift.Bool in __ec0(__ec, 0x0) }, sourceCode: [0x0: "__ec"], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
+      ##"#expect(__ec + __ec0)"##:
+        ##"Testing.__checkCondition({ (__ec1: Testing.__ExpectationContext) -> Swift.Bool in __ec1(__ec1(__ec, 0x2) + __ec1(__ec0, 0x20), 0x0) }, sourceCode: [0x0: "__ec + __ec0", 0x2: "__ec", 0x20: "__ec0"], comments: [], isRequired: false, sourceLocation: Testing.SourceLocation.__here()).__expected()"##,
+    ]
+  )
+  func synthesizedClosureArgumentsUniqued(input: String, expectedOutput: String) throws {
+    let (expectedOutput, _) = try parse(expectedOutput, removeWhitespace: true)
+    let (actualOutput, _) = try parse(input, removeWhitespace: true)
+    let (actualActual, _) = try parse(input)
+    #expect(expectedOutput == actualOutput, "\(actualActual)")
+  }
 }