diff --git a/packages/pyright-internal/src/analyzer/typeEvaluator.ts b/packages/pyright-internal/src/analyzer/typeEvaluator.ts
index 800868b28d7a..adcc0c14d661 100644
--- a/packages/pyright-internal/src/analyzer/typeEvaluator.ts
+++ b/packages/pyright-internal/src/analyzer/typeEvaluator.ts
@@ -22089,10 +22089,16 @@ export function createTypeEvaluator(importLookup: ImportLookup, evaluatorOptions
         const destUnboundedOrVariadicIndex = destTypeArgs.findIndex((t) => t.isUnbounded || isVariadicTypeVar(t.type));
         const srcUnboundedIndex = srcTypeArgs.findIndex((t) => t.isUnbounded);
         const srcVariadicIndex = srcTypeArgs.findIndex((t) => isVariadicTypeVar(t.type));
+        let isSrcVariadicAny = false;
 
         // If the src contains an unbounded type but the dest does not, it's incompatible.
         if (srcUnboundedIndex >= 0 && destUnboundedOrVariadicIndex < 0) {
-            return false;
+            // Unless the source contains an [Any, ...].
+            if (isAnyOrUnknown(srcTypeArgs[srcUnboundedIndex].type)) {
+                isSrcVariadicAny = true;
+            } else {
+                return false;
+            }
         }
 
         if (srcUnboundedIndex >= 0) {
@@ -22103,6 +22109,10 @@ export function createTypeEvaluator(importLookup: ImportLookup, evaluatorOptions
             while (srcTypeArgs.length < destTypeArgs.length) {
                 srcTypeArgs.splice(srcUnboundedIndex, 0, { type: typeToReplicate, isUnbounded: true });
             }
+
+            if (isSrcVariadicAny && srcTypeArgs.length > destTypeArgs.length) {
+                srcTypeArgs.splice(srcUnboundedIndex, 1);
+            }
         }
 
         // Remove any optional parameters from the end of the two lists until the lengths match.
diff --git a/packages/pyright-internal/src/tests/samples/tuple1.py b/packages/pyright-internal/src/tests/samples/tuple1.py
index 390e376f381d..fb65d68da958 100644
--- a/packages/pyright-internal/src/tests/samples/tuple1.py
+++ b/packages/pyright-internal/src/tests/samples/tuple1.py
@@ -1,7 +1,7 @@
 # This sample file tests various aspects of type analysis for tuples.
 
 import os
-from typing import Callable
+from typing import Any, Callable
 from typing_extensions import TypeVarTuple, Unpack
 
 Ts = TypeVarTuple("Ts")
@@ -226,3 +226,20 @@ def func17(var: tuple[int, ...]) -> str:
 f1 = func16
 
 f1 = func17
+
+
+def func18(a: tuple[int, *tuple[Any, ...], str], b: tuple[Any, ...]):
+    a1: tuple[int, str] = a
+    a2: tuple[int, int, str] = a
+    a3: tuple[int, int, str, str] = a
+    a4: tuple[int, *tuple[int, ...], str] = a
+
+    # This should generate an error.
+    a5: tuple[str, int, str, str] = a
+
+    # This should generate an error.
+    a6: tuple[int, int, str, int] = a
+
+    b1: tuple[()] = b
+    b2: tuple[int, int, str] = b
+    b3: tuple[int, *tuple[int, ...], str] = b
diff --git a/packages/pyright-internal/src/tests/samples/variadicTypeVar10.py b/packages/pyright-internal/src/tests/samples/variadicTypeVar10.py
index 3b23f9fd5877..549cb8f9ef20 100644
--- a/packages/pyright-internal/src/tests/samples/variadicTypeVar10.py
+++ b/packages/pyright-internal/src/tests/samples/variadicTypeVar10.py
@@ -62,6 +62,4 @@ def func4(y: Array[Any, Unpack[tuple[Any, ...]]]):
     reveal_type(y, expected_text="Array[Any, *tuple[Any, ...]]")
     expect_variadic_array1(y)
     expect_variadic_array2(y)
-
-    # This should generate an error because of a tuple size mismatch.
     expect_precise_array(y)
diff --git a/packages/pyright-internal/src/tests/typeEvaluator1.test.ts b/packages/pyright-internal/src/tests/typeEvaluator1.test.ts
index c107ceaec50f..d2a75e39c301 100644
--- a/packages/pyright-internal/src/tests/typeEvaluator1.test.ts
+++ b/packages/pyright-internal/src/tests/typeEvaluator1.test.ts
@@ -1270,7 +1270,7 @@ test('Optional2', () => {
 test('Tuple1', () => {
     const analysisResults = TestUtils.typeAnalyzeSampleFiles(['tuple1.py']);
 
-    TestUtils.validateResults(analysisResults, 15);
+    TestUtils.validateResults(analysisResults, 17);
 });
 
 test('Tuple2', () => {
diff --git a/packages/pyright-internal/src/tests/typeEvaluator3.test.ts b/packages/pyright-internal/src/tests/typeEvaluator3.test.ts
index e4ebe0c0afae..567db4517fa2 100644
--- a/packages/pyright-internal/src/tests/typeEvaluator3.test.ts
+++ b/packages/pyright-internal/src/tests/typeEvaluator3.test.ts
@@ -1115,7 +1115,7 @@ test('VariadicTypeVar10', () => {
 
     configOptions.defaultPythonVersion = PythonVersion.V3_11;
     const analysisResults = TestUtils.typeAnalyzeSampleFiles(['variadicTypeVar10.py'], configOptions);
-    TestUtils.validateResults(analysisResults, 3);
+    TestUtils.validateResults(analysisResults, 2);
 });
 
 test('VariadicTypeVar11', () => {