diff --git a/enro-test/src/main/java/dev/enro/test/EnroTestAssertions.kt b/enro-test/src/main/java/dev/enro/test/EnroTestAssertions.kt
new file mode 100644
index 00000000..a605ac97
--- /dev/null
+++ b/enro-test/src/main/java/dev/enro/test/EnroTestAssertions.kt
@@ -0,0 +1,35 @@
+package dev.enro.test
+
+class EnroTestAssertionException(message: String) : AssertionError(message)
+
+@PublishedApi
+internal fun enroAssertionError(message: String): Nothing {
+    throw EnroTestAssertionException(message)
+}
+
+data class EnroAssertionContext(
+    val expected: Any?,
+    val actual: Any?,
+)
+
+@PublishedApi
+internal fun Any?.shouldBeEqualTo(expected: Any?, message: EnroAssertionContext.() -> String) {
+    if (this != expected) {
+        val assertionContext = EnroAssertionContext(
+            expected = expected,
+            actual = this
+        )
+        throw EnroTestAssertionException(message(assertionContext))
+    }
+}
+
+@PublishedApi
+internal fun Any?.shouldNotBeEqualTo(expected: Any?, message: EnroAssertionContext.() -> String) {
+    if (this == expected) {
+        val assertionContext = EnroAssertionContext(
+            expected = expected,
+            actual = this
+        )
+        throw EnroTestAssertionException(message(assertionContext))
+    }
+}
\ No newline at end of file
diff --git a/enro-test/src/main/java/dev/enro/test/TestNavigationHandle.assertClosedWithResult.kt b/enro-test/src/main/java/dev/enro/test/TestNavigationHandle.assertClosedWithResult.kt
new file mode 100644
index 00000000..c540121a
--- /dev/null
+++ b/enro-test/src/main/java/dev/enro/test/TestNavigationHandle.assertClosedWithResult.kt
@@ -0,0 +1,92 @@
+package dev.enro.test
+
+import dev.enro.core.NavigationInstruction
+import dev.enro.core.NavigationKey
+import kotlin.reflect.KClass
+
+/**
+ * Asserts that the NavigationHandle has executed a Close.WithResult instruction, and that the result matches the provided predicate
+ */
+fun <T : Any> TestNavigationHandle<out NavigationKey.WithResult<out T>>.assertClosedWithResult(
+    type: KClass<T>,
+    predicate: (T) -> Boolean = { true },
+) {
+    val instruction = instructions.filterIsInstance<NavigationInstruction.Close.WithResult>()
+        .lastOrNull()
+
+    instruction.shouldNotBeEqualTo(null) {
+        "NavigationHandle was expected to have executed a Close.WithResult instruction, but no Close.WithResult instruction was found"
+    }
+    requireNotNull(instruction)
+
+    val result = instruction.result
+    val isAssignable = type.isInstance(result)
+    isAssignable.shouldBeEqualTo(true) {
+        "NavigationHandle's Close.WithResult was expected to be assignable to ${type}, but was of type ${instruction.result::class}"
+    }
+    @Suppress("UNCHECKED_CAST")
+    result as T
+
+    predicate(result).shouldBeEqualTo(true) {
+        "NavigationHandle's Close.WithResult did not match the provided predicate\n\tResult: $result"
+    }
+}
+
+/**
+ * Asserts that the NavigationHandle has executed a Close.WithResult instruction, and that the result matches the provided predicate
+ */
+inline fun <reified T : Any> TestNavigationHandle<out NavigationKey.WithResult<out T>>.assertClosedWithResult(
+    predicate: (T) -> Boolean = { true },
+) {
+    val instruction = instructions.filterIsInstance<NavigationInstruction.Close.WithResult>()
+        .lastOrNull()
+
+    instruction.shouldNotBeEqualTo(null) {
+        "NavigationHandle was expected to have executed a Close.WithResult instruction, but no Close.WithResult instruction was found"
+    }
+    requireNotNull(instruction)
+
+    val result = instruction.result
+    val isAssignable = T::class.isInstance(result)
+    isAssignable.shouldBeEqualTo(true) {
+        "NavigationHandle's Close.WithResult was expected to be assignable to ${T::class}, but was of type ${instruction.result::class}"
+    }
+    @Suppress("UNCHECKED_CAST")
+    result as T
+
+    predicate(result).shouldBeEqualTo(true) {
+        "NavigationHandle's Close.WithResult did not match the provided predicate\n\tResult: $result"
+    }
+}
+
+/**
+ * Asserts that the NavigationHandle has executed a Close.WithResult instruction, and that the result is equal to [expected]
+ */
+fun <T : Any> TestNavigationHandle<out NavigationKey.WithResult<out T>>.assertClosedWithResult(
+    expected: T,
+) {
+    val instruction = instructions.filterIsInstance<NavigationInstruction.Close.WithResult>()
+        .lastOrNull()
+
+    instruction.shouldNotBeEqualTo(null) {
+        "NavigationHandle was expected to have executed a Close.WithResult instruction, but no Close.WithResult instruction was found"
+    }
+    requireNotNull(instruction)
+
+    val result = instruction.result
+    result.shouldBeEqualTo(expected) {
+        "NavigationHandle's Close.WithResult was expected to be $expected, but was $result"
+    }
+}
+
+/**
+ * Asserts that the NavigationHandle has not executed a Close.WithResult instruction
+ */
+fun TestNavigationHandle<out NavigationKey.WithResult<*>>.assertNotClosedWithResult() {
+    val instruction = instructions.filterIsInstance<NavigationInstruction.Close.WithResult>()
+        .lastOrNull()
+
+    instruction.shouldBeEqualTo(null) {
+        "NavigationHandle should not have executed a Close.WithResult instruction, but a Close.WithResult instruction was found"
+    }
+}
\ No newline at end of file