diff --git a/testjson/execution.go b/testjson/execution.go
index 51cac7d9..531aa4a2 100644
--- a/testjson/execution.go
+++ b/testjson/execution.go
@@ -223,6 +223,14 @@ func (n TestName) Name() string {
 	return string(n)
 }
 
+func (n TestName) Parent() string {
+	idx := strings.LastIndex(string(n), "/")
+	if idx < 0 {
+		return ""
+	}
+	return string(n)[:idx]
+}
+
 func (p *Package) removeOutput(id int) {
 	delete(p.output, id)
 
@@ -538,15 +546,41 @@ func (e *Execution) Failed() []TestCase {
 	return failed
 }
 
-// FilterFailedUnique filters a slice of failed TestCases by removing root test
-// case that have failed subtests.
+// FilterFailedUnique filters a slice of failed TestCases to remove any parent
+// tests that have failed subtests. The parent test will always be run when
+// running any of its subtests.
 func FilterFailedUnique(tcs []TestCase) []TestCase {
-	var result []TestCase
+	sort.Slice(tcs, func(i, j int) bool {
+		a, b := tcs[i], tcs[j]
+		if a.Package != b.Package {
+			return a.Package < b.Package
+		}
+		return len(a.Test.Name()) > len(b.Test.Name())
+	})
+
+	var result []TestCase //nolint:prealloc
+	var parents = make(map[string]map[string]bool)
 	for _, tc := range tcs {
-		if !tc.hasSubTestFailed {
-			result = append(result, tc)
+		if _, exists := parents[tc.Package]; !exists {
+			parents[tc.Package] = make(map[string]bool)
 		}
+		if parent := tc.Test.Parent(); parent != "" {
+			parents[tc.Package][parent] = true
+		}
+		if _, exists := parents[tc.Package][tc.Test.Name()]; exists {
+			continue // tc is a parent of a failing subtest
+		}
+		result = append(result, tc)
 	}
+
+	// Restore the original order of test cases
+	sort.Slice(result, func(i, j int) bool {
+		a, b := result[i], result[j]
+		if a.Package != b.Package {
+			return a.Package < b.Package
+		}
+		return a.ID < b.ID
+	})
 	return result
 }
 
diff --git a/testjson/execution_test.go b/testjson/execution_test.go
index 8c7566ee..dbf88237 100644
--- a/testjson/execution_test.go
+++ b/testjson/execution_test.go
@@ -250,3 +250,51 @@ func (s *captureHandler) Err(text string) error {
 	s.errs = append(s.errs, text)
 	return nil
 }
+
+func TestFilterFailedUnique_MultipleNested(t *testing.T) {
+	source := []byte(`{"Package": "pkg", "Action": "run"}
+	{"Package": "pkg", "Test": "TestParent", "Action": "run"}
+	{"Package": "pkg", "Test": "TestParent/TestNested", "Action": "run"}
+	{"Package": "pkg", "Test": "TestParent/TestNested/TestOne", "Action": "run"}
+	{"Package": "pkg", "Test": "TestParent/TestNested/TestOne", "Action": "fail"}
+	{"Package": "pkg", "Test": "TestParent/TestNested/TestOnePrefix", "Action": "run"}
+	{"Package": "pkg", "Test": "TestParent/TestNested/TestOnePrefix", "Action": "fail"}
+	{"Package": "pkg", "Test": "TestParent/TestNested", "Action": "fail"}
+	{"Package": "pkg", "Test": "TestParent", "Action": "fail"}
+	{"Package": "pkg", "Test": "TestTop", "Action": "run"}
+	{"Package": "pkg", "Test": "TestTop", "Action": "fail"}
+	{"Package": "pkg", "Test": "TestTopPrefix", "Action": "run"}
+	{"Package": "pkg", "Test": "TestTopPrefix", "Action": "fail"}
+	{"Package": "pkg", "Action": "fail"}
+	{"Package": "pkg2", "Action": "run"}
+	{"Package": "pkg2", "Test": "TestParent", "Action": "run"}
+	{"Package": "pkg2", "Test": "TestParent/TestNested", "Action": "run"}
+	{"Package": "pkg2", "Test": "TestParent/TestNested", "Action": "fail"}
+	{"Package": "pkg2", "Test": "TestParent/TestNestedPrefix", "Action": "run"}
+	{"Package": "pkg2", "Test": "TestParent/TestNestedPrefix", "Action": "fail"}
+	{"Package": "pkg2", "Test": "TestParent", "Action": "fail"}
+	{"Package": "pkg2", "Test": "TestParentPrefix", "Action": "run"}
+	{"Package": "pkg2", "Test": "TestParentPrefix", "Action": "fail"}
+	{"Package": "pkg2", "Action": "fail"}`)
+
+	handler := &captureHandler{}
+	cfg := ScanConfig{
+		Stdout:  bytes.NewReader(source),
+		Handler: handler,
+	}
+	exec, err := ScanTestOutput(cfg)
+	assert.NilError(t, err)
+	actual := FilterFailedUnique(exec.Failed())
+
+	expected := []TestCase{
+		{ID: 3, Package: "pkg", Test: TestName("TestParent/TestNested/TestOne")},
+		{ID: 4, Package: "pkg", Test: TestName("TestParent/TestNested/TestOnePrefix")},
+		{ID: 5, Package: "pkg", Test: TestName("TestTop")},
+		{ID: 6, Package: "pkg", Test: TestName("TestTopPrefix")},
+		{ID: 2, Package: "pkg2", Test: TestName("TestParent/TestNested")},
+		{ID: 3, Package: "pkg2", Test: TestName("TestParent/TestNestedPrefix")},
+		{ID: 4, Package: "pkg2", Test: TestName("TestParentPrefix")},
+	}
+	cmpTestCase := cmp.AllowUnexported(TestCase{})
+	assert.DeepEqual(t, expected, actual, cmpTestCase)
+}