diff --git a/hscontrol/policy/policy_test.go b/hscontrol/policy/policy_test.go
index 05129a7b..69da4274 100644
--- a/hscontrol/policy/policy_test.go
+++ b/hscontrol/policy/policy_test.go
@@ -1587,6 +1587,10 @@ func TestSSHPolicyRules(t *testing.T) {
 		wantSSH      *tailcfg.SSHPolicy
 		expectErr    bool
 		errorMessage string
+
+		// There are some tests that will not pass on V1 since we do not
+		// have the same kind of error handling as V2, so we skip them.
+		skipV1 bool
 	}{
 		{
 			name:       "group-to-user",
@@ -1764,6 +1768,7 @@ func TestSSHPolicyRules(t *testing.T) {
 			}`,
 			expectErr:    true,
 			errorMessage: "not supported",
+			skipV1:       true,
 		},
 		{
 			name:       "check-period-specified",
@@ -1829,6 +1834,7 @@ func TestSSHPolicyRules(t *testing.T) {
 			}`,
 			expectErr:    true,
 			errorMessage: `SSH action "invalid" is not valid, must be accept or check`,
+			skipV1:       true,
 		},
 		{
 			name:       "invalid-check-period",
@@ -1847,6 +1853,7 @@ func TestSSHPolicyRules(t *testing.T) {
 			}`,
 			expectErr:    true,
 			errorMessage: "not a valid duration string",
+			skipV1:       true,
 		},
 		{
 			name:       "multiple-ssh-users-with-autogroup",
@@ -1895,6 +1902,7 @@ func TestSSHPolicyRules(t *testing.T) {
     }`,
 			expectErr:    true,
 			errorMessage: "autogroup \"autogroup:invalid\" is not supported",
+			skipV1:       true,
 		},
 	}
 
@@ -1902,6 +1910,10 @@ func TestSSHPolicyRules(t *testing.T) {
 		for idx, pmf := range PolicyManagerFuncsForTest([]byte(tt.policy)) {
 			version := idx + 1
 			t.Run(fmt.Sprintf("%s-v%d", tt.name, version), func(t *testing.T) {
+				if version == 1 && tt.skipV1 {
+					t.Skip()
+				}
+
 				var pm PolicyManager
 				var err error
 				pm, err = pmf(users, append(tt.peers, &tt.targetNode))