diff --git a/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/ConstraintsTests.java b/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/ConstraintsTests.java
index a0fafe6375..1277d7b119 100644
--- a/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/ConstraintsTests.java
+++ b/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/ConstraintsTests.java
@@ -13,6 +13,7 @@
 import javax.json.Json;
 import javax.json.JsonValue;
 import java.io.IOException;
+import java.util.ArrayList;
 import java.util.List;
 
 import static org.junit.jupiter.api.Assertions.assertEquals;
@@ -137,7 +138,10 @@ void constraintsSucceedNoViolations() throws IOException {
     hasura.deleteActivity(planId, activityId);
     hasura.awaitSimulation(planId);
     final var constraintsResults = hasura.checkConstraints(planId);
-    assertEquals(0, constraintsResults.size());
+
+    assertEquals(1, constraintsResults.size());
+    assertEquals(true, constraintsResults.get(0).success());
+    assertEquals(0, constraintsResults.get(0).result().violations().size());
   }
 
   @Test
@@ -183,7 +187,7 @@ void constraintCachedNoViolations() throws IOException {
     assertEquals(constraintDefinition, cachedRun.constraintDefinition());
 
     // Check results
-    assertTrue(cachedRun.results().isEmpty());
+    assertTrue(!cachedRun.results().isEmpty());
   }
 
   @Test
@@ -258,7 +262,7 @@ void runConstraintsOnOldSimulation() throws IOException {
 
     // Expect no violations on the new simulation
     final var newConstraintResults = hasura.checkConstraints(planId, newSimDatasetId);
-    assertEquals(0, newConstraintResults.size());
+    assertEquals(1, newConstraintResults.size());
 
     // Expect one violation on the old simulation
     final var oldConstraintsResponses = hasura.checkConstraints(planId, oldSimDatasetId);
@@ -460,7 +464,8 @@ void compilationFailsOutdatedSimulationSimDatasetId() throws IOException {
       assertEquals(false,constraintRepsonse.success());
       assertEquals(1,constraintRepsonse.errors().size());
       final ConstraintError error = constraintRepsonse.errors().get(0);
-      assertEquals("Constraint 'fruit_equal_peel': TypeError: TS2345 Argument of type '\"/my_boolean\"' is not assignable to parameter of type 'ResourceName'.",error.message());
+      assertEquals("Constraint 'fruit_equal_peel' compilation failed:\n"
+                   + " TypeError: TS2345 Argument of type '\"/my_boolean\"' is not assignable to parameter of type 'ResourceName'.",error.message());
     }
 
     @Test
@@ -478,7 +483,39 @@ void compilationFailsOutdatedSimulationNoSimDataset() throws IOException {
       assertEquals(false,constraintRepsonse.success());
       assertEquals(1,constraintRepsonse.errors().size());
       final ConstraintError error = constraintRepsonse.errors().get(0);
-      assertEquals("Constraint 'fruit_equal_peel': TypeError: TS2345 Argument of type '\"/my_boolean\"' is not assignable to parameter of type 'ResourceName'.",error.message());
+      assertEquals("Constraint 'fruit_equal_peel' compilation failed:\n"
+                   + " TypeError: TS2345 Argument of type '\"/my_boolean\"' is not assignable to parameter of type 'ResourceName'.",error.message());
+
+    }
+
+    @Test
+    @DisplayName("A modified and recompiled constraint that originally compiled successfully.")
+    void constraintInvalidModification() throws IOException {
+
+      hasura.awaitSimulation(planId);
+      var constraintsResponses = hasura.checkConstraints(planId);
+
+      assertEquals(1, constraintsResponses.size());
+      assertEquals(true, constraintsResponses.get(0).success());
+
+      hasura.updateConstraint(
+          constraintId,
+          constraintDefinition+"compilation error");
+
+      var constraintsErrorResponses = hasura.checkConstraints(planId);
+
+      assertEquals(1, constraintsErrorResponses.size());
+      assertEquals(false, constraintsErrorResponses.get(0).success());
+      assertEquals(3 , constraintsErrorResponses.get(0).errors().size());
+
+      hasura.updateConstraint(
+          constraintId,
+          constraintDefinition);
+      constraintsResponses = hasura.checkConstraints(planId);
+
+      assertEquals(1, constraintsResponses.size());
+      assertEquals(true, constraintsResponses.get(0).success());
+
 
     }
   }
diff --git a/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/types/ConstraintRecord.java b/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/types/ConstraintRecord.java
index 4da7467845..52d5c82462 100644
--- a/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/types/ConstraintRecord.java
+++ b/e2e-tests/src/test/java/gov/nasa/jpl/aerie/e2e/types/ConstraintRecord.java
@@ -3,6 +3,7 @@
 import javax.json.JsonNumber;
 import javax.json.JsonObject;
 import javax.json.JsonString;
+import java.util.ArrayList;
 import java.util.List;
 
 public record ConstraintRecord(
@@ -14,7 +15,7 @@ public record ConstraintRecord(
   public static ConstraintRecord fromJSON(JsonObject json){
     return new ConstraintRecord(
         json.getBoolean("success"),
-        json.getJsonObject("results").isEmpty() ? null : ConstraintResult.fromJSON(json.getJsonObject("results")),
+        json.getJsonObject("results").isEmpty() ? new ConstraintResult(-1,"","",new ArrayList<>(), new ArrayList<>(),new ArrayList<>()) : ConstraintResult.fromJSON(json.getJsonObject("results")),
         json.getJsonArray("errors").getValuesAs(ConstraintError::fromJSON));
   }
 }