diff --git a/teachertool/src/services/loggingService.ts b/teachertool/src/services/loggingService.ts
index c52fa2307c6a..4a969408b661 100644
--- a/teachertool/src/services/loggingService.ts
+++ b/teachertool/src/services/loggingService.ts
@@ -32,8 +32,9 @@ export const logInfo = (message: any) => {
     console.log(timestamp(), message);
 };
 
-export const logDebug = (message: any) => {
+export const logDebug = (message: any, data?: any) => {
     if (pxt.BrowserUtils.isLocalHost() || pxt.options.debug) {
-        console.log(timestamp(), message);
+        console.log(timestamp(), message, data);
     }
 };
+
diff --git a/teachertool/src/services/makecodeEditorService.ts b/teachertool/src/services/makecodeEditorService.ts
index a1b5a66d8326..73ff6ff083eb 100644
--- a/teachertool/src/services/makecodeEditorService.ts
+++ b/teachertool/src/services/makecodeEditorService.ts
@@ -21,10 +21,10 @@ export function setEditorRef(ref: HTMLIFrameElement | undefined) {
         driver = new EditorDriver(ref);
 
         driver.addEventListener("message", ev => {
-            logDebug(`Message received from iframe: ${JSON.stringify(ev)}`);
+            logDebug(`Message received from iframe. ID: ${ev?.id}`, ev);
         });
         driver.addEventListener("sent", ev => {
-            logDebug(`Sent message to iframe: ${JSON.stringify(ev)}`);
+            logDebug(`Sent message to iframe. ID: ${ev?.id}`, ev);
         });
         driver.addEventListener("editorcontentloaded", ev => {
             AutorunService.poke();
diff --git a/teachertool/src/transforms/getRubricFromFileAsync.ts b/teachertool/src/transforms/getRubricFromFileAsync.ts
index a9c94e278378..e516d520d23d 100644
--- a/teachertool/src/transforms/getRubricFromFileAsync.ts
+++ b/teachertool/src/transforms/getRubricFromFileAsync.ts
@@ -7,7 +7,7 @@ export async function getRubricFromFileAsync(file: File, allowPartial: boolean):
     let rubric = await loadRubricFromFileAsync(file);
 
     if (rubric) {
-        logDebug(`Loading rubric '${rubric.name}' from file...`);
+        logDebug("Loading rubric from file...", {file, rubric});
 
         const rubricVerificationResult = verifyRubricIntegrity(rubric);
 
diff --git a/teachertool/src/transforms/loadProjectMetadataAsync.ts b/teachertool/src/transforms/loadProjectMetadataAsync.ts
index 847b81bcd1c2..400effff4cc7 100644
--- a/teachertool/src/transforms/loadProjectMetadataAsync.ts
+++ b/teachertool/src/transforms/loadProjectMetadataAsync.ts
@@ -34,5 +34,5 @@ export async function loadProjectMetadataAsync(inputText: string, shareLink: str
     };
     dispatch(Actions.setProjectMetadata(projectData));
     initNewProjectResults();
-    logDebug(`Loaded project metadata: ${JSON.stringify(projMeta)}`);
+    logDebug("Loaded project metadata", projMeta);
 }
diff --git a/teachertool/src/transforms/runEvaluateAsync.ts b/teachertool/src/transforms/runEvaluateAsync.ts
index 6bc99d05226a..602428044db8 100644
--- a/teachertool/src/transforms/runEvaluateAsync.ts
+++ b/teachertool/src/transforms/runEvaluateAsync.ts
@@ -1,4 +1,4 @@
-import { logError } from "../services/loggingService";
+import { logDebug, logError } from "../services/loggingService";
 import { runValidatorPlanAsync } from "../services/makecodeEditorService";
 import { stateAndDispatch } from "../state";
 import * as Actions from "../state/actions";
@@ -28,14 +28,17 @@ function generateValidatorPlan(
         return undefined;
     }
 
-    const plan = teacherTool.validatorPlans?.find(plan => plan.name === catalogCriteria.use);
-    if (!plan) {
+    const planTemplate = teacherTool.validatorPlans?.find(plan => plan.name === catalogCriteria.use);
+    if (!planTemplate) {
         logError(ErrorCode.evalMissingPlan, "Attempting to evaluate criteria with unrecognized plan", {
             plan: catalogCriteria.use,
         });
         return undefined;
     }
 
+    // Create a copy we can modify without affecting other uses of this template.
+    const plan = pxt.Util.deepCopy(planTemplate);
+
     // Fill in parameters.
     for (const param of criteriaInstance.params ?? []) {
         const catalogParam = catalogCriteria.params?.find(p => p.name === param.name);
@@ -109,6 +112,8 @@ export async function runEvaluateAsync(fromUserInteraction: boolean) {
 
                 const plan = generateValidatorPlan(criteriaInstance, fromUserInteraction);
 
+                logDebug(`${criteriaInstance.instanceId}: Generated Plan`, plan)
+
                 if (!plan) {
                     dispatch(Actions.clearEvalResult(criteriaInstance.instanceId));
                     return resolve(false);
diff --git a/teachertool/src/transforms/setActiveTab.ts b/teachertool/src/transforms/setActiveTab.ts
index 87e34e9ff53a..71df53b84c6c 100644
--- a/teachertool/src/transforms/setActiveTab.ts
+++ b/teachertool/src/transforms/setActiveTab.ts
@@ -1,4 +1,3 @@
-import { logDebug } from "../services/loggingService";
 import { stateAndDispatch } from "../state";
 import * as Actions from "../state/actions";
 import { TabName } from "../types";
diff --git a/teachertool/src/transforms/tryLoadLastActiveRubricAsync.ts b/teachertool/src/transforms/tryLoadLastActiveRubricAsync.ts
index 3bf907878113..8fe4f661af68 100644
--- a/teachertool/src/transforms/tryLoadLastActiveRubricAsync.ts
+++ b/teachertool/src/transforms/tryLoadLastActiveRubricAsync.ts
@@ -9,7 +9,7 @@ export async function tryLoadLastActiveRubricAsync() {
     const lastActiveRubric = await getLastActiveRubricAsync();
 
     if (lastActiveRubric) {
-        logDebug(`Loading last active rubric '${lastActiveRubric.name}'...`);
+        logDebug("Loading last active rubric...", lastActiveRubric);
 
         const rubricVerificationResult = verifyRubricIntegrity(lastActiveRubric);