diff --git a/test/new-e2e/pkg/utils/infra/retriable_errors.go b/test/new-e2e/pkg/utils/infra/retriable_errors.go
index 55da7316d6f56..0e7215c6ef789 100644
--- a/test/new-e2e/pkg/utils/infra/retriable_errors.go
+++ b/test/new-e2e/pkg/utils/infra/retriable_errors.go
@@ -14,39 +14,22 @@ const (
 	noRetry  retryType = "NoRetry"
 )
 
-type retriableError struct {
+type knownError struct {
 	errorMessage string
 	retryType    retryType
 }
 
-func getKnownRetriableErrors() []retriableError {
+func getKnownErrors() []knownError {
 	// Add here errors that are known to be flakes and that should be retried
-	return []retriableError{
+	return []knownError{
 		{
 			errorMessage: "i/o timeout",
 			retryType:    reCreate,
 		},
-		{
-			errorMessage: "creating EC2 Instance: IdempotentParameterMismatch:",
-			retryType:    reUp,
-		},
-		{
-			errorMessage: "InvalidInstanceID.NotFound",
-			retryType:    reUp,
-		},
-		{
-			errorMessage: "create: timeout while waiting for state to become 'tfSTABLE'",
-			retryType:    reUp,
-		},
 		{
 			// https://datadoghq.atlassian.net/browse/ADXT-1
 			errorMessage: "failed attempts: dial tcp :22: connect: connection refused",
 			retryType:    reCreate,
 		},
-		{
-			// https://datadoghq.atlassian.net/browse/ADXT-163
-			errorMessage: "couldn't find resource",
-			retryType:    reUp,
-		},
 	}
 }
diff --git a/test/new-e2e/pkg/utils/infra/stack_manager.go b/test/new-e2e/pkg/utils/infra/stack_manager.go
index 695cf85d17981..54d6fefd32453 100644
--- a/test/new-e2e/pkg/utils/infra/stack_manager.go
+++ b/test/new-e2e/pkg/utils/infra/stack_manager.go
@@ -62,7 +62,7 @@ func (i internalError) Error() string {
 type StackManager struct {
 	stacks *safeStackMap
 
-	retriableErrors []retriableError
+	knownErrors []knownError
 }
 
 type safeStackMap struct {
@@ -114,8 +114,8 @@ func GetStackManager() *StackManager {
 
 func newStackManager() (*StackManager, error) {
 	return &StackManager{
-		stacks:          newSafeStackMap(),
-		retriableErrors: getKnownRetriableErrors(),
+		stacks:      newSafeStackMap(),
+		knownErrors: getKnownErrors(),
 	}, nil
 }
 
@@ -318,26 +318,29 @@ func (sm *StackManager) getStack(ctx context.Context, name string, config runner
 		if err == nil {
 			break
 		}
-		if retryStrategy := sm.getRetryStrategyFrom(err); retryStrategy != noRetry {
-			fmt.Fprintf(logger, "Got error that should be retried during stack up, retrying with %s strategy", retryStrategy)
-			err := sendEventToDatadog(fmt.Sprintf("[E2E] Stack %s : retrying Pulumi stack up", name), err.Error(), []string{"operation:up", fmt.Sprintf("retry:%s", retryStrategy)}, logger)
-			if err != nil {
-				fmt.Fprintf(logger, "Got error when sending event to Datadog: %v", err)
-			}
 
-			if retryStrategy == reCreate {
-				// If we are recreating the stack, we should destroy the stack first
-				destroyCtx, cancel := context.WithTimeout(ctx, stackDestroyTimeout)
-				_, err := stack.Destroy(destroyCtx, optdestroy.ProgressStreams(logger), optdestroy.DebugLogging(loggingOptions))
-				cancel()
-				if err != nil {
-					return stack, auto.UpResult{}, err
-				}
+		retryStrategy := sm.getRetryStrategyFrom(err)
+		err := sendEventToDatadog(fmt.Sprintf("[E2E] Stack %s : error on Pulumi stack up", name), err.Error(), []string{"operation:up", fmt.Sprintf("retry:%s", retryStrategy), fmt.Sprintf("stack:%s", stack.Name())}, logger)
+		if err != nil {
+			fmt.Fprintf(logger, "Got error when sending event to Datadog: %v", err)
+		}
+		switch retryStrategy {
+		case reUp:
+			fmt.Fprint(logger, "Got error during stack up, retrying")
+		case reCreate:
+			fmt.Fprint(logger, "Got error during stack up, recreating stack")
+			destroyCtx, cancel := context.WithTimeout(ctx, stackDestroyTimeout)
+			_, err := stack.Destroy(destroyCtx, optdestroy.ProgressStreams(logger), optdestroy.DebugLogging(loggingOptions))
+			cancel()
+			if err != nil {
+				return stack, auto.UpResult{}, err
 			}
-		} else {
-			break
+		case noRetry:
+			fmt.Fprint(logger, "Got error during stack up, giving up")
+			return stack, upResult, err
 		}
 	}
+
 	return stack, upResult, err
 }
 
@@ -390,12 +393,12 @@ func runFuncWithRecover(f pulumi.RunFunc) pulumi.RunFunc {
 }
 
 func (sm *StackManager) getRetryStrategyFrom(err error) retryType {
-	for _, retriableError := range sm.retriableErrors {
-		if strings.Contains(err.Error(), retriableError.errorMessage) {
-			return retriableError.retryType
+	for _, knownError := range sm.knownErrors {
+		if strings.Contains(err.Error(), knownError.errorMessage) {
+			return knownError.retryType
 		}
 	}
-	return noRetry
+	return reUp
 }
 
 // sendEventToDatadog sends an event to Datadog, it will use the API Key from environment variable DD_API_KEY if present, otherwise it will use the one from SSM Parameter Store