diff --git a/packages/twenty-server/src/modules/workflow/workflow-executor/workflow-actions/iterator/iterator.workflow-action.ts b/packages/twenty-server/src/modules/workflow/workflow-executor/workflow-actions/iterator/iterator.workflow-action.ts
index 4bf154bf9e..dd247936f1 100644
--- a/packages/twenty-server/src/modules/workflow/workflow-executor/workflow-actions/iterator/iterator.workflow-action.ts
+++ b/packages/twenty-server/src/modules/workflow/workflow-executor/workflow-actions/iterator/iterator.workflow-action.ts
@@ -105,7 +105,7 @@ export class IteratorWorkflowAction implements WorkflowActionInterface {
       hasProcessedAllItems,
     };
 
-    if (!hasProcessedAllItems) {
+    if (!hasProcessedAllItems && currentItemIndex > 0) {
       await this.resetStepsInLoop({
         iteratorStepId,
         initialLoopStepIds,
@@ -140,6 +140,14 @@ export class IteratorWorkflowAction implements WorkflowActionInterface {
       steps,
     });
 
+    const workflowRunToUpdate =
+      await this.workflowRunWorkspaceService.getWorkflowRunOrFail({
+        workflowRunId,
+        workspaceId,
+      });
+
+    const stepInfos = workflowRunToUpdate.state.stepInfos;
+
     await this.workflowRunWorkspaceService.updateWorkflowRunStepInfos({
       stepInfos: stepIdsToReset.reduce(
         (acc, stepId) => {
@@ -147,6 +155,14 @@ export class IteratorWorkflowAction implements WorkflowActionInterface {
             status: StepStatus.NOT_STARTED,
             result: undefined,
             error: undefined,
+            history: [
+              ...(stepInfos[stepId]?.history ?? []),
+              {
+                result: stepInfos[stepId]?.result,
+                error: stepInfos[stepId]?.error,
+                status: stepInfos[stepId]?.status,
+              },
+            ],
           };
 
           return acc;
diff --git a/packages/twenty-shared/src/workflow/types/WorkflowRunStateStepInfos.ts b/packages/twenty-shared/src/workflow/types/WorkflowRunStateStepInfos.ts
index fcb1d6ea98..c1e9642b95 100644
--- a/packages/twenty-shared/src/workflow/types/WorkflowRunStateStepInfos.ts
+++ b/packages/twenty-shared/src/workflow/types/WorkflowRunStateStepInfos.ts
@@ -11,6 +11,11 @@ export type WorkflowRunStepInfo = {
   result?: object;
   error?: string;
   status: StepStatus;
+  history?: {
+    status: StepStatus;
+    result?: object;
+    error?: string;
+  }[];
 };
 
 export type WorkflowRunStepInfos = Record<string, WorkflowRunStepInfo>;