diff --git a/connector-superoffice/EMAIL_WORKAROUND_REPORT.md b/connector-superoffice/EMAIL_WORKAROUND_REPORT.md
new file mode 100644
index 00000000..9388ece1
--- /dev/null
+++ b/connector-superoffice/EMAIL_WORKAROUND_REPORT.md
@@ -0,0 +1,25 @@
+# Status Report: Email Sending Workaround (Feb 28, 2026)
+
+## Problem
+The automated dispatch of emails via the SuperOffice API (using `/Shipment` or `/Mailing` endpoints) is currently blocked by a **500 Internal Server Error** in the `Cust26720` tenant environment. Additionally, created Documents often throw a "Cannot check out" error when users try to open them directly, likely due to missing Web Tools or strict SharePoint integration policies for API-generated files.
+
+## Solution / Workaround
+We have implemented a robust "Activity-Based" workaround that ensures the email content is visible and actionable for the user.
+
+1.  **Draft Creation:** The system creates a Document (Template: "Ausg. E-Mail") via API.
+2.  **Content Upload:** The email body is uploaded as a binary stream to prevent "0kb file" errors.
+3.  **Activity Mirroring:** Crucially, a linked **Appointment (Task)** is created. The full email body is copied into the `Description` field of this appointment.
+4.  **Direct Access:** The user is provided with a direct link to the **Appointment**, bypassing the problematic Document checkout process.
+
+## Verification
+*   **Target:** Person ID 193036 (Christian Test2 / floke.com@gmail.com)
+*   **Document ID:** 334055 (Content uploaded successfully)
+*   **Activity ID:** 992236 (Contains full text)
+*   **Result:** The user can open the Activity link, copy the pre-generated text, and send it via their standard mail client or SuperOffice MailLink.
+
+## Usage
+Run the test script to generate a new draft for any person:
+```bash
+python3 connector-superoffice/create_email_test.py <PersonID>
+```
+The script outputs the "Safe Link" to the Activity.
diff --git a/connector-superoffice/create_email_test.py b/connector-superoffice/create_email_test.py
index eedf314e..29656ee6 100644
--- a/connector-superoffice/create_email_test.py
+++ b/connector-superoffice/create_email_test.py
@@ -97,18 +97,35 @@ RoboPlanet"""
             print(f"✅ Document Created Successfully!")
             print(f"   ID: {doc_id}")
             print(f"   Recipient: {email_address}")
-            print(f"   Subject: {subject}")
+            print(f"   Template: {doc.get('DocumentTemplate', {}).get('Name')}")
             
+            # 3b. Upload Content (Critical Step to avoid 'Checkout Error')
+            print(f"📤 Uploading content stream to Document {doc_id}...")
+            try:
+                content_bytes = body.encode('utf-8')
+                
+                # Manual request because _request_with_retry assumes JSON
+                headers = client.headers.copy()
+                headers["Content-Type"] = "application/octet-stream" 
+                
+                res = requests.put(
+                    f"{client.base_url}/Document/{doc_id}/Content",
+                    data=content_bytes,
+                    headers=headers
+                )
+                if res.status_code in [200, 204]:
+                    print("✅ Content uploaded successfully.")
+                else:
+                    print(f"⚠️ Content upload failed: {res.status_code} {res.text}")
+                    
+            except Exception as e:
+                print(f"⚠️ Content upload error: {e}")
+
             # Construct direct link
             env = settings.SO_ENVIRONMENT
             cust_id = settings.SO_CONTEXT_IDENTIFIER
-            link = f"https://{env}.superoffice.com/{cust_id}/default.aspx?document_id={doc_id}"
-            print(f"\n--- WICHTIG ---")
-            print(f"Das Dokument wurde im Archiv von {contact.get('Name')} angelegt.")
-            print(f"Da der automatisierte Versand via API in diesem Mandanten (500 Error) blockiert ist,")
-            print(f"muss der Versand aktuell MANUELL über diesen Link gestartet werden:")
-            print(f"🔗 {link}")
-            print(f"----------------\n")
+            
+            doc_link = f"https://{env}.superoffice.com/{cust_id}/default.aspx?document_id={doc_id}"
 
             # 4. Create Linked Appointment (Activity)
             print("📅 Creating Linked Appointment (Email Sent Activity)...")
@@ -123,7 +140,19 @@ RoboPlanet"""
             try:
                 appt = client._post("Appointment", appt_payload)
                 if appt:
-                     print(f"✅ Appointment Created: {appt.get('AppointmentId')}")
+                     appt_id = appt.get('AppointmentId')
+                     print(f"✅ Appointment Created: {appt_id}")
+                     
+                     appt_link = f"https://{env}.superoffice.com/{cust_id}/default.aspx?appointment_id={appt_id}"
+                     
+                     print(f"\n--- WICHTIG: NUTZEN SIE DIESEN LINK ---")
+                     print(f"Da das Dokument selbst ('Cannot check out') oft blockiert,")
+                     print(f"öffnen Sie bitte die AKTIVITÄT. Dort steht der Text im Beschreibungsfeld:")
+                     print(f"🔗 {appt_link}")
+                     print(f"---------------------------------------\n")
+                     
+                     print(f"(Backup Link zum Dokument: {doc_link})")
+
                 else:
                      print("⚠️ Failed to create appointment (None response).")
             except Exception as e: