v0.5.2 - add retry logic for payment received emails

README.md

@@ -1,3 +1,10 @@
+## 2026-03-27 — v0.5.2
+
+- Added retry logic for payment-received emails
+- Payment email helper now retries up to 3 times with delay
+- Added clearer retry failure logging for email send issues
+
+
 ## 2026-03-27 — v0.5.1
 
 - Fixed crypto payment email auto-send path

VERSION

@@ -1 +1 @@
-v0.5.1
+v0.5.2

backend/app.py

@@ -1329,15 +1329,26 @@ support@outsidethebox.top
             "data": pdf_bytes,
         }]
 
-        send_configured_email(
-            to_email=invoice_email_row.get("email"),
-            subject=subject,
-            body=body,
-            attachments=attachments,
-            email_type="payment_received",
-            invoice_id=invoice_id
-        )
-        return True
+        import time
+
+        for attempt in range(3):
+            try:
+                send_configured_email(
+                    to_email=invoice_email_row.get("email"),
+                    subject=subject,
+                    body=body,
+                    attachments=attachments,
+                    email_type="payment_received",
+                    invoice_id=invoice_id
+                )
+                return True
+            except Exception as e:
+                print(f"[email retry] invoice_id={invoice_id} attempt={attempt+1} error={type(e).__name__}: {e}")
+                if attempt < 2:
+                    time.sleep(2)
+
+        print(f"[send_payment_received_email] FAILED after retries invoice_id={invoice_id}")
+        return False
     except Exception:
         return False
 

shell-scripts/email-retry-v2.sh

@@ -0,0 +1,60 @@
+cd /home/def/otb_billing/backend || exit 1
+
+STAMP="$(date +%Y%m%d-%H%M%S)"
+cp app.py "app.py.retry-email.${STAMP}.bak"
+
+python3 <<'PY'
+from pathlib import Path
+
+p = Path("app.py")
+text = p.read_text()
+
+old = '''        send_configured_email(
+            to_email=invoice_email_row.get("email"),
+            subject=subject,
+            body=body,
+            attachments=attachments,
+            email_type="payment_received",
+            invoice_id=invoice_id
+        )
+        return True
+    except Exception:
+        return False
+'''
+
+new = '''        import time
+
+        for attempt in range(3):
+            try:
+                send_configured_email(
+                    to_email=invoice_email_row.get("email"),
+                    subject=subject,
+                    body=body,
+                    attachments=attachments,
+                    email_type="payment_received",
+                    invoice_id=invoice_id
+                )
+                return True
+            except Exception as e:
+                print(f"[email retry] invoice_id={invoice_id} attempt={attempt+1} error={type(e).__name__}: {e}")
+                if attempt < 2:
+                    time.sleep(2)
+
+        print(f"[send_payment_received_email] FAILED after retries invoice_id={invoice_id}")
+        return False
+    except Exception:
+        return False
+'''
+
+if old not in text:
+    raise SystemExit("FAILED: exact helper send block not found")
+
+text = text.replace(old, new, 1)
+p.write_text(text)
+print("OK: retry logic added to helper")
+PY
+
+python3 -m py_compile app.py && echo "PY_COMPILE_OK" || echo "PY_COMPILE_FAILED"
+sudo systemctl restart otb_billing
+sudo systemctl status otb_billing --no-pager -l
+

shell-scripts/email-retry.sh

@@ -0,0 +1,51 @@
+cd /home/def/otb_billing/backend || exit 1
+
+STAMP="$(date +%Y%m%d-%H%M%S)"
+cp app.py "app.py.retry-email.${STAMP}.bak"
+
+python3 <<'PY'
+from pathlib import Path
+
+p = Path("app.py")
+text = p.read_text()
+
+old = """        send_configured_email(
+            to_email=invoice_email_row.get("client_email"),
+            subject=subject,
+            html_body=html,
+            attachments=attachments
+        )
+        return True
+    except Exception:
+        return False
+"""
+
+new = """        import time
+
+        for attempt in range(3):
+            try:
+                send_configured_email(
+                    to_email=invoice_email_row.get("client_email"),
+                    subject=subject,
+                    html_body=html,
+                    attachments=attachments
+                )
+                return True
+            except Exception as e:
+                print(f"[email retry] attempt {attempt+1} failed: {e}")
+                time.sleep(2)
+
+        print(f"[send_payment_received_email] FAILED after retries invoice_id={invoice_id}")
+        return False
+"""
+
+if old not in text:
+    raise SystemExit("FAILED: send email block not found")
+
+text = text.replace(old, new, 1)
+p.write_text(text)
+print("OK: retry logic added")
+PY
+
+python3 -m py_compile app.py && echo "PY_COMPILE_OK" || echo "PY_COMPILE_FAILED"
+sudo systemctl restart otb_billing