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emailer.py

@@ -60,6 +60,47 @@ def _sender_address(sender: str) -> str:
     return formataddr((str(Header("Chan Compass", "utf-8")), sender))
 
 
+def _md_to_plain(text: str) -> str:
+    """Markdown -> readable plain text (for the text/plain MIME part and the
+    Resend `text` field). Strips #/**/| noise so text-only clients look clean."""
+    lines, out = text.split("\n"), []
+    i, n = 0, len(lines)
+    while i < n:
+        line = lines[i]
+        if "|" in line and i + 1 < n and re.match(r"^\s*\|?[\s:\-|]+\|?\s*$", lines[i + 1]):
+            header = [c.strip() for c in line.strip().strip("|").split("|")]
+            i += 2
+            while i < n and "|" in lines[i]:
+                cells = [c.strip() for c in lines[i].strip().strip("|").split("|")]
+                if len(header) == 2 and len(cells) == 2:
+                    out.append(f"  {cells[0]}: {cells[1]}")
+                else:
+                    out.append("  " + "  |  ".join(cells))
+                i += 1
+            out.append("")
+            continue
+        m = re.match(r"^(#{1,4})\s+(.*)$", line)
+        if m:
+            title = m.group(2).strip()
+            out.append("")
+            out.append(title.upper() if len(m.group(1)) <= 2 else title)
+            out.append("-" * min(len(title), 60))
+            i += 1
+            continue
+        if line.strip() in ("---", "***", "___"):
+            out.append("-" * 40)
+            i += 1
+            continue
+        s = re.sub(r"\*\*(.+?)\*\*", r"\1", line)
+        s = re.sub(r"`(.+?)`", r"\1", s)
+        s = re.sub(r"\[(.+?)\]\((https?://[^\s)]+)\)", r"\1 (\2)", s)
+        s = re.sub(r"^_(.+)_$", r"\1", s.strip())
+        out.append(s)
+        i += 1
+    txt = "\n".join(out)
+    return re.sub(r"\n{3,}", "\n\n", txt).strip()
+
+
 def _inline_md(s: str) -> str:
     s = html.escape(s)
     s = re.sub(r"\*\*(.+?)\*\*", r"<strong>\1</strong>", s)
@@ -159,7 +200,7 @@ def _send_via_resend(recipients: list, subject: str, content: str) -> str:
         "from": RESEND_FROM,
         "to": recipients,
         "subject": subject,
-        "text": content,
+        "text": _md_to_plain(content),
         "html": _md_to_html(content),
     }).encode("utf-8")
     req = urllib.request.Request(
@@ -190,7 +231,7 @@ def _send_via_smtp(recipients: list, subject: str, content: str) -> str:
     msg["Subject"] = Header(subject, "utf-8")
     msg["From"] = _sender_address(EMAIL_SENDER)
     msg["To"] = ", ".join(recipients)
-    msg.attach(MIMEText(content, "plain", "utf-8"))
+    msg.attach(MIMEText(_md_to_plain(content), "plain", "utf-8"))
     msg.attach(MIMEText(_md_to_html(content), "html", "utf-8"))
     domain = EMAIL_SENDER.split("@")[-1].lower()
     sc = SMTP_CONFIGS.get(domain, {"server": f"smtp.{domain}", "port": 465, "ssl": True})