diff --git a/src/services/crm-email.service.js b/src/services/crm-email.service.js
index da8cbdf..b6a7668 100644
--- a/src/services/crm-email.service.js
+++ b/src/services/crm-email.service.js
@@ -148,6 +148,19 @@ export const markThreadAsRead = async (userId, threadId) => {
 export const markContactEmailsAsRead = async (userId, contactId) => {
   console.log('🟦 markContactEmailsAsRead called:', { userId, contactId });
 
+  // Get the contact info first
+  const [contact] = await db
+    .select()
+    .from(contacts)
+    .where(eq(contacts.id, contactId))
+    .limit(1);
+
+  console.log('👤 Contact info:', {
+    id: contact?.id,
+    email: contact?.email,
+    name: contact?.name,
+  });
+
   // First, check what emails exist for this contact (including already read ones)
   const allContactEmails = await db
     .select({
@@ -160,13 +173,42 @@ export const markContactEmailsAsRead = async (userId, contactId) => {
     .from(emails)
     .where(and(eq(emails.userId, userId), eq(emails.contactId, contactId)));
 
-  console.log('📧 All emails for this contact:', {
+  console.log('📧 All emails for this contact (by contactId):', {
     total: allContactEmails.length,
     unread: allContactEmails.filter(e => !e.isRead).length,
     read: allContactEmails.filter(e => e.isRead).length,
     sampleEmails: allContactEmails.slice(0, 3),
   });
 
+  // Check if there are emails from this sender but with NULL or different contactId
+  if (contact) {
+    const emailsFromSender = await db
+      .select({
+        id: emails.id,
+        contactId: emails.contactId,
+        isRead: emails.isRead,
+        from: emails.from,
+        subject: emails.subject,
+      })
+      .from(emails)
+      .where(and(
+        eq(emails.userId, userId),
+        or(
+          eq(emails.from, contact.email),
+          like(emails.from, `%<${contact.email}>%`)
+        )
+      ))
+      .limit(10);
+
+    console.log('📨 Emails from this sender email (any contactId):', {
+      total: emailsFromSender.length,
+      withContactId: emailsFromSender.filter(e => e.contactId === contactId).length,
+      withNullContactId: emailsFromSender.filter(e => e.contactId === null).length,
+      withDifferentContactId: emailsFromSender.filter(e => e.contactId && e.contactId !== contactId).length,
+      sampleEmails: emailsFromSender.slice(0, 3),
+    });
+  }
+
   const result = await db
     .update(emails)
     .set({ isRead: true, updatedAt: new Date() })