From de1a94a098f54964a3ed88773b2bdf739145a69b Mon Sep 17 00:00:00 2001
From: Eliezer Steinbock <3090527+elie222@users.noreply.github.com>
Date: Wed, 19 Nov 2025 09:48:43 +0200
Subject: [PATCH] Skip cold email blocker on outlook if we've emailed the
 person

---
 apps/web/utils/email/microsoft.ts | 11 +++++------
 version.txt                       |  2 +-
 2 files changed, 6 insertions(+), 7 deletions(-)

diff --git a/apps/web/utils/email/microsoft.ts b/apps/web/utils/email/microsoft.ts
index 48d6a78cd2..8588a5c3ae 100644
--- a/apps/web/utils/email/microsoft.ts
+++ b/apps/web/utils/email/microsoft.ts
@@ -1186,17 +1186,16 @@ export class OutlookProvider implements EmailProvider {
         .getClient()
         .api("/me/messages")
         .filter(
-          `from/emailAddress/address eq '${escapeODataString(options.from)}' and receivedDateTime lt ${options.date.toISOString()}`,
+          `(toRecipients/any(a:a/emailAddress/address eq '${escapeODataString(options.from)}') and sentDateTime lt ${options.date.toISOString()}) or (from/emailAddress/address eq '${escapeODataString(options.from)}' and receivedDateTime lt ${options.date.toISOString()})`,
         )
         .top(2)
         .select("id")
         .get();
 
-      // Check if there are any messages from this sender before the current date
-      // and exclude the current message
-      const hasPreviousEmail = response.value.some(
-        (message) => message.id !== options.messageId,
-      );
+      // If we have any outgoing emails, or any incoming emails (excluding current message)
+      const hasPreviousEmail =
+        response.value.length > 0 &&
+        response.value.some((message) => message.id !== options.messageId);
 
       return hasPreviousEmail;
     } catch (error) {
diff --git a/version.txt b/version.txt
index c39801ce32..234ca1691d 100644
--- a/version.txt
+++ b/version.txt
@@ -1 +1 @@
-v2.20.8
+v2.20.9