diff --git a/cmd/generate_changelog/incoming/1919.txt b/cmd/generate_changelog/incoming/1919.txt
new file mode 100644
index 00000000..a9e8db16
--- /dev/null
+++ b/cmd/generate_changelog/incoming/1919.txt
@@ -0,0 +1,6 @@
+### PR [#1919](https://github.com/danielmiessler/Fabric/pull/1919) by [ksylvan](https://github.com/ksylvan): Fix the `last_pr_sync` setting during PR incoming processing
+
+- Fix: update `SetLastPRSync` to use version date instead of current time
+- Change last_pr_sync to use versionDate instead of time.Now()
+- Ensure future runs fetch PRs merged after the version date
+- Add clarifying comments explaining the sync timing logic
diff --git a/cmd/generate_changelog/internal/changelog/processing.go b/cmd/generate_changelog/internal/changelog/processing.go
index 560df64b..bb888cd1 100644
--- a/cmd/generate_changelog/internal/changelog/processing.go
+++ b/cmd/generate_changelog/internal/changelog/processing.go
@@ -291,8 +291,9 @@ func (g *Generator) CreateNewChangelogEntry(version string) error {
 			fmt.Fprintf(os.Stderr, "Warning: Failed to update last_processed_tag: %v\n", err)
 		}
 
-		// Update last_pr_sync to current time
-		if err := g.cache.SetLastPRSync(time.Now()); err != nil {
+		// Update last_pr_sync to the version date (not current time)
+		// This ensures future runs will fetch PRs merged after this version
+		if err := g.cache.SetLastPRSync(versionDate); err != nil {
 			fmt.Fprintf(os.Stderr, "Warning: Failed to update last_pr_sync: %v\n", err)
 		}
 	}