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)
 		}
 	}