diff --git a/src/Services/NewsletterDispatchService.php b/src/Services/NewsletterDispatchService.php
index 569bfd0..8d8662f 100644
--- a/src/Services/NewsletterDispatchService.php
+++ b/src/Services/NewsletterDispatchService.php
@@ -76,19 +76,26 @@ final class NewsletterDispatchService
                 continue;
             }
 
-            $log[] = $this->dispatchForTree($tree, $module, $now);
+            $log[] = $this->dispatchForTree($tree, $module, $now, $force);
         }
 
         return $log;
     }
 
-    private function dispatchForTree(Tree $tree, ModuleInterface $module, int $now): string
+    private function dispatchForTree(Tree $tree, ModuleInterface $module, int $now, bool $force): string
     {
         $include_anniversaries = Configuration::includeAnniversaries($tree);
         $lookahead             = Configuration::lookaheadDays($tree);
         $historical_lookahead  = Configuration::historicalLookaheadDays($tree);
         $current_month         = date('Y-m', $now);
-        $include_historical    = Configuration::lastHistoricalMonth($tree) !== $current_month;
+
+        // Normally the historical section only appears on the first
+        // scheduled send of each calendar month. Forced sends (admin
+        // hitting "Send now" to preview the newsletter) always include
+        // it — otherwise re-clicking the button silently strips the
+        // section after the first run of the month.
+        $include_historical = $force
+            || Configuration::lastHistoricalMonth($tree) !== $current_month;
 
         $birthdays     = $this->event_query_service->upcomingBirthdays($tree, $lookahead);
         $anniversaries = $include_anniversaries