diff --git a/src/main/kotlin/apply/application/mail/MailReservationService.kt b/src/main/kotlin/apply/application/mail/MailReservationService.kt
index c7b5a5b12..e7619318f 100644
--- a/src/main/kotlin/apply/application/mail/MailReservationService.kt
+++ b/src/main/kotlin/apply/application/mail/MailReservationService.kt
@@ -31,9 +31,9 @@ class MailReservationService(
 
         reservations.forEach { mailReservation ->
             mailReservation.send()
-            mailService.sendMailsByBcc(MailData(messagesById.getValue(mailReservation.id)), emptyMap()) {
-                mailReservation.finish()
-            }
+            mailReservationRepository.save(mailReservation)
+            mailService.sendMailsByBccSynchronous(MailData(messagesById.getValue(mailReservation.id)), emptyMap())
+            mailReservation.finish()
         }
     }
 }
diff --git a/src/main/kotlin/apply/application/mail/MailService.kt b/src/main/kotlin/apply/application/mail/MailService.kt
index d4daaeece..1525e1180 100644
--- a/src/main/kotlin/apply/application/mail/MailService.kt
+++ b/src/main/kotlin/apply/application/mail/MailService.kt
@@ -2,6 +2,9 @@ package apply.application.mail
 
 import apply.application.ApplicationProperties
 import apply.domain.applicationform.ApplicationFormSubmittedEvent
+import apply.domain.mail.MailHistory
+import apply.domain.mail.MailHistoryRepository
+import apply.domain.mail.MailMessageRepository
 import apply.domain.mail.MailSentEvent
 import apply.domain.recruitment.RecruitmentRepository
 import apply.domain.recruitment.getOrThrow
@@ -24,6 +27,8 @@ private const val MAIL_SENDING_UNIT: Int = 50
 class MailService(
     private val userRepository: UserRepository,
     private val recruitmentRepository: RecruitmentRepository,
+    private val mailMessageRepository: MailMessageRepository,
+    private val mailHistoryRepository: MailHistoryRepository,
     private val applicationProperties: ApplicationProperties,
     private val templateEngine: ISpringTemplateEngine,
     private val mailSender: MailSender,
@@ -89,7 +94,7 @@ class MailService(
     }
 
     @Async
-    fun sendMailsByBcc(request: MailData, files: Map<String, ByteArrayResource>, afterAction: () -> Unit = {}) {
+    fun sendMailsByBcc(request: MailData, files: Map<String, ByteArrayResource>) {
         val body = generateMailBody(request)
         val recipients = request.recipients + mailProperties.username
 
@@ -102,7 +107,22 @@ class MailService(
         }
 
         eventPublisher.publishEvent(MailSentEvent(request, succeeded, failed))
-        afterAction()
+    }
+
+    fun sendMailsByBccSynchronous(request: MailData, files: Map<String, ByteArrayResource>) {
+        val mailMessage = mailMessageRepository.save(request.toMailMessage())
+        val body = generateMailBody(request)
+        val recipients = mailMessage.recipients + mailProperties.username
+
+        val succeeded = mutableListOf<String>()
+        val failed = mutableListOf<String>()
+        for (addresses in recipients.chunked(MAIL_SENDING_UNIT)) {
+            runCatching { mailSender.sendBcc(addresses, mailMessage.subject, body, files) }
+                .onSuccess { succeeded.addAll(addresses) }
+                .onFailure { failed.addAll(addresses) }
+        }
+
+        saveMailHistories(mailMessage.id, succeeded, failed)
     }
 
     fun generateMailBody(mailData: MailData): String {
@@ -116,4 +136,22 @@ class MailService(
         }
         return templateEngine.process("mail/common", context)
     }
+
+    private fun saveMailHistories(
+        mailMessageId: Long,
+        succeeded: MutableList<String>,
+        failed: MutableList<String>
+    ) {
+        val mailHistories = mutableListOf<MailHistory>()
+
+        if (succeeded.isNotEmpty()) {
+            mailHistories.add(MailHistory(mailMessageId, succeeded, true))
+        }
+
+        if (failed.isNotEmpty()) {
+            mailHistories.add(MailHistory(mailMessageId, failed, false))
+        }
+
+        mailHistoryRepository.saveAll(mailHistories)
+    }
 }