diff --git a/src/main/java/com/postgraduate/PostgraduateApplication.java b/src/main/java/com/postgraduate/PostgraduateApplication.java
index 7f616aee..6f830f34 100644
--- a/src/main/java/com/postgraduate/PostgraduateApplication.java
+++ b/src/main/java/com/postgraduate/PostgraduateApplication.java
@@ -2,7 +2,9 @@
 
 import org.springframework.boot.SpringApplication;
 import org.springframework.boot.autoconfigure.SpringBootApplication;
+import org.springframework.scheduling.annotation.EnableScheduling;
 
+@EnableScheduling
 @SpringBootApplication
 public class PostgraduateApplication {
 
diff --git a/src/main/java/com/postgraduate/domain/mentoring/application/usecase/MentoringManageUseCase.java b/src/main/java/com/postgraduate/domain/mentoring/application/usecase/MentoringManageUseCase.java
index a4a22ec6..8ca84a16 100644
--- a/src/main/java/com/postgraduate/domain/mentoring/application/usecase/MentoringManageUseCase.java
+++ b/src/main/java/com/postgraduate/domain/mentoring/application/usecase/MentoringManageUseCase.java
@@ -2,7 +2,7 @@
 
 import com.postgraduate.domain.mentoring.application.dto.req.MentoringDateRequest;
 import com.postgraduate.domain.mentoring.domain.entity.Mentoring;
-import com.postgraduate.domain.mentoring.domain.entity.constant.Status;
+import com.postgraduate.domain.mentoring.domain.service.MentoringGetService;
 import com.postgraduate.domain.mentoring.domain.service.MentoringUpdateService;
 import com.postgraduate.domain.mentoring.exception.MentoringNotWaitingException;
 import com.postgraduate.domain.refuse.application.dto.req.MentoringRefuseRequest;
@@ -16,9 +16,13 @@
 import com.postgraduate.domain.salary.domain.service.SalaryUpdateService;
 import com.postgraduate.domain.user.domain.entity.User;
 import lombok.RequiredArgsConstructor;
+import org.springframework.scheduling.annotation.Scheduled;
 import org.springframework.stereotype.Service;
 import org.springframework.transaction.annotation.Transactional;
 
+import java.time.LocalDate;
+import java.util.List;
+
 import static com.postgraduate.domain.mentoring.domain.entity.constant.Status.*;
 import static com.postgraduate.domain.salary.util.MonthFormat.getMonthFormat;
 import static java.time.LocalDate.now;
@@ -29,6 +33,7 @@
 public class MentoringManageUseCase {
     private final CheckIsMyMentoringUseCase checkIsMyMentoringUseCase;
     private final MentoringUpdateService mentoringUpdateService;
+    private final MentoringGetService mentoringGetService;
     private final RefuseSaveService refuseSaveService;
     private final SalaryGetService salaryGetService;
     private final SalarySaveService salarySaveService;
@@ -68,4 +73,14 @@ public void updateExpected(User user, Long mentoringId, MentoringDateRequest dat
         mentoringUpdateService.updateDate(mentoring, dateRequest.getDate());
         mentoringUpdateService.updateStatus(mentoring, EXPECTED);
     }
+
+    @Scheduled(cron = "0 0 0 * * *", zone = "Asia/Seoul")
+    private void updateCancel() {
+        LocalDate now = LocalDate.now();
+        List<Mentoring> mentorings = mentoringGetService.byStatusAndCreatedAt(WAITING, now);
+        for (Mentoring mentoring : mentorings) {
+            mentoringUpdateService.updateStatus(mentoring, CANCEL);
+            //TODO : 알림 보내거나 나머지 작업
+        }
+    }
 }
diff --git a/src/main/java/com/postgraduate/domain/mentoring/domain/repository/MentoringRepository.java b/src/main/java/com/postgraduate/domain/mentoring/domain/repository/MentoringRepository.java
index 0130c282..d52f139d 100644
--- a/src/main/java/com/postgraduate/domain/mentoring/domain/repository/MentoringRepository.java
+++ b/src/main/java/com/postgraduate/domain/mentoring/domain/repository/MentoringRepository.java
@@ -6,6 +6,7 @@
 import com.postgraduate.domain.user.domain.entity.User;
 import org.springframework.data.jpa.repository.JpaRepository;
 
+import java.time.LocalDate;
 import java.util.List;
 import java.util.Optional;
 
@@ -13,5 +14,5 @@ public interface MentoringRepository extends JpaRepository<Mentoring, Long> {
     Optional<Mentoring> findByMentoringId(Long mentoringId);
     Optional<List<Mentoring>> findAllByUserAndStatus(User user, Status status);
     Optional<List<Mentoring>> findAllBySeniorAndStatus(Senior senior, Status status);
-//    Optional<List<Mentoring>> findAllByDeletedAtIsNull();
+    List<Mentoring> findAllByStatusAndCreatedAtIsBefore(Status status, LocalDate now);
 }
diff --git a/src/main/java/com/postgraduate/domain/mentoring/domain/service/MentoringGetService.java b/src/main/java/com/postgraduate/domain/mentoring/domain/service/MentoringGetService.java
index f692ea15..736f53a9 100644
--- a/src/main/java/com/postgraduate/domain/mentoring/domain/service/MentoringGetService.java
+++ b/src/main/java/com/postgraduate/domain/mentoring/domain/service/MentoringGetService.java
@@ -9,6 +9,7 @@
 import lombok.RequiredArgsConstructor;
 import org.springframework.stereotype.Service;
 
+import java.time.LocalDate;
 import java.util.ArrayList;
 import java.util.List;
 
@@ -29,7 +30,7 @@ public Mentoring byMentoringId(Long mentoringId) {
         return mentoringRepository.findByMentoringId(mentoringId).orElseThrow(MentoringNotFoundException::new);
     }
 
-//    public List<Mentoring> all() {
-//        return mentoringRepository.findAllByDeletedAtIsNull().orElse(new ArrayList<>());
-//    }
+    public List<Mentoring> byStatusAndCreatedAt(Status status, LocalDate now) {
+        return mentoringRepository.findAllByStatusAndCreatedAtIsBefore(status, now);
+    }
 }