diff --git a/schema/schema.sql b/schema/schema.sql
index cc59a56..dad2330 100644
--- a/schema/schema.sql
+++ b/schema/schema.sql
@@ -13,3 +13,8 @@ CREATE TABLE `users` (
     `traq_uuid` VARCHAR(36) NOT NULL,
     `is_bot` BOOLEAN
 ) ENGINE=InnoDB DEFAULT CHARSET=utf8mb4;
+CREATE TABLE IF NOT EXISTS `pollinginfo` (
+  `key` int NOT NULL,
+  `lastpollingtime` datetime NOT NULL,
+  PRIMARY KEY (`key`)
+) ENGINE=InnoDB DEFAULT CHARSET=utf8mb4;
diff --git a/server/model/db.go b/server/model/db.go
index 7f24749..403257f 100644
--- a/server/model/db.go
+++ b/server/model/db.go
@@ -4,6 +4,7 @@ import (
 	"context"
 	"fmt"
 	"os"
+	"time"
 
 	_ "github.com/go-sql-driver/mysql"
 	"github.com/jmoiron/sqlx"
@@ -99,3 +100,24 @@ func removeAlreadyExistUsers(allUsers UserList, alreadyUsersUUID []string) UserL
 	}
 	return newUserList
 }
+
+func RecordPollingTime(lastCheckPoint time.Time) error {
+	_, err := db.Exec("INSERT INTO `pollinginfo`(`key`,`lastpollingtime`) VALUES(1,?) ON DUPLICATE KEY UPDATE `lastpollingtime`=VALUES(lastpollingtime)", lastCheckPoint)
+	if err != nil {
+		slog.Info("Error recording pollinginfo: %v", err)
+		return err
+	}
+
+	return nil
+}
+
+func GetPollingFrom() (time.Time, error) {
+	var from time.Time
+	err := db.Get(&from, "SELECT `lastpollingtime` FROM `pollinginfo` WHERE `key`=1")
+	if err != nil {
+		slog.Info("Error recording pollinginfo: %v", err)
+		return from, err
+	}
+
+	return from, nil
+}
diff --git a/server/traqmessage/collect.go b/server/traqmessage/collect.go
index ade3199..dfdef7a 100644
--- a/server/traqmessage/collect.go
+++ b/server/traqmessage/collect.go
@@ -3,10 +3,10 @@ package traqmessage
 import (
 	"context"
 	"fmt"
-	"traQ-gazer/model"
 	"strings"
 	"sync"
 	"time"
+	"traQ-gazer/model"
 
 	"github.com/traPtitech/go-traq"
 	"golang.org/x/exp/slog"
@@ -30,7 +30,12 @@ func (m *MessagePoller) Run() {
 
 	pollingInterval := time.Minute * 3
 
-	lastCheckpoint := time.Now()
+	lastCheckpoint, err := model.GetPollingFrom()
+	if err != nil {
+		slog.Info("Error getting polling from")
+		lastCheckpoint = time.Now()
+	}
+
 	var checkpointMutex sync.Mutex
 
 	ticker := time.Tick(pollingInterval)
@@ -40,21 +45,34 @@ func (m *MessagePoller) Run() {
 
 		now := time.Now()
 		var collectedMessageCount int
+		var tmplastCheckpoint time.Time
+
 		for page := 0; ; page++ {
 			messages, more, err := collectMessages(lastCheckpoint, now, page)
+
 			if err != nil {
 				slog.Error(fmt.Sprintf("Failed to polling messages: %v", err))
+				lastCheckpoint = now
+				err := model.RecordPollingTime(lastCheckpoint)
+				if err != nil {
+					slog.Error(fmt.Sprintf("Failed to recording polling time: %v", err))
+				}
 				break
 			}
 
 			tmpMessageCount := len(*messages)
 
+			// ページ0の時なら検索対象最新メッセージが真に最新メッセージ
+			if page == 0 {
+				tmplastCheckpoint = (*messages)[0].CreatedAt
+			}
+
 			slog.Info(fmt.Sprintf("Collected %d messages", tmpMessageCount))
+
 			collectedMessageCount += tmpMessageCount
 
 			// 取得したメッセージを使っての処理の呼び出し
 			m.processor.enqueue(messages)
-
 			if !more {
 				break
 			}
@@ -62,7 +80,11 @@ func (m *MessagePoller) Run() {
 
 		slog.Info(fmt.Sprintf("%d messages collected totally", collectedMessageCount))
 
-		lastCheckpoint = now
+		lastCheckpoint = tmplastCheckpoint
+		err := model.RecordPollingTime(lastCheckpoint)
+		if err != nil {
+			slog.Error(fmt.Sprintf("Failed to polling messages: %v", err))
+		}
 		checkpointMutex.Unlock()
 	}
 }
@@ -151,13 +173,15 @@ func collectMessages(from time.Time, to time.Time, page int) (*[]traq.Message, b
 	// 1度での取得上限は100まで　それ以上はoffsetを使うこと
 	// https://github.com/traPtitech/traQ/blob/47ed2cf94b2209c8444533326dee2a588936d5e0/service/search/engine.go#L51
 	const limit = 100
-	result, _, err := client.MessageApi.SearchMessages(auth).After(from).Before(to).Limit(limit).Offset(int32(limit * page)).Execute()
+	result, _, err := client.MessageApi.SearchMessages(auth).After(from).Before(to).Limit(limit).Offset(int32(limit * page)).Sort(`createdAt`).Execute()
+
 	if err != nil {
 		return nil, false, err
 	}
 
 	messages := result.Hits
-	more := limit * (page + 1) < int(result.TotalHits)
+
+	more := limit*(page+1) < int(result.TotalHits)
 	return &messages, more, nil
 }