diff --git a/src/main/kotlin/database/DatabaseFactory.kt b/src/main/kotlin/database/DatabaseFactory.kt
index 542ac7d..f5f0e2f 100644
--- a/src/main/kotlin/database/DatabaseFactory.kt
+++ b/src/main/kotlin/database/DatabaseFactory.kt
@@ -547,8 +547,11 @@ object TradingLogStore {
                     reason = log
                 ).apply {
                     CoroutineScope(Dispatchers.Default).launch {
-                        if (((tradingDecision.investmentGrade?.name?.length ?: 0) > 0 && KisSession.tradeConfig.useGradeShare.contains(tradingDecision.investmentGrade?.name))
-                        ) {
+                        if (((tradingDecision.investmentGrade?.name?.length ?: 0) > 0 && KisSession.tradeConfig.useGradeShare.any {
+                                tradingDecision.investmentGrade?.name?.contains(
+                                    it
+                                ) ?: false
+                            })) {
                             NewsService.sendTelegramMessage("${this@apply.decision} ${tradingDecision.stockName}[${tradingDecision.currentPrice}] ${log}")
                         }
                     }
diff --git a/src/main/kotlin/network/KisTradeService.kt b/src/main/kotlin/network/KisTradeService.kt
index 46dabab..3faad38 100644
--- a/src/main/kotlin/network/KisTradeService.kt
+++ b/src/main/kotlin/network/KisTradeService.kt
@@ -766,4 +766,64 @@ object KisTradeService {
     }
 
 
+    suspend fun reserveSell(stockCode: String,
+                            qty: String,
+                            price: String,
+                            targetDate : String) :Result<String> {
+
+        val config = KisSession.config
+        val isDomestic = stockCode.length == 6 && stockCode.all { it.isDigit() }
+        val baseUrl = if (config.isSimulation) vtsUrl else prodUrl
+
+        // 계좌번호 처리: 8자리면 01 자동 추가
+        var pureAccount = config.accountNo.replace("-", "").trim()
+        if (pureAccount.length == 8) pureAccount += "01"
+
+        val cano = pureAccount.take(8)
+        val acntPrdtCd = pureAccount.takeLast(2)
+
+        val trId = "CTSC0008U"
+
+
+
+        return try {
+            val response = client.post("$baseUrl/uapi/${if(isDomestic) "domestic" else "overseas"}-stock/v1/trading/order-resv") {
+                header("authorization", "Bearer ${config.tradeToken}")
+                header("appkey", if (config.isSimulation) config.vtsAppKey else config.realAppKey)
+                header("appsecret", if (config.isSimulation) config.vtsSecretKey else config.realSecretKey)
+                header("tr_id", trId)
+                header("custtype", "P") // [해결] 필수 헤더 추가
+                header("Content-Type", "application/json")
+
+                setBody(mapOf(
+                    "CANO" to cano,
+                    "ACNT_PRDT_CD" to acntPrdtCd,
+                    "PDNO" to stockCode,
+                    "ORD_DVSN_CD" to "00",
+                    "SLL_BUY_DVSN_CD" to "01",
+                    "ORD_QTY" to qty,
+                    "ORD_UNPR" to  price,
+                    "ORD_OBJT_CBLC_DVSN_CD" to "10",
+                    "RSVN_ORD_END_DT" to targetDate
+                ))
+            }
+
+            val body = response.body<JsonObject>() // [해결] Polymorphic 직렬화 에러 방지
+            val rtCd = body["rt_cd"]?.jsonPrimitive?.content
+            val msg = body["msg1"]?.jsonPrimitive?.content ?: "메시지 없음"
+
+            if (rtCd == "0") {
+                // 응답의 output 객체에서 주문 번호(ODNO) 추출
+                val orderNo = body["output"]?.jsonObject?.get("ODNO")?.jsonPrimitive?.content
+                    ?: body["output"]?.jsonObject?.get("odno")?.jsonPrimitive?.content // API마다 대소문자가 다를 수 있음
+                    ?: ""
+                Result.success(orderNo) // 성공 시 주문 번호 반환
+            } else {
+                val msg = body["msg1"]?.jsonPrimitive?.content ?: "메시지 없음"
+                Result.failure(Exception("❌ 오류 ($rtCd): $msg"))
+            }
+        } catch (e: Exception) { Result.failure(e) }
+
+    }
+
 }
\ No newline at end of file
diff --git a/src/main/kotlin/service/AutoTradingManager.kt b/src/main/kotlin/service/AutoTradingManager.kt
index 45432b0..6ae4af5 100644
--- a/src/main/kotlin/service/AutoTradingManager.kt
+++ b/src/main/kotlin/service/AutoTradingManager.kt
@@ -529,7 +529,7 @@ object AutoTradingManager {
                             println("${holding.name} ${holding.profitRate.toDouble()} ${holding.valuationProfitAmount.toDouble()} ${KisSession.config.getValues(ConfigIndex.LOSS_MAX_MONEY)} , ${KisSession.config.getValues(ConfigIndex.LOSS_MINRATE)} , ${KisSession.config.getValues(ConfigIndex.STOP_LOSS)}")
                             val profit = holding.profitRate.toDouble()
                             var targetPrice = holding.currentPrice.toDouble()
-                             targetPrice = MarketUtil.roundToTickSize(targetPrice + (MarketUtil.getTickSize(targetPrice) * 3.0))
+                            targetPrice = MarketUtil.roundToTickSize(targetPrice + (MarketUtil.getTickSize(targetPrice) * 3.0))
 
                             tradeService.postOrder(
                                 stockCode = holding.code,
@@ -814,6 +814,21 @@ object AutoTradingManager {
         }
     }
 
+    suspend fun cancelAllPendingSellOrders(
+    ) {
+        // 1. 미체결 내역 조회
+        val unfilledResult = KisTradeService.fetchUnfilledOrders()
+        unfilledResult.onSuccess { response ->
+            response.filter { it.sll_buy_dvsn_cd == "01" }.forEach { order ->
+                TradingLogStore.addNotice(order.prdt_name,order.pdno,"[주문 취소] 정규장 시작전 모든 매도 주문 취소")
+                KisTradeService.cancelOrder(
+                    order.ord_no, // 원주문번호
+                    order.pdno
+                )
+            }
+        }
+    }
+
     // 주문 시간 문자열을 Millis로 변환하는 유틸리티 (당일 주문 기준)
     fun parseOrderTime(ordTmd: String): Long {
         return try {
@@ -908,8 +923,14 @@ object AutoTradingManager {
         } else {
             val now = LocalTime.now()
             val currentMinute = now.minute
-            if (now.hour == 9 && currentMinute % 2 == 1
-                ) {
+            if (now.hour == 8 && currentMinute < 50 && currentMinute > 45) {
+                if (lastForceCheckMinute != currentMinute) {
+                    cancelAllPendingSellOrders()
+                }
+            } else if (now.hour == 8 && currentMinute > 55 && currentMinute > 50) {
+
+            } else if (now.hour == 9 && currentMinute % 2 == 1
+            ) {
                 if (lastForceCheckMinute != currentMinute) {
                     TradingLogStore.addAnalyzer(
                         " - ",