diff --git a/main.go b/main.go
index 9ff666b..9046d10 100644
--- a/main.go
+++ b/main.go
@@ -1,6 +1,7 @@
 package main
 
 import (
+	"encoding/json"
 	"fmt"
 	"log"
 	"strconv"
@@ -11,9 +12,10 @@ import (
 )
 
 const (
-	AdminJoinRequestMsg = "New join #request from <i>%s</i> [<code>%d</code>]\n\nJoin reason: %s"
-	AdminApprovedMsg    = "✅ Join #request approved for <i>%s</i> [<code>%d</code>]\n\nJoin reason: %s\nApproved by: %s\nApproved at: %s"
-	AdminDeclinedMsg    = "❌ Join #request declined for <i>%s</i> [<code>%d</code>]\n\nJoin reason: %s\nDeclined by: %s\nDeclined at: %s\nDeclined reason: %s"
+	AdminJoinRequestMsg = "New join #request from <i>%s</i> [<code>%d</code>]\n\n<b>Join reason</b>: %s"
+	AdminApprovedMsg    = "✅ Join #request approved for <i>%s</i> [<code>%d</code>]\n\n<b>Join reason</b>: %s\n<b>Approved by</b>: %s\n<b>Approved at</b>: %s"
+	AdminDeclinedMsg    = "❌ Join #request declined for <i>%s</i> [<code>%d</code>]\n\n<b>Join reason</b>: %s\n<b>Declined by</b>: %s\n<b>Declined at</b>: %s\n<b>Declined reason</b>: %s"
+	AdminFailedMsg      = "⚠️ Join #request failed for <i>%s</i> [<code>%d</code>]\n\n<b>Join reason</b>: %s\n<b>Failure reason</b>: %s"
 )
 
 type ExtendedChatJoinRequest struct {
@@ -51,6 +53,8 @@ func main() {
 	updatesChannel := b.API.GetUpdatesChan(updateConfig)
 
 	for update := range updatesChannel {
+		j, _ := json.MarshalIndent(update, "", "  ")
+		log.Printf("Received update: %s", j)
 		if update.ChatJoinRequest != nil {
 			if update.ChatJoinRequest.Chat.ID == b.Config.TargetChatId {
 				b.handleJoinRequest(update.ChatJoinRequest)
@@ -171,20 +175,30 @@ func (bot *Bot) handleCallbackQuery(query *api.CallbackQuery) {
 
 		switch action {
 		case "approve":
-			r := api.ApproveChatJoinRequestConfig{
-				ChatConfig: api.ChatConfig{
-					ChatID: user.ChatJoinRequest.Chat.ID,
-				},
-				UserID: user.ChatJoinRequest.From.ID,
-			}
-			bot.API.Send(r)
-
 			userString := ""
 			if user.From.UserName != "" {
 				userString = "@" + user.From.UserName
 			} else {
 				userString = fmt.Sprintf("%s %s (no username)", user.From.FirstName, user.From.LastName)
 			}
+			r := api.ApproveChatJoinRequestConfig{
+				ChatConfig: api.ChatConfig{
+					ChatID: user.ChatJoinRequest.Chat.ID,
+				},
+				UserID: user.ChatJoinRequest.From.ID,
+			}
+			_, e := bot.API.Send(r)
+			if e != nil {
+				edit := api.NewEditMessageText(bot.Config.AdminChatId, user.JoinRequestMessageID,
+					fmt.Sprintf(AdminFailedMsg, userString, user.From.ID, user.JoinReason, "User not found in requests."))
+				edit.ParseMode = api.ModeHTML
+				bot.API.Send(edit)
+
+				callback := api.NewCallback(query.ID, "Join request failed.")
+				bot.API.Request(callback)
+				return
+			}
+
 			edit := api.NewEditMessageText(bot.Config.AdminChatId, user.JoinRequestMessageID,
 				fmt.Sprintf(AdminApprovedMsg,
 					userString, user.From.ID, user.JoinReason, query.From.String(), time.Now().Format("2006-01-02 15:04:05")))
@@ -201,20 +215,30 @@ func (bot *Bot) handleCallbackQuery(query *api.CallbackQuery) {
 			bot.API.Request(callback)
 
 		case "decline":
-			r := api.DeclineChatJoinRequest{
-				ChatConfig: api.ChatConfig{
-					ChatID: user.ChatJoinRequest.Chat.ID,
-				},
-				UserID: user.ChatJoinRequest.From.ID,
-			}
-			bot.API.Send(r)
-
 			userString := ""
 			if user.From.UserName != "" {
 				userString = "@" + user.From.UserName
 			} else {
 				userString = fmt.Sprintf("%s %s (no username)", user.From.FirstName, user.From.LastName)
 			}
+			r := api.DeclineChatJoinRequest{
+				ChatConfig: api.ChatConfig{
+					ChatID: user.ChatJoinRequest.Chat.ID,
+				},
+				UserID: user.ChatJoinRequest.From.ID,
+			}
+			_, e := bot.API.Send(r)
+			if e != nil {
+				edit := api.NewEditMessageText(bot.Config.AdminChatId, user.JoinRequestMessageID,
+					fmt.Sprintf(AdminFailedMsg, userString, user.From.ID, user.JoinReason, "User not found in requests."))
+				edit.ParseMode = api.ModeHTML
+				bot.API.Send(edit)
+
+				callback := api.NewCallback(query.ID, "Join request failed.")
+				bot.API.Request(callback)
+				return
+			}
+
 			edit := api.NewEditMessageText(bot.Config.AdminChatId, user.JoinRequestMessageID,
 				fmt.Sprintf(AdminDeclinedMsg,
 					userString, user.From.ID, user.JoinReason, query.From.String(), time.Now().Format("2006-01-02 15:04:05"), "(no reason provided, reply to this to send one, prepend with + to also send to user)"))