diff --git a/src/internal/gomatrixbot/commands.go b/src/internal/gomatrixbot/commands.go
index b999e42..081cc09 100644
--- a/src/internal/gomatrixbot/commands.go
+++ b/src/internal/gomatrixbot/commands.go
@@ -3,6 +3,7 @@ package gomatrixbot
 import (
 	"context"
 	"fmt"
+	"math/rand"
 	"os"
 	"strings"
 	"time"
@@ -260,15 +261,19 @@ func (mtrx *MtrxClient) handleCommand(ctx context.Context, evt *event.Event) {
 		}
 		filesearch := strings.ReplaceAll(args[0], ".", "")
 
-		//filename quote
-		for _, v := range mtrx.pics {
+		// lookup filename from quote, shuffle each time
+		tmpPics := make([]string, len(mtrx.pics))
+		perm := rand.Perm(len(mtrx.pics))
+		for i, v := range perm {
+			tmpPics[v] = mtrx.pics[i]
+		}
+
+		for _, v := range tmpPics {
 			if strings.Contains(strings.ToLower(strings.Split(v, ".")[0]), strings.ToLower(filesearch)) {
 				mtrx.postBirbWithText(ctx, evt, mtrx.getAnyRandomQuoteSearch(true, strings.Join(args[1:], " ")), 0, v)
 				return
 			}
 		}
-
-		// mtrx.sendMessage(ctx, evt.RoomID, "Can't find file with prefix: "+file)
 	}
 }