diff --git a/examples/telemetryservice/sqlserver/checkoutput.sh b/examples/telemetryservice/sqlserver/checkoutput.sh
index 33fa39068..aea9301a5 100644
--- a/examples/telemetryservice/sqlserver/checkoutput.sh
+++ b/examples/telemetryservice/sqlserver/checkoutput.sh
@@ -1,18 +1,29 @@
 #!bin/bash
 SQLServerOutput=2
 sleep 6
-for i in {1..50}
-do
-    output=$(docker exec sqlserver /opt/mssql-tools/bin/sqlcmd  \
-    -S localhost -U sa -P Some_Strong_Password \
-    -Q "select name from sys.databases" | grep 'Error' | wc -l)
-    echo $output
-    if [[ $output -eq 0 ]]
-    then
+MAX_RETRIES=5
+for retry in $(seq 1 $MAX_RETRIES); do
+    echo "Attempt $retry of $MAX_RETRIES"
+
+    for i in {1..50}; do
+        output=$(docker exec sqlserver /opt/mssql-tools/bin/sqlcmd \
+        -S localhost -U sa -P Some_Strong_Password \
+        -Q "select name from sys.databases" | grep 'Error' | wc -l)
+        echo "Output: $output"
+        
+        if [[ $output -eq 0 ]]; then
+            echo "Database connection successful"
+            break
+        elif [[ $i -eq 50 ]]; then
+            echo "Max retries reached. Exiting script."
+            exit 1
+        else
+            sleep 5
+        fi
+    done
+
+    if [[ $output -eq 0 ]]; then
         break
-    elif [[ $i -eq 50 ]]
-    then
-        exit 1
     fi
 done