diff --git a/lib/tedious/request.js b/lib/tedious/request.js
index 11d04695..eac531c2 100644
--- a/lib/tedious/request.js
+++ b/lib/tedious/request.js
@@ -266,14 +266,21 @@ class Request extends BaseRequest {
       }
 
       this.parent.acquire(this, (err, connection) => {
-        if (err) return callback(err)
+        const callbackWithRelease = (err, ...args) => {
+          try {
+            this.parent.release(connection);
+          } catch (e) {
+            // noop
+          }
+          callback(err, ...args);
+        }
+        if (err) return callbackWithRelease(err)
 
         debug('connection(%d): borrowed to request #%d', IDS.get(connection), IDS.get(this))
 
         if (this.canceled) {
           debug('request(%d): canceled', IDS.get(this))
-          this.parent.release(connection)
-          return callback(new RequestError('Canceled.', 'ECANCEL'))
+          return callbackWithRelease(new RequestError('Canceled.', 'ECANCEL'))
         }
 
         this._cancel = () => {
@@ -307,13 +314,12 @@ class Request extends BaseRequest {
               connection.removeListener(event, errorHandlers[event])
             }
 
-            this.parent.release(connection)
             hasReturned = true
 
             if (this.stream) {
-              callback(null, rowCount)
+              callbackWithRelease(null, rowCount)
             } else {
-              callback(error, rowCount)
+              callbackWithRelease(error, rowCount)
             }
           }
         }
@@ -325,7 +331,11 @@ class Request extends BaseRequest {
         }
 
         for (const row of table.rows) {
-          bulk.addRow(row)
+          try {
+            bulk.addRow(row)
+          } catch (e) {
+            return handleError(true, connection, e)
+          }
         }
 
         if (table.create) {