continue;
                        }
                        nr_truncate++;
+
+                       /* 1 for the orphan item deletion. */
+                       trans = btrfs_start_transaction(root, 1);
+                       if (IS_ERR(trans)) {
+                               ret = PTR_ERR(trans);
+                               goto out;
+                       }
+                       ret = btrfs_orphan_add(trans, inode);
+                       btrfs_end_transaction(trans, root);
+                       if (ret)
+                               goto out;
+
                        ret = btrfs_truncate(inode);
                } else {
                        nr_unlink++;
                        set_bit(BTRFS_INODE_ORDERED_DATA_CLOSE,
                                &BTRFS_I(inode)->runtime_flags);
 
+               /*
+                * 1 for the orphan item we're going to add
+                * 1 for the orphan item deletion.
+                */
+               trans = btrfs_start_transaction(root, 2);
+               if (IS_ERR(trans))
+                       return PTR_ERR(trans);
+
+               /*
+                * We need to do this in case we fail at _any_ point during the
+                * actual truncate.  Once we do the truncate_setsize we could
+                * invalidate pages which forces any outstanding ordered io to
+                * be instantly completed which will give us extents that need
+                * to be truncated.  If we fail to get an orphan inode down we
+                * could have left over extents that were never meant to live,
+                * so we need to garuntee from this point on that everything
+                * will be consistent.
+                */
+               ret = btrfs_orphan_add(trans, inode);
+               btrfs_end_transaction(trans, root);
+               if (ret)
+                       return ret;
+
                /* we don't support swapfiles, so vmtruncate shouldn't fail */
                truncate_setsize(inode, newsize);
                ret = btrfs_truncate(inode);
+               if (ret && inode->i_nlink)
+                       btrfs_orphan_del(NULL, inode);
        }
 
        return ret;
 
        /*
         * 1 for the truncate slack space
-        * 1 for the orphan item we're going to add
-        * 1 for the orphan item deletion
         * 1 for updating the inode.
         */
-       trans = btrfs_start_transaction(root, 4);
+       trans = btrfs_start_transaction(root, 2);
        if (IS_ERR(trans)) {
                err = PTR_ERR(trans);
                goto out;
                                      min_size);
        BUG_ON(ret);
 
-       ret = btrfs_orphan_add(trans, inode);
-       if (ret) {
-               btrfs_end_transaction(trans, root);
-               goto out;
-       }
-
        /*
         * setattr is responsible for setting the ordered_data_close flag,
         * but that is only tested during the last file release.  That
                ret = btrfs_orphan_del(trans, inode);
                if (ret)
                        err = ret;
-       } else if (ret && inode->i_nlink > 0) {
-               /*
-                * Failed to do the truncate, remove us from the in memory
-                * orphan list.
-                */
-               ret = btrfs_orphan_del(NULL, inode);
        }
 
        if (trans) {