diff --git a/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs b/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
index d9a6c1a31..34346555f 100644
--- a/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
@@ -84,14 +84,40 @@ namespace Discord.Rest
             => ChannelHelper.GetPinnedMessagesAsync(this, Discord, options);
 
         /// <inheritdoc />
+        /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public Task<RestUserMessage> SendMessageAsync(string text, bool isTTS = false, Embed embed = null, RequestOptions options = null)
             => ChannelHelper.SendMessageAsync(this, Discord, text, isTTS, embed, options);
 #if FILESYSTEM
         /// <inheritdoc />
+        /// <exception cref="ArgumentException">
+        /// <paramref name="filePath" /> is a zero-length string, contains only white space, or contains one or more
+        /// invalid characters as defined by <see cref="System.IO.Path.InvalidPathChars" />.
+        /// </exception>
+        /// <exception cref="ArgumentNullException">
+        /// <paramref name="filePath" /> is <see langword="null" />.
+        /// </exception>
+        /// <exception cref="PathTooLongException">
+        /// The specified path, file name, or both exceed the system-defined maximum length. For example, on
+        /// Windows-based platforms, paths must be less than 248 characters, and file names must be less than 260
+        /// characters.
+        /// </exception>
+        /// <exception cref="DirectoryNotFoundException">
+        /// The specified path is invalid, (for example, it is on an unmapped drive).
+        /// </exception>
+        /// <exception cref="UnauthorizedAccessException">
+        /// <paramref name="filePath" /> specified a directory.-or- The caller does not have the required permission.
+        /// </exception>
+        /// <exception cref="FileNotFoundException">
+        /// The file specified in <paramref name="filePath" /> was not found.
+        /// </exception>
+        /// <exception cref="NotSupportedException"><paramref name="filePath" /> is in an invalid format.</exception>
+        /// <exception cref="IOException">An I/O error occurred while opening the file.</exception>
+        /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null)
             => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options);
 #endif
         /// <inheritdoc />
+        /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null)
             => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options);
 
diff --git a/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs b/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
index eab60f6c9..763296590 100644
--- a/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
+++ b/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
@@ -78,6 +78,7 @@ namespace Discord.WebSocket
             => ChannelHelper.GetPinnedMessagesAsync(this, Discord, options);
 
         /// <inheritdoc />
+        /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public Task<RestUserMessage> SendMessageAsync(string text, bool isTTS = false, Embed embed = null, RequestOptions options = null)
             => ChannelHelper.SendMessageAsync(this, Discord, text, isTTS, embed, options);
 #if FILESYSTEM
@@ -86,6 +87,7 @@ namespace Discord.WebSocket
             => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options);
 #endif
         /// <inheritdoc />
+        /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null)
             => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options);