diff --git a/src/Discord.Net.Core/Entities/Channels/IMessageChannel.cs b/src/Discord.Net.Core/Entities/Channels/IMessageChannel.cs
index f5b986295..030a278bc 100644
--- a/src/Discord.Net.Core/Entities/Channels/IMessageChannel.cs
+++ b/src/Discord.Net.Core/Entities/Channels/IMessageChannel.cs
@@ -59,11 +59,15 @@ namespace Discord
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich" /> <see cref="Embed" /> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
         /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
         /// <summary>
         ///     Sends a file to this message channel with an optional caption.
         /// </summary>
@@ -88,11 +92,15 @@ namespace Discord
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich"/> <see cref="Embed"/> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
         /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
 
         /// <summary>
         ///     Gets a message from this message channel.
diff --git a/src/Discord.Net.Core/Entities/Users/IGuildUser.cs b/src/Discord.Net.Core/Entities/Users/IGuildUser.cs
index 60fa06cbd..92b146e05 100644
--- a/src/Discord.Net.Core/Entities/Users/IGuildUser.cs
+++ b/src/Discord.Net.Core/Entities/Users/IGuildUser.cs
@@ -73,7 +73,7 @@ namespace Discord
         /// </summary>
         /// <example>
         ///     <para>The following example checks if the current user has the ability to send a message with attachment in
-        ///     this channel; if so, uploads a file via <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool)"/>.</para>
+        ///     this channel; if so, uploads a file via <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool, AllowedMentions)"/>.</para>
         ///     <code language="cs">
         ///     if (currentUser?.GetPermissions(targetChannel)?.AttachFiles)
         ///         await targetChannel.SendFileAsync("fortnite.png");
diff --git a/src/Discord.Net.Rest/API/Rest/UploadFileParams.cs b/src/Discord.Net.Rest/API/Rest/UploadFileParams.cs
index 7ba21d012..64535e6d7 100644
--- a/src/Discord.Net.Rest/API/Rest/UploadFileParams.cs
+++ b/src/Discord.Net.Rest/API/Rest/UploadFileParams.cs
@@ -19,6 +19,7 @@ namespace Discord.API.Rest
         public Optional<string> Nonce { get; set; }
         public Optional<bool> IsTTS { get; set; }
         public Optional<Embed> Embed { get; set; }
+        public Optional<AllowedMentions> AllowedMentions { get; set; }
         public bool IsSpoiler { get; set; } = false;
 
         public UploadFileParams(Stream file)
@@ -43,6 +44,8 @@ namespace Discord.API.Rest
                 payload["nonce"] = Nonce.Value;
             if (Embed.IsSpecified)
                 payload["embed"] = Embed.Value;
+            if (AllowedMentions.IsSpecified)
+                payload["allowed_mentions"] = AllowedMentions.Value;
             if (IsSpoiler)
                 payload["hasSpoiler"] = IsSpoiler.ToString();
 
diff --git a/src/Discord.Net.Rest/Entities/Channels/ChannelHelper.cs b/src/Discord.Net.Rest/Entities/Channels/ChannelHelper.cs
index b424cbe32..55b6f03a4 100644
--- a/src/Discord.Net.Rest/Entities/Channels/ChannelHelper.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/ChannelHelper.cs
@@ -225,18 +225,37 @@ namespace Discord.Rest
         /// <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 static async Task<RestUserMessage> SendFileAsync(IMessageChannel channel, BaseDiscordClient client,
-            string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
+            string filePath, string text, bool isTTS, Embed embed, AllowedMentions allowedMentions, RequestOptions options, bool isSpoiler)
         {
             string filename = Path.GetFileName(filePath);
             using (var file = File.OpenRead(filePath))
-                return await SendFileAsync(channel, client, file, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+                return await SendFileAsync(channel, client, file, filename, text, isTTS, embed, allowedMentions, options, isSpoiler).ConfigureAwait(false);
         }
 
         /// <exception cref="ArgumentOutOfRangeException">Message content is too long, length must be less or equal to <see cref="DiscordConfig.MaxMessageSize"/>.</exception>
         public static async Task<RestUserMessage> SendFileAsync(IMessageChannel channel, BaseDiscordClient client,
-            Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
+            Stream stream, string filename, string text, bool isTTS, Embed embed, AllowedMentions allowedMentions, RequestOptions options, bool isSpoiler)
         {
-            var args = new UploadFileParams(stream) { Filename = filename, Content = text, IsTTS = isTTS, Embed = embed != null ? embed.ToModel() : Optional<API.Embed>.Unspecified, IsSpoiler = isSpoiler };
+            Preconditions.AtMost(allowedMentions?.RoleIds?.Count ?? 0, 100, nameof(allowedMentions.RoleIds), "A max of 100 role Ids are allowed.");
+            Preconditions.AtMost(allowedMentions?.UserIds?.Count ?? 0, 100, nameof(allowedMentions.UserIds), "A max of 100 user Ids are allowed.");
+
+            // check that user flag and user Id list are exclusive, same with role flag and role Id list
+            if (allowedMentions != null && allowedMentions.AllowedTypes.HasValue)
+            {
+                if (allowedMentions.AllowedTypes.Value.HasFlag(AllowedMentionTypes.Users) &&
+                    allowedMentions.UserIds != null && allowedMentions.UserIds.Count > 0)
+                {
+                    throw new ArgumentException("The Users flag is mutually exclusive with the list of User Ids.", nameof(allowedMentions));
+                }
+
+                if (allowedMentions.AllowedTypes.Value.HasFlag(AllowedMentionTypes.Roles) &&
+                    allowedMentions.RoleIds != null && allowedMentions.RoleIds.Count > 0)
+                {
+                    throw new ArgumentException("The Roles flag is mutually exclusive with the list of Role Ids.", nameof(allowedMentions));
+                }
+            }
+
+            var args = new UploadFileParams(stream) { Filename = filename, Content = text, IsTTS = isTTS, Embed = embed?.ToModel() ?? Optional<API.Embed>.Unspecified, AllowedMentions = allowedMentions?.ToModel() ?? Optional<API.AllowedMentions>.Unspecified, IsSpoiler = isSpoiler };
             var model = await client.ApiClient.UploadFileAsync(channel.Id, args, options).ConfigureAwait(false);
             return RestUserMessage.Create(client, channel, client.CurrentUser, model);
         }
diff --git a/src/Discord.Net.Rest/Entities/Channels/IRestMessageChannel.cs b/src/Discord.Net.Rest/Entities/Channels/IRestMessageChannel.cs
index 195fa92df..d02b293ef 100644
--- a/src/Discord.Net.Rest/Entities/Channels/IRestMessageChannel.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/IRestMessageChannel.cs
@@ -34,7 +34,7 @@ namespace Discord.Rest
         /// </summary>
         /// <remarks>
         ///     This method follows the same behavior as described in 
-        ///     <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool)"/>. Please visit
+        ///     <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool, AllowedMentions)"/>. Please visit
         ///     its documentation for more details on this method.
         /// </remarks>
         /// <param name="filePath">The file path of the file.</param>
@@ -42,16 +42,21 @@ namespace Discord.Rest
         /// <param name="isTTS">Whether the message should be read aloud by Discord or not.</param>
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich" /> <see cref="Embed" /> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
+        /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        new Task<RestUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        new Task<RestUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
         /// <summary>
         ///     Sends a file to this message channel with an optional caption.
         /// </summary>
         /// <remarks>
-        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(Stream, string, string, bool, Embed, RequestOptions, bool)"/>.
+        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(Stream, string, string, bool, Embed, RequestOptions, bool, AllowedMentions)"/>.
         ///     Please visit its documentation for more details on this method.
         /// </remarks>
         /// <param name="stream">The <see cref="Stream" /> of the file to be sent.</param>
@@ -60,11 +65,16 @@ namespace Discord.Rest
         /// <param name="isTTS">Whether the message should be read aloud by Discord or not.</param>
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich"/> <see cref="Embed"/> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
+        /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        new Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        new Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
 
         /// <summary>
         ///     Gets a message from this message channel.
diff --git a/src/Discord.Net.Rest/Entities/Channels/RestDMChannel.cs b/src/Discord.Net.Rest/Entities/Channels/RestDMChannel.cs
index 732af2d81..0f29f9d77 100644
--- a/src/Discord.Net.Rest/Entities/Channels/RestDMChannel.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/RestDMChannel.cs
@@ -121,12 +121,12 @@ namespace Discord.Rest
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <inheritdoc />
         public Task DeleteMessageAsync(ulong messageId, RequestOptions options = null)
@@ -200,11 +200,11 @@ namespace Discord.Rest
         async Task<IReadOnlyCollection<IMessage>> IMessageChannel.GetPinnedMessagesAsync(RequestOptions options)
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs b/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
index 3c21bd95f..4361fd281 100644
--- a/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/RestGroupChannel.cs
@@ -123,12 +123,12 @@ namespace Discord.Rest
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <inheritdoc />
         public Task TriggerTypingAsync(RequestOptions options = null)
@@ -178,11 +178,11 @@ namespace Discord.Rest
         async Task<IReadOnlyCollection<IMessage>> IMessageChannel.GetPinnedMessagesAsync(RequestOptions options)
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
 
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
 
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
 
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/src/Discord.Net.Rest/Entities/Channels/RestTextChannel.cs b/src/Discord.Net.Rest/Entities/Channels/RestTextChannel.cs
index cecd0a4d2..c7ff7fa65 100644
--- a/src/Discord.Net.Rest/Entities/Channels/RestTextChannel.cs
+++ b/src/Discord.Net.Rest/Entities/Channels/RestTextChannel.cs
@@ -129,13 +129,13 @@ namespace Discord.Rest
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <inheritdoc />
         public Task DeleteMessageAsync(ulong messageId, RequestOptions options = null)
@@ -266,12 +266,12 @@ namespace Discord.Rest
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
 
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
 
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/src/Discord.Net.WebSocket/Entities/Channels/ISocketMessageChannel.cs b/src/Discord.Net.WebSocket/Entities/Channels/ISocketMessageChannel.cs
index 378478dcc..e8511f1f5 100644
--- a/src/Discord.Net.WebSocket/Entities/Channels/ISocketMessageChannel.cs
+++ b/src/Discord.Net.WebSocket/Entities/Channels/ISocketMessageChannel.cs
@@ -42,7 +42,7 @@ namespace Discord.WebSocket
         ///     Sends a file to this message channel with an optional caption.
         /// </summary>
         /// <remarks>
-        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool)"/>.
+        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(string, string, bool, Embed, RequestOptions, bool, AllowedMentions)"/>.
         ///     Please visit its documentation for more details on this method.
         /// </remarks>
         /// <param name="filePath">The file path of the file.</param>
@@ -51,16 +51,20 @@ namespace Discord.WebSocket
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich" /> <see cref="Embed" /> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
         /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        new Task<RestUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        new Task<RestUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
         /// <summary>
         ///     Sends a file to this message channel with an optional caption.
         /// </summary>
         /// <remarks>
-        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(Stream, string, string, bool, Embed, RequestOptions, bool)"/>.
+        ///     This method follows the same behavior as described in <see cref="IMessageChannel.SendFileAsync(Stream, string, string, bool, Embed, RequestOptions, bool, AllowedMentions)"/>.
         ///     Please visit its documentation for more details on this method.
         /// </remarks>
         /// <param name="stream">The <see cref="Stream" /> of the file to be sent.</param>
@@ -70,11 +74,15 @@ namespace Discord.WebSocket
         /// <param name="embed">The <see cref="Discord.EmbedType.Rich"/> <see cref="Embed"/> to be sent.</param>
         /// <param name="options">The options to be used when sending the request.</param>
         /// <param name="isSpoiler">Whether the message attachment should be hidden as a spoiler.</param>
+        /// <param name="allowedMentions">
+        ///     Specifies if notifications are sent for mentioned users and roles in the message <paramref name="text"/>.
+        ///     If <c>null</c>, all mentioned roles and users will be notified.
+        /// </param>
         /// <returns>
         ///     A task that represents an asynchronous send operation for delivering the message. The task result
         ///     contains the sent message.
         /// </returns>
-        new Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false);
+        new Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null);
 
         /// <summary>
         ///     Gets a cached message from this channel.
diff --git a/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs b/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
index 11259a31e..527685578 100644
--- a/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
+++ b/src/Discord.Net.WebSocket/Entities/Channels/SocketDMChannel.cs
@@ -139,12 +139,12 @@ namespace Discord.WebSocket
             => ChannelHelper.SendMessageAsync(this, Discord, text, isTTS, embed, allowedMentions, options);
 
         /// <inheritdoc />
-        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
         /// <inheritdoc />
         public Task DeleteMessageAsync(ulong messageId, RequestOptions options = null)
             => ChannelHelper.DeleteMessageAsync(this, messageId, Discord, options);
@@ -229,11 +229,11 @@ namespace Discord.WebSocket
         async Task<IReadOnlyCollection<IMessage>> IMessageChannel.GetPinnedMessagesAsync(RequestOptions options)
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/src/Discord.Net.WebSocket/Entities/Channels/SocketGroupChannel.cs b/src/Discord.Net.WebSocket/Entities/Channels/SocketGroupChannel.cs
index c57c37db2..b95bbffc1 100644
--- a/src/Discord.Net.WebSocket/Entities/Channels/SocketGroupChannel.cs
+++ b/src/Discord.Net.WebSocket/Entities/Channels/SocketGroupChannel.cs
@@ -167,11 +167,11 @@ namespace Discord.WebSocket
             => ChannelHelper.SendMessageAsync(this, Discord, text, isTTS, embed, allowedMentions, options);
 
         /// <inheritdoc />
-        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
         /// <inheritdoc />
-        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <inheritdoc />
         public Task DeleteMessageAsync(ulong messageId, RequestOptions options = null)
@@ -293,11 +293,11 @@ namespace Discord.WebSocket
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
 
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/src/Discord.Net.WebSocket/Entities/Channels/SocketTextChannel.cs b/src/Discord.Net.WebSocket/Entities/Channels/SocketTextChannel.cs
index 1b3b5bcd7..e49e3ed37 100644
--- a/src/Discord.Net.WebSocket/Entities/Channels/SocketTextChannel.cs
+++ b/src/Discord.Net.WebSocket/Entities/Channels/SocketTextChannel.cs
@@ -165,13 +165,13 @@ namespace Discord.WebSocket
             => ChannelHelper.SendMessageAsync(this, Discord, text, isTTS, embed, allowedMentions, options);
 
         /// <inheritdoc />
-        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(string filePath, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, filePath, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <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, bool isSpoiler = false)
-            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, options, isSpoiler);
+        public Task<RestUserMessage> SendFileAsync(Stream stream, string filename, string text, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
+            => ChannelHelper.SendFileAsync(this, Discord, stream, filename, text, isTTS, embed, allowedMentions, options, isSpoiler);
 
         /// <inheritdoc />
         public Task DeleteMessagesAsync(IEnumerable<IMessage> messages, RequestOptions options = null)
@@ -302,11 +302,11 @@ namespace Discord.WebSocket
             => await GetPinnedMessagesAsync(options).ConfigureAwait(false);
 
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(string filePath, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(filePath, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
-        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler)
-            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler).ConfigureAwait(false);
+        async Task<IUserMessage> IMessageChannel.SendFileAsync(Stream stream, string filename, string text, bool isTTS, Embed embed, RequestOptions options, bool isSpoiler, AllowedMentions allowedMentions)
+            => await SendFileAsync(stream, filename, text, isTTS, embed, options, isSpoiler, allowedMentions).ConfigureAwait(false);
         /// <inheritdoc />
         async Task<IUserMessage> IMessageChannel.SendMessageAsync(string text, bool isTTS, Embed embed, RequestOptions options, AllowedMentions allowedMentions)
             => await SendMessageAsync(text, isTTS, embed, options, allowedMentions).ConfigureAwait(false);
diff --git a/test/Discord.Net.Tests.Unit/MockedEntities/MockedDMChannel.cs b/test/Discord.Net.Tests.Unit/MockedEntities/MockedDMChannel.cs
index c8d68fb4d..870c05812 100644
--- a/test/Discord.Net.Tests.Unit/MockedEntities/MockedDMChannel.cs
+++ b/test/Discord.Net.Tests.Unit/MockedEntities/MockedDMChannel.cs
@@ -73,12 +73,12 @@ namespace Discord
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }
diff --git a/test/Discord.Net.Tests.Unit/MockedEntities/MockedGroupChannel.cs b/test/Discord.Net.Tests.Unit/MockedEntities/MockedGroupChannel.cs
index 5a26b713f..31df719da 100644
--- a/test/Discord.Net.Tests.Unit/MockedEntities/MockedGroupChannel.cs
+++ b/test/Discord.Net.Tests.Unit/MockedEntities/MockedGroupChannel.cs
@@ -81,12 +81,12 @@ namespace Discord
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }
diff --git a/test/Discord.Net.Tests.Unit/MockedEntities/MockedTextChannel.cs b/test/Discord.Net.Tests.Unit/MockedEntities/MockedTextChannel.cs
index a57c72899..a95a91f5c 100644
--- a/test/Discord.Net.Tests.Unit/MockedEntities/MockedTextChannel.cs
+++ b/test/Discord.Net.Tests.Unit/MockedEntities/MockedTextChannel.cs
@@ -167,12 +167,12 @@ namespace Discord
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(string filePath, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }
 
-        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false)
+        public Task<IUserMessage> SendFileAsync(Stream stream, string filename, string text = null, bool isTTS = false, Embed embed = null, RequestOptions options = null, bool isSpoiler = false, AllowedMentions allowedMentions = null)
         {
             throw new NotImplementedException();
         }