diff --git a/typings/index.d.ts b/typings/index.d.ts
index ad9b150e2..43a607ab6 100644
--- a/typings/index.d.ts
+++ b/typings/index.d.ts
@@ -1440,7 +1440,7 @@ declare module 'discord.js' {
 			route: object,
 			reason?: string
 		): Promise<{ id: Snowflake; position: number }[]>;
-		public static splitMessage(text: string, options?: SplitOptions): string | string[];
+		public static splitMessage(text: string, options?: SplitOptions): string[];
 		public static str2ab(str: string): ArrayBuffer;
 	}
 
@@ -1828,8 +1828,10 @@ declare module 'discord.js' {
 		readonly lastMessage: Message | null;
 		lastPinTimestamp: number | null;
 		readonly lastPinAt: Date;
-		send(content?: StringResolvable, options?: MessageOptions | MessageAdditions): Promise<Message | Message[]>;
-		send(options?: MessageOptions | MessageAdditions | APIMessage): Promise<Message | Message[]>;
+		send(content?: StringResolvable, options?: MessageOptions & { split?: false } | MessageAdditions): Promise<Message>;
+		send(content?: StringResolvable, options?: MessageOptions & { split: true | SplitOptions } | MessageAdditions): Promise<Message[]>;
+		send(options?: MessageOptions & { split?: false } | MessageAdditions | APIMessage): Promise<Message | Message>;
+		send(options?: MessageOptions & { split: true | SplitOptions } | MessageAdditions | APIMessage): Promise<Message | Message[]>;
 	}
 
 	interface TextBasedChannelFields extends PartialTextBasedChannelFields {
@@ -1850,8 +1852,10 @@ declare module 'discord.js' {
 		token: string;
 		delete(reason?: string): Promise<void>;
 		edit(options: WebhookEditData): Promise<Webhook>;
-		send(content?: StringResolvable, options?: WebhookMessageOptions | MessageAdditions): Promise<Message | Message[]>;
-		send(options?: WebhookMessageOptions | MessageAdditions | APIMessage): Promise<Message | Message[]>;
+		send(content?: StringResolvable, options?: WebhookMessageOptions & { split?: false } | MessageAdditions): Promise<Message>;
+		send(content?: StringResolvable, options?: WebhookMessageOptions & { split: true | SplitOptions } | MessageAdditions): Promise<Message[]>;
+		send(options?: WebhookMessageOptions & { split?: false } | MessageAdditions | APIMessage): Promise<Message>;
+		send(options?: WebhookMessageOptions & { split: true | SplitOptions } | MessageAdditions | APIMessage): Promise<Message[]>;
 		sendSlackMessage(body: object): Promise<Message | object>;
 	}