diff --git a/january/src/structs/embed.rs b/january/src/structs/embed.rs
new file mode 100644
index 00000000..d0be001f
--- /dev/null
+++ b/january/src/structs/embed.rs
@@ -0,0 +1,16 @@
+use serde::Serialize;
+
+use super::{
+    media::{Image, Video},
+    metadata::Metadata,
+};
+
+#[derive(Clone, Debug, Serialize)]
+#[serde(tag = "type")]
+#[allow(clippy::large_enum_variant)]
+pub enum Embed {
+    Website(Metadata),
+    Image(Image),
+    Video(Video),
+    None,
+}
diff --git a/january/src/structs/media.rs b/january/src/structs/media.rs
new file mode 100644
index 00000000..0ce68ab4
--- /dev/null
+++ b/january/src/structs/media.rs
@@ -0,0 +1,25 @@
+use serde::Serialize;
+use validator::Validate;
+
+#[derive(Clone, Debug, Serialize)]
+pub enum ImageSize {
+    Large,
+    Preview,
+}
+
+#[derive(Clone, Validate, Debug, Serialize)]
+pub struct Image {
+    #[validate(length(min = 1, max = 512))]
+    pub url: String,
+    pub width: isize,
+    pub height: isize,
+    pub size: ImageSize,
+}
+
+#[derive(Clone, Validate, Debug, Serialize)]
+pub struct Video {
+    #[validate(length(min = 1, max = 512))]
+    pub url: String,
+    pub width: isize,
+    pub height: isize,
+}
diff --git a/january/src/structs/metadata.rs b/january/src/structs/metadata.rs
new file mode 100644
index 00000000..dd3083e9
--- /dev/null
+++ b/january/src/structs/metadata.rs
@@ -0,0 +1,320 @@
+use regex::Regex;
+use reqwest::Response;
+use scraper::Selector;
+use serde::Serialize;
+use std::collections::HashMap;
+use validator::Validate;
+
+use crate::{
+    structs::special::{BandcampType, LightspeedType, TwitchType},
+    util::{
+        request::{consume_fragment, consume_size, fetch},
+        result::Error,
+    },
+};
+
+use super::{
+    media::{Image, ImageSize, Video},
+    special::Special,
+};
+
+#[derive(Clone, Validate, Debug, Serialize)]
+pub struct Metadata {
+    #[validate(length(min = 1, max = 256))]
+    url: String,
+    original_url: String,
+    special: Option<Special>,
+
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate(length(min = 1, max = 100))]
+    title: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate(length(min = 0, max = 2000))]
+    description: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate]
+    image: Option<Image>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate]
+    video: Option<Video>,
+
+    #[serde(skip_serializing_if = "Option::is_none")]
+    opengraph_type: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate(length(min = 1, max = 100))]
+    site_name: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate(length(min = 1, max = 256))]
+    icon_url: Option<String>,
+    #[serde(skip_serializing_if = "Option::is_none")]
+    #[validate(length(min = 1, max = 64))]
+    colour: Option<String>,
+}
+
+impl Metadata {
+    pub async fn from(resp: Response, original_url: String) -> Result<Metadata, Error> {
+        let fragment = consume_fragment(resp).await?;
+
+        let meta_selector = Selector::parse("meta").map_err(|_| Error::MetaSelectionFailed)?;
+        let mut meta = HashMap::new();
+        for el in fragment.select(&meta_selector) {
+            let node = el.value();
+
+            if let (Some(property), Some(content)) = (
+                node.attr("property").or_else(|| node.attr("name")),
+                node.attr("content"),
+            ) {
+                meta.insert(property.to_string(), content.to_string());
+            }
+        }
+
+        let link_selector = Selector::parse("link").map_err(|_| Error::MetaSelectionFailed)?;
+        let mut link = HashMap::new();
+        for el in fragment.select(&link_selector) {
+            let node = el.value();
+
+            if let (Some(property), Some(content)) = (node.attr("rel"), node.attr("href")) {
+                link.insert(property.to_string(), content.to_string());
+            }
+        }
+
+        let metadata = Metadata {
+            title: meta
+                .remove("og:title")
+                .or_else(|| meta.remove("twitter:title"))
+                .or_else(|| meta.remove("title")),
+            description: meta
+                .remove("og:description")
+                .or_else(|| meta.remove("twitter:description"))
+                .or_else(|| meta.remove("description")),
+            image: meta
+                .remove("og:image")
+                .or_else(|| meta.remove("og:image:secure_url"))
+                .or_else(|| meta.remove("twitter:image"))
+                .or_else(|| meta.remove("twitter:image:src"))
+                .map(|mut url| {
+                    // If relative URL, prepend root URL. Also if root URL ends with a slash, remove it.
+                    if let Some(ch) = url.chars().next() {
+                        if ch == '/' {
+                            url = format!("{}{}", &original_url.trim_end_matches('/'), &url);
+                        }
+                    }
+                    let mut size = ImageSize::Preview;
+                    if let Some(card) = meta.remove("twitter:card") {
+                        if &card == "summary_large_image" {
+                            size = ImageSize::Large;
+                        }
+                    }
+                    Image {
+                        url,
+                        width: meta
+                            .remove("og:image:width")
+                            .unwrap_or_else(|| "0".to_string())
+                            .parse()
+                            .unwrap_or(0),
+                        height: meta
+                            .remove("og:image:height")
+                            .unwrap_or_else(|| "0".to_string())
+                            .parse()
+                            .unwrap_or(0),
+                        size,
+                    }
+                }),
+            video: meta
+                .remove("og:video")
+                .or_else(|| meta.remove("og:video:url"))
+                .or_else(|| meta.remove("og:video:secure_url"))
+                .map(|mut url| {
+                    // If relative URL, prepend root URL. Also if root URL ends with a slash, remove it.
+                    if let Some(ch) = url.chars().next() {
+                        if ch == '/' {
+                            url = format!("{}{}", &original_url.trim_end_matches('/'), &url);
+                        }
+                    }
+                    Video {
+                        url,
+                        width: meta
+                            .remove("og:video:width")
+                            .unwrap_or_else(|| "0".to_string())
+                            .parse()
+                            .unwrap_or(0),
+                        height: meta
+                            .remove("og:video:height")
+                            .unwrap_or_else(|| "0".to_string())
+                            .parse()
+                            .unwrap_or(0),
+                    }
+                }),
+            icon_url: link
+                .remove("apple-touch-icon")
+                .or_else(|| link.remove("icon"))
+                .map(|mut v| {
+                    // If relative URL, prepend root URL.
+                    if let Some(ch) = v.chars().next() {
+                        if ch == '/' {
+                            v = format!("{}{}", &original_url.trim_end_matches('/'), v);
+                        }
+                    }
+
+                    v
+                }),
+            colour: meta.remove("theme-color"),
+            opengraph_type: meta.remove("og:type"),
+            site_name: meta.remove("og:site_name"),
+            url: meta
+                .remove("og:url")
+                .unwrap_or_else(|| original_url.clone()),
+            original_url,
+            special: None,
+        };
+
+        metadata
+            .validate()
+            .map_err(|error| Error::FailedValidation { error })?;
+
+        Ok(metadata)
+    }
+
+    async fn resolve_image(&mut self) -> Result<(), Error> {
+        if let Some(image) = &mut self.image {
+            // If image WxH was already provided by OpenGraph,
+            // just return that instead.
+            if image.width != 0 && image.height != 0 {
+                return Ok(());
+            }
+
+            let (resp, mime) = fetch(&image.url).await?;
+            let (width, height) = consume_size(resp, mime).await?;
+
+            image.width = width;
+            image.height = height;
+        }
+
+        Ok(())
+    }
+
+    pub async fn generate_special(&mut self) -> Result<Special, Error> {
+        lazy_static! {
+            // ! FIXME: use youtube-dl to fetch metadata
+            static ref RE_YOUTUBE: Regex = Regex::new("^(?:(?:https?:)?//)?(?:(?:www|m)\\.)?(?:(?:youtube\\.com|youtu.be))(?:/(?:[\\w\\-]+\\?v=|embed/|v/)?)([\\w\\-]+)(?:\\S+)?$").unwrap();
+
+            static ref RE_LIGHTSPEED: Regex = Regex::new("^(?:https?://)?(?:[\\w]+\\.)?lightspeed\\.tv/([a-z0-9_]{4,25})").unwrap();
+
+            // ! FIXME: use Twitch API to fetch metadata
+            static ref RE_TWITCH: Regex = Regex::new("^(?:https?://)?(?:www\\.|go\\.)?twitch\\.tv/([a-z0-9_]+)($|\\?)").unwrap();
+            static ref RE_TWITCH_VOD: Regex = Regex::new("^(?:https?://)?(?:www\\.|go\\.)?twitch\\.tv/videos/([0-9]+)($|\\?)").unwrap();
+            static ref RE_TWITCH_CLIP: Regex = Regex::new("^(?:https?://)?(?:www\\.|go\\.)?twitch\\.tv/(?:[a-z0-9_]+)/clip/([A-z0-9_-]+)($|\\?)").unwrap();
+
+            static ref RE_SPOTIFY: Regex = Regex::new("^(?:https?://)?open.spotify.com/(track|user|artist|album|playlist)/([A-z0-9]+)").unwrap();
+            static ref RE_SOUNDCLOUD: Regex = Regex::new("^(?:https?://)?soundcloud.com/([a-zA-Z0-9-]+)/([A-z0-9-]+)").unwrap();
+            static ref RE_BANDCAMP: Regex = Regex::new("^(?:https?://)?(?:[A-z0-9_-]+).bandcamp.com/(track|album)/([A-z0-9_-]+)").unwrap();
+
+            static ref RE_STREAMABLE: Regex = Regex::new("^(?:https?://)?(?:www\\.)?streamable\\.com/([\\w\\d-]+)").unwrap();
+
+            static ref RE_GIF: Regex = Regex::new("^(?:https?://)?(www\\.)?(gifbox\\.me/view|yiffbox\\.me/view|tenor\\.com/view|giphy\\.com/gifs|gfycat\\.com|redgifs\\.com/watch)/[\\w\\d-]+").unwrap();
+        }
+
+        if let Some(captures) = RE_STREAMABLE.captures_iter(&self.url).next() {
+            return Ok(Special::Streamable {
+                id: captures[1].to_string(),
+            });
+        } else if let Some(captures) = RE_YOUTUBE.captures_iter(&self.url).next() {
+            lazy_static! {
+                static ref RE_TIMESTAMP: Regex =
+                    Regex::new("(?:\\?|&)(?:t|start)=([\\w]+)").unwrap();
+            }
+
+            if let Some(video) = &self.video {
+                if let Some(timestamp_captures) = RE_TIMESTAMP.captures_iter(&video.url).next() {
+                    return Ok(Special::YouTube {
+                        id: captures[1].to_string(),
+                        timestamp: Some(timestamp_captures[1].to_string()),
+                    });
+                }
+
+                return Ok(Special::YouTube {
+                    id: captures[1].to_string(),
+                    timestamp: None,
+                });
+            }
+        } else if let Some(captures) = RE_LIGHTSPEED.captures_iter(&self.original_url).next() {
+            return Ok(Special::Lightspeed {
+                id: captures[1].to_string(),
+                content_type: LightspeedType::Channel,
+            });
+        } else if let Some(captures) = RE_TWITCH.captures_iter(&self.original_url).next() {
+            return Ok(Special::Twitch {
+                id: captures[1].to_string(),
+                content_type: TwitchType::Channel,
+            });
+        } else if let Some(captures) = RE_TWITCH_VOD.captures_iter(&self.original_url).next() {
+            return Ok(Special::Twitch {
+                id: captures[1].to_string(),
+                content_type: TwitchType::Video,
+            });
+        } else if let Some(captures) = RE_TWITCH_CLIP.captures_iter(&self.original_url).next() {
+            return Ok(Special::Twitch {
+                id: captures[1].to_string(),
+                content_type: TwitchType::Clip,
+            });
+        } else if let Some(captures) = RE_SPOTIFY.captures_iter(&self.original_url).next() {
+            return Ok(Special::Spotify {
+                content_type: captures[1].to_string(),
+                id: captures[2].to_string(),
+            });
+        } else if RE_SOUNDCLOUD.is_match(&self.original_url) {
+            return Ok(Special::Soundcloud);
+        } else if RE_BANDCAMP.is_match(&self.original_url) {
+            lazy_static! {
+                static ref RE_TRACK: Regex = Regex::new("track=(\\d+)").unwrap();
+                static ref RE_ALBUM: Regex = Regex::new("album=(\\d+)").unwrap();
+            }
+
+            if let Some(video) = &self.video {
+                if let Some(captures) = RE_TRACK.captures_iter(&video.url).next() {
+                    return Ok(Special::Bandcamp {
+                        content_type: BandcampType::Track,
+                        id: captures[1].to_string(),
+                    });
+                }
+
+                if let Some(captures) = RE_ALBUM.captures_iter(&video.url).next() {
+                    return Ok(Special::Bandcamp {
+                        content_type: BandcampType::Album,
+                        id: captures[1].to_string(),
+                    });
+                }
+            }
+        } else if RE_GIF.is_match(&self.original_url) {
+            return Ok(Special::GIF);
+        }
+
+        Ok(Special::None)
+    }
+
+    pub async fn resolve_external(&mut self) {
+        if let Ok(special) = self.generate_special().await {
+            match &special {
+                Special::YouTube { .. } => self.colour = Some("#FF424F".to_string()),
+                Special::Twitch { .. } => self.colour = Some("#7B68EE".to_string()),
+                Special::Lightspeed { .. } => self.colour = Some("#7445D9".to_string()),
+                Special::Spotify { .. } => self.colour = Some("#1ABC9C".to_string()),
+                Special::Soundcloud { .. } => self.colour = Some("#FF7F50".to_string()),
+                _ => {}
+            }
+
+            self.special = Some(special);
+        }
+
+        if self.resolve_image().await.is_err() {
+            self.image = None;
+        }
+    }
+
+    pub fn is_none(&self) -> bool {
+        self.title.is_none()
+            && self.description.is_none()
+            && self.image.is_none()
+            && self.video.is_none()
+    }
+}
diff --git a/january/src/structs/mod.rs b/january/src/structs/mod.rs
new file mode 100644
index 00000000..735c4ed0
--- /dev/null
+++ b/january/src/structs/mod.rs
@@ -0,0 +1,4 @@
+pub mod embed;
+pub mod media;
+pub mod metadata;
+pub mod special;
diff --git a/january/src/structs/special.rs b/january/src/structs/special.rs
new file mode 100644
index 00000000..27906a80
--- /dev/null
+++ b/january/src/structs/special.rs
@@ -0,0 +1,52 @@
+use serde::Serialize;
+
+#[derive(Clone, Debug, Serialize)]
+pub enum TwitchType {
+    Channel,
+    Video,
+    Clip,
+}
+
+#[derive(Clone, Debug, Serialize)]
+pub enum LightspeedType {
+    Channel,
+}
+
+#[derive(Clone, Debug, Serialize)]
+pub enum BandcampType {
+    Album,
+    Track,
+}
+
+#[derive(Clone, Debug, Serialize)]
+#[serde(tag = "type")]
+pub enum Special {
+    None,
+    GIF,
+    YouTube {
+        id: String,
+
+        #[serde(skip_serializing_if = "Option::is_none")]
+        timestamp: Option<String>,
+    },
+    Lightspeed {
+        content_type: LightspeedType,
+        id: String,
+    },
+    Twitch {
+        content_type: TwitchType,
+        id: String,
+    },
+    Spotify {
+        content_type: String,
+        id: String,
+    },
+    Soundcloud,
+    Bandcamp {
+        content_type: BandcampType,
+        id: String,
+    },
+    Streamable {
+        id: String,
+    },
+}