diff --git a/src/core/images.rs b/src/core/images.rs
index eca52c4..292b52a 100644
--- a/src/core/images.rs
+++ b/src/core/images.rs
@@ -168,6 +168,17 @@ impl Model<Image> {
     }
 }
 
+pub async fn remove_from_db(
+    db: PoolConnection<Sqlite>,
+    id: i32,
+) -> Result<()> {
+    query!("DELETE FROM images WHERE id = $1", id)
+        .execute(&mut db.detach())
+        .await
+        .into_diagnostic()
+        .map(|_| ())
+}
+
 pub async fn update_image_in_db(
     image: Image,
     db: PoolConnection<Sqlite>,
diff --git a/src/core/presentations.rs b/src/core/presentations.rs
index 1bae1bf..768e693 100644
--- a/src/core/presentations.rs
+++ b/src/core/presentations.rs
@@ -263,6 +263,17 @@ impl Model<Presentation> {
     }
 }
 
+pub async fn remove_from_db(
+    db: PoolConnection<Sqlite>,
+    id: i32,
+) -> Result<()> {
+    query!("DELETE FROM presentations WHERE id = $1", id)
+        .execute(&mut db.detach())
+        .await
+        .into_diagnostic()
+        .map(|_| ())
+}
+
 pub async fn update_presentation_in_db(
     presentation: Presentation,
     db: PoolConnection<Sqlite>,
diff --git a/src/core/slide.rs b/src/core/slide.rs
index def56f7..30bf847 100644
--- a/src/core/slide.rs
+++ b/src/core/slide.rs
@@ -181,7 +181,7 @@ impl TryFrom<PathBuf> for Background {
                 }
             }
             Err(e) => {
-                error!("Couldn't canonicalize: {e} {:?}", path);
+                // error!("Couldn't canonicalize: {e} {:?}", path);
                 Err(ParseError::CannotCanonicalize)
             }
         }
diff --git a/src/core/songs.rs b/src/core/songs.rs
index eccaae9..feb9d65 100644
--- a/src/core/songs.rs
+++ b/src/core/songs.rs
@@ -407,19 +407,17 @@ impl Model<Song> {
             }
         }
     }
+}
 
-    pub async fn remove_from_db(
-        &mut self,
-        db: &mut SqlitePool,
-        id: i32,
-    ) -> Result<()> {
-        let db = db.acquire().await.expect("probs");
-        query!("delete from songs where id = $1", id)
-            .execute(&mut db.detach())
-            .await
-            .into_diagnostic()
-            .map(|_| ())
-    }
+pub async fn remove_from_db(
+    db: PoolConnection<Sqlite>,
+    id: i32,
+) -> Result<()> {
+    query!("DELETE FROM songs WHERE id = $1", id)
+        .execute(&mut db.detach())
+        .await
+        .into_diagnostic()
+        .map(|_| ())
 }
 
 pub async fn update_song_in_db(
diff --git a/src/core/videos.rs b/src/core/videos.rs
index f31aa20..528088d 100644
--- a/src/core/videos.rs
+++ b/src/core/videos.rs
@@ -11,10 +11,10 @@ use crisp::types::{Keyword, Symbol, Value};
 use miette::{IntoDiagnostic, Result};
 use serde::{Deserialize, Serialize};
 use sqlx::{
-    Sqlite, SqliteConnection, SqlitePool, pool::PoolConnection,
-    query, query_as,
+    pool::PoolConnection, query, query_as, Sqlite, SqliteConnection,
+    SqlitePool,
 };
-use std::path::PathBuf;
+use std::path::{Path, PathBuf};
 use tracing::error;
 
 #[derive(
@@ -35,6 +35,25 @@ impl From<&Video> for Value {
     }
 }
 
+impl From<PathBuf> for Video {
+    fn from(value: PathBuf) -> Self {
+        let title: String = value.file_name().map_or_else(|| "Video".into(), |filename| {
+            filename.to_str().unwrap_or("Video").into()
+        });
+        Self {
+            title,
+            path: value,
+            ..Default::default()
+        }
+    }
+}
+
+impl From<&Path> for Video {
+    fn from(value: &Path) -> Self {
+        Self::from(value.to_owned())
+    }
+}
+
 impl Content for Video {
     fn title(&self) -> String {
         self.title.clone()
@@ -205,6 +224,17 @@ impl Model<Video> {
     }
 }
 
+pub async fn remove_from_db(
+    db: PoolConnection<Sqlite>,
+    id: i32,
+) -> Result<()> {
+    query!("DELETE FROM videos WHERE id = $1", id)
+        .execute(&mut db.detach())
+        .await
+        .into_diagnostic()
+        .map(|_| ())
+}
+
 pub async fn update_video_in_db(
     video: Video,
     db: PoolConnection<Sqlite>,
diff --git a/src/ui/library.rs b/src/ui/library.rs
index b6d20c7..11946fa 100644
--- a/src/ui/library.rs
+++ b/src/ui/library.rs
@@ -1,34 +1,35 @@
 use std::collections::HashMap;
 
 use cosmic::{
-    Element, Task,
     iced::{
-        Background, Border, Color, Length, alignment::Vertical,
-        clipboard::dnd::DndAction, futures::FutureExt,
+        alignment::Vertical, clipboard::dnd::DndAction,
+        futures::FutureExt, Background, Border, Color, Length,
     },
     iced_core::widget::tree::State,
     iced_widget::{column, row as rowm, text as textm},
     theme,
     widget::{
-        Container, DndSource, Space, button, container, context_menu,
+        button, container, context_menu, dnd_destination,
         horizontal_space, icon,
         menu::{self, Action as MenuAction},
         mouse_area, responsive, row, scrollable, text, text_input,
+        Container, DndSource, Space,
     },
+    Element, Task,
 };
 use miette::{IntoDiagnostic, Result};
 use rapidfuzz::distance::levenshtein;
-use sqlx::{Sqlite, SqlitePool, pool::PoolConnection};
+use sqlx::{pool::PoolConnection, Sqlite, SqlitePool};
 use tracing::{debug, error, warn};
 
 use crate::core::{
     content::Content,
-    images::{Image, update_image_in_db},
+    images::{self, update_image_in_db, Image},
     model::{LibraryKind, Model},
-    presentations::{Presentation, update_presentation_in_db},
+    presentations::{self, update_presentation_in_db, Presentation},
     service_items::ServiceItem,
-    songs::{Song, update_song_in_db},
-    videos::{Video, update_video_in_db},
+    songs::{self, update_song_in_db, Song},
+    videos::{self, update_video_in_db, Video},
 };
 
 #[derive(Debug, Clone)]
@@ -78,7 +79,7 @@ pub(crate) enum Action {
 
 #[derive(Clone, Debug)]
 pub(crate) enum Message {
-    AddItem,
+    AddItem(LibraryKind),
     DeleteItem((LibraryKind, i32)),
     OpenItem(Option<(LibraryKind, i32)>),
     HoverLibrary(Option<LibraryKind>),
@@ -128,37 +129,171 @@ impl<'a> Library {
 
     pub fn update(&'a mut self, message: Message) -> Action {
         match message {
-            Message::AddItem => (),
+            Message::AddItem(kind) => match kind {
+                LibraryKind::Song => todo!(),
+                LibraryKind::Video => {
+                    let future = cosmic::dialog::file_chooser::open::Dialog::new().filter(cosmic::dialog::file_chooser::FileFilter::new("videos").extension("mp4").extension("mkv").extension("webm").extension(".mpeg")).open_file();
+                    let task = Task::future(future).and_then(|r| {
+                        if let Ok(video) = r
+                            .url()
+                            .to_file_path()
+                            .and_then(|path| Ok(Video::from(path)))
+                        {
+                            self.video_library.add_item(video);
+                        };
+                        Task::none()
+                    });
+                }
+                LibraryKind::Image => todo!(),
+                LibraryKind::Presentation => todo!(),
+            },
             Message::None => (),
             Message::DeleteItem((kind, index)) => {
                 match kind {
                     LibraryKind::Song => {
+                        let Some(song) =
+                            self.song_library.get_item(index)
+                        else {
+                            error!(
+                                "There appears to not be a song here"
+                            );
+                            return Action::None;
+                        };
+                        let song = song.clone();
                         if let Err(e) =
                             self.song_library.remove_item(index)
                         {
                             error!(?e);
+                        } else {
+                            let task =
+                                Task::future(self.db.acquire())
+                                    .and_then(move |db| {
+                                        Task::perform(
+                                            songs::remove_from_db(
+                                                db, song.id,
+                                            ),
+                                            |r| {
+                                                match r {
+                                                    Err(e) => {
+                                                        error!(?e)
+                                                    }
+                                                    _ => (),
+                                                }
+                                                Message::None
+                                            },
+                                        )
+                                    });
+                            return Action::Task(task);
                         }
                     }
                     LibraryKind::Video => {
+                        let Some(video) =
+                            self.video_library.get_item(index)
+                        else {
+                            error!(
+                                "There appears to not be a video here"
+                            );
+                            return Action::None;
+                        };
+                        let video = video.clone();
                         if let Err(e) =
                             self.video_library.remove_item(index)
                         {
                             error!(?e);
+                        } else {
+                            let task =
+                                Task::future(self.db.acquire())
+                                    .and_then(move |db| {
+                                        Task::perform(
+                                            videos::remove_from_db(
+                                                db, video.id,
+                                            ),
+                                            |r| {
+                                                match r {
+                                                    Err(e) => {
+                                                        error!(?e)
+                                                    }
+                                                    _ => (),
+                                                }
+                                                Message::None
+                                            },
+                                        )
+                                    });
+                            return Action::Task(task);
                         }
                     }
                     LibraryKind::Image => {
+                        let Some(image) =
+                            self.image_library.get_item(index)
+                        else {
+                            error!(
+                                "There appears to not be a image here"
+                            );
+                            return Action::None;
+                        };
+                        let image = image.clone();
                         if let Err(e) =
                             self.image_library.remove_item(index)
                         {
                             error!(?e);
+                        } else {
+                            let task =
+                                Task::future(self.db.acquire())
+                                    .and_then(move |db| {
+                                        Task::perform(
+                                            images::remove_from_db(
+                                                db, image.id,
+                                            ),
+                                            |r| {
+                                                match r {
+                                                    Err(e) => {
+                                                        error!(?e)
+                                                    }
+                                                    _ => (),
+                                                }
+                                                Message::None
+                                            },
+                                        )
+                                    });
+                            return Action::Task(task);
                         }
                     }
                     LibraryKind::Presentation => {
+                        let Some(presentation) =
+                            self.presentation_library.get_item(index)
+                        else {
+                            error!(
+                                "There appears to not be a presentation here"
+                            );
+                            return Action::None;
+                        };
+                        let presentation = presentation.clone();
                         if let Err(e) = self
                             .presentation_library
                             .remove_item(index)
                         {
                             error!(?e);
+                        } else {
+                            let task =
+                                Task::future(self.db.acquire())
+                                    .and_then(move |db| {
+                                        Task::perform(
+                                    presentations::remove_from_db(
+                                        db,
+                                        presentation.id,
+                                    ),
+                                    |r| {
+                                        match r {
+                                            Err(e) => {
+                                                error!(?e)
+                                            }
+                                            _ => (),
+                                        }
+                                        Message::None
+                                    },
+                                )
+                                    });
+                            return Action::Task(task);
                         }
                     }
                 };
@@ -515,11 +650,42 @@ impl<'a> Library {
             let library_toolbar = rowm!(
                 text_input("Search...", ""),
                 button::icon(icon::from_name("add"))
+                    .on_press(Message::AddItem(model.kind))
             );
             let library_column =
                 column![library_toolbar, items].spacing(3);
-
-            Container::new(library_column).padding(5)
+            let library_dnd = dnd_destination(
+                library_column,
+                vec![
+                    "image/png".into(),
+                    "image/jpg".into(),
+                    "image/heif".into(),
+                    "image/gif".into(),
+                    "video/mp4".into(),
+                    "video/AV1".into(),
+                    "video/H264".into(),
+                    "video/H265".into(),
+                    "video/mpeg".into(),
+                    "video/mkv".into(),
+                    "video/webm".into(),
+                    "video/ogg".into(),
+                    "video/vnd.youtube.yt".into(),
+                    "video/x-matroska".into(),
+                    "application/pdf".into(),
+                    "text/html".into(),
+                    "text/md".into(),
+                    "text/org".into(),
+                ],
+            )
+            .on_enter(|x, y, mimes| {
+                warn!(?mimes);
+                Message::None
+            })
+            .on_finish(|mime, data, action, x, y| {
+                warn!(?mime, ?data, ?action);
+                Message::None
+            });
+            Container::new(library_dnd).padding(5)
         } else {
             Container::new(Space::new(0, 0))
         };