diff --git a/Cargo.lock b/Cargo.lock
index c061fe4..e8c96a7 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -4141,6 +4141,7 @@ dependencies = [
  "prost",
  "spoticord_api_grpc",
  "spoticord_database",
+ "spoticord_player",
  "spoticord_session",
  "thiserror",
  "tokio",
@@ -4198,6 +4199,7 @@ dependencies = [
  "hex",
  "librespot",
  "log",
+ "rand",
  "songbird",
  "spoticord_audio",
  "spoticord_utils",
diff --git a/spoticord_api/Cargo.toml b/spoticord_api/Cargo.toml
index 95a341e..dfaf5af 100644
--- a/spoticord_api/Cargo.toml
+++ b/spoticord_api/Cargo.toml
@@ -7,10 +7,11 @@ edition = "2021"
 spoticord_database = { path = "../spoticord_database" }
 spoticord_session = { path = "../spoticord_session" }
 spoticord_api_grpc = { path = "../spoticord_api_grpc"}
+spoticord_player = { path = "../spoticord_player"}
 prost = "0.13.3"
 tokio = {version = "1.38.0", features = ["io-util", "net", "rt-multi-thread"]}
 axum = "0.7.5"
 env_logger = "0.11.3"
 log = "0.4.21"
 thiserror = "1.0.61"
-tonic = "0.12.3"
+tonic = "0.12.3"
\ No newline at end of file
diff --git a/spoticord_api/src/lib.rs b/spoticord_api/src/lib.rs
index fb25578..800897b 100644
--- a/spoticord_api/src/lib.rs
+++ b/spoticord_api/src/lib.rs
@@ -1,5 +1,6 @@
 use log::info;
-use spoticord_api_grpc::spoticord_api::service::PlayPlaylistRequest;
+use spoticord_api_grpc::spoticord_api::service::{PlayModes, PlayPlaylistRequest};
+use spoticord_player::playback_control::{PlayPlaylist, StartAt};
 use spoticord_session::manager::{SessionManager, SessionQuery};
 use tonic::{Request, Response, Status};
 
@@ -26,7 +27,19 @@ impl spoticord_api_grpc::spoticord_api::service::spoticord_api_server::Spoticord
             .get_session(SessionQuery::Owner(playlist.discord_user_id.into()))
             .unwrap();
 
-        session.queue_playlist(playlist.playlist_uri).await.unwrap();
+        let shuffle = match playlist.order() {
+            PlayModes::Shuffle => true,
+            PlayModes::InOrder => false,
+        };
+
+        let play_playlist = PlayPlaylist {
+            uri: playlist.playlist_uri,
+            shuffle,
+            repeat: true,
+            start_at: StartAt::FirstSong,
+        };
+
+        session.queue_playlist(play_playlist).await.unwrap();
 
         let response = spoticord_api_grpc::spoticord_api::service::Response {
             resp: Option::from(
diff --git a/spoticord_player/Cargo.toml b/spoticord_player/Cargo.toml
index ac0b178..b15c5ee 100644
--- a/spoticord_player/Cargo.toml
+++ b/spoticord_player/Cargo.toml
@@ -16,3 +16,4 @@ anyhow = "1.0.86"
 log = "0.4.22"
 symphonia = { version = "0.5.4", default-features = false, features = ["pcm"] }
 hex = "0.4.3"
+rand = "0.8.5"
diff --git a/spoticord_player/src/lib.rs b/spoticord_player/src/lib.rs
index f927f76..b5e567d 100644
--- a/spoticord_player/src/lib.rs
+++ b/spoticord_player/src/lib.rs
@@ -1,5 +1,7 @@
 pub mod info;
+pub mod playback_control;
 
+use crate::playback_control::{PlayPlaylist, StartAt};
 use anyhow::Result;
 use info::PlaybackInfo;
 use librespot::connect::spirc::SpircLoadCommand;
@@ -18,6 +20,7 @@ use librespot::{
     },
 };
 use log::{error, trace};
+use rand::{thread_rng, Rng};
 use songbird::{input::RawAdapter, tracks::TrackHandle, Call};
 use spoticord_audio::{
     sink::{SinkEvent, StreamSink},
@@ -38,7 +41,7 @@ enum PlayerCommand {
 
     GetPlaybackInfo(oneshot::Sender<Option<PlaybackInfo>>),
     GetLyrics(oneshot::Sender<Option<Lyrics>>),
-    QueuePlaylist { uri: String },
+    QueuePlaylist(PlayPlaylist),
 
     Shutdown,
 }
@@ -218,7 +221,7 @@ impl Player {
             PlayerCommand::GetLyrics(tx) => self.get_lyrics(tx).await,
 
             PlayerCommand::Shutdown => self.commands.close(),
-            PlayerCommand::QueuePlaylist { uri } => self.queue_playlist(uri).await,
+            PlayerCommand::QueuePlaylist(play_playlist) => self.queue_playlist(play_playlist).await,
         };
     }
 
@@ -307,12 +310,15 @@ impl Player {
         _ = tx.send(Some(lyrics));
     }
 
-    async fn queue_playlist(&self, playlist_uri: String) {
-        let playlist = Playlist::get(&self.session, &SpotifyId::from_uri(&playlist_uri).unwrap())
-            .await
-            .unwrap();
+    async fn queue_playlist(&self, playlist_control: PlayPlaylist) {
+        let playlist = Playlist::get(
+            &self.session,
+            &SpotifyId::from_uri(&playlist_control.uri).unwrap(),
+        )
+        .await
+        .unwrap();
 
-        let tracks = playlist
+        let tracks: Vec<_> = playlist
             .tracks()
             .map(|track_id| {
                 let mut track = TrackRef::new();
@@ -323,13 +329,18 @@ impl Player {
 
         self.spirc.activate().unwrap();
 
+        let start_ndx = match playlist_control.start_at {
+            StartAt::FirstSong => 0u32,
+            StartAt::Random => thread_rng().gen_range(0..tracks.len()) as u32,
+        };
+
         self.spirc
             .load(SpircLoadCommand {
-                context_uri: playlist_uri,
+                context_uri: playlist_control.uri,
                 start_playing: true,
-                shuffle: true,
-                repeat: true,
-                playing_track_index: 0,
+                shuffle: playlist_control.shuffle,
+                repeat: playlist_control.repeat,
+                playing_track_index: start_ndx,
                 tracks,
             })
             .unwrap();
@@ -389,9 +400,9 @@ impl PlayerHandle {
         _ = self.commands.send(PlayerCommand::Shutdown).await;
     }
 
-    pub async fn queue_playlist(&self, playlist_uri: String) {
+    pub async fn queue_playlist(&self, play_playlist: PlayPlaylist) {
         self.commands
-            .send(PlayerCommand::QueuePlaylist { uri: playlist_uri })
+            .send(PlayerCommand::QueuePlaylist(play_playlist))
             .await
             .unwrap()
     }
diff --git a/spoticord_player/src/playback_control.rs b/spoticord_player/src/playback_control.rs
new file mode 100644
index 0000000..97c43ab
--- /dev/null
+++ b/spoticord_player/src/playback_control.rs
@@ -0,0 +1,13 @@
+#[derive(Debug, Clone)]
+pub enum StartAt {
+    FirstSong,
+    Random,
+}
+
+#[derive(Debug, Clone)]
+pub struct PlayPlaylist {
+    pub uri: String,
+    pub shuffle: bool,
+    pub repeat: bool,
+    pub start_at: StartAt,
+}
diff --git a/spoticord_session/src/lib.rs b/spoticord_session/src/lib.rs
index 010dea5..8926e68 100644
--- a/spoticord_session/src/lib.rs
+++ b/spoticord_session/src/lib.rs
@@ -17,6 +17,7 @@ use serenity::{
 };
 use songbird::{model::payload::ClientDisconnect, Call, CoreEvent, Event, EventContext};
 use spoticord_database::Database;
+use spoticord_player::playback_control::PlayPlaylist;
 use spoticord_player::{Player, PlayerEvent, PlayerHandle};
 use spoticord_utils::{discord::Colors, spotify};
 use std::{ops::ControlFlow, sync::Arc, time::Duration};
@@ -42,9 +43,7 @@ pub enum SessionCommand {
     ShutdownPlayer,
     Disconnect,
     DisconnectTimedOut,
-    QueuePlaylist {
-        playlist_uri: String,
-    },
+    QueuePlaylist(PlayPlaylist),
 }
 
 pub struct Session {
@@ -292,8 +291,8 @@ impl Session {
 
                 return ControlFlow::Break(());
             }
-            SessionCommand::QueuePlaylist { playlist_uri } => {
-                self.player.queue_playlist(playlist_uri).await;
+            SessionCommand::QueuePlaylist(play_playlist) => {
+                self.player.queue_playlist(play_playlist).await;
             }
         };
 
@@ -557,9 +556,9 @@ impl SessionHandle {
         }
     }
 
-    pub async fn queue_playlist(&self, playlist_uri: String) -> Result<()> {
+    pub async fn queue_playlist(&self, play_playlist: PlayPlaylist) -> Result<()> {
         self.commands
-            .send(SessionCommand::QueuePlaylist { playlist_uri })
+            .send(SessionCommand::QueuePlaylist(play_playlist))
             .await?;
 
         Ok(())