diff --git a/src/db.rs b/src/db.rs
index 66c97ab..a146b4e 100644
--- a/src/db.rs
+++ b/src/db.rs
@@ -43,24 +43,20 @@ pub struct SqliteDatabase {
 
 impl SqliteDatabase {
     #[instrument]
-    pub async fn open(connection_string: &str) -> Self {
-        let options = SqliteConnectOptions::from_str(connection_string)
-            .expect("Invalid database URI")
-            .create_if_missing(true);
+    pub async fn open(connection_string: &str) -> Result<Self, sqlx::Error> {
+        let options = SqliteConnectOptions::from_str(connection_string)?.create_if_missing(true);
 
         let mut db = Self {
-            conn: SqliteConnection::connect_with(&options)
-                .await
-                .expect("Failed to open SQLite database"),
+            conn: SqliteConnection::connect_with(&options).await?,
         };
 
-        db.init().await;
+        db.init().await?;
 
-        db
+        Ok(db)
     }
 
     #[instrument]
-    pub async fn init(&mut self) {
+    async fn init(&mut self) -> Result<(), sqlx::Error> {
         query!(
             "CREATE TABLE IF NOT EXISTS user_tokens (
                 id          INTEGER PRIMARY KEY AUTOINCREMENT,
@@ -72,8 +68,9 @@ impl SqliteDatabase {
             )"
         )
         .execute(&mut self.conn)
-        .await
-        .expect("Failed to initialize table user_tokens");
+        .await?;
+
+        Ok(())
     }
 }
 
diff --git a/src/main.rs b/src/main.rs
index 73c54d0..b3f6115 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -25,13 +25,13 @@ mod db;
 mod secrets;
 mod server;
 
-use std::sync::Arc;
+use std::{path::PathBuf, sync::Arc};
 
 use auth::{
     AuthenticationBackend, ServerPadlockGenerator, UserAuthenticator, UserServerKeyGenerator,
 };
 use clap::Parser;
-use color_eyre::Result;
+use color_eyre::{eyre::Context, Result};
 use config::Config;
 use db::{Database, SqliteDatabase};
 use tokio::sync::Mutex;
@@ -78,17 +78,29 @@ struct Args {
 async fn main() -> Result<()> {
     let args = Args::parse();
 
-    init()?;
+    init().context("Failed to initialize tracing")?;
 
-    let config = load_config(&args.config).await?;
+    let config = load_config(&args.config).await.with_context(|| {
+        if let Ok(path) = PathBuf::from(&args.config).canonicalize() {
+            format!("Failed to load config from {path:?}")
+        } else {
+            format!("Failed to load config from invalid path {}", &args.config)
+        }
+    })?;
 
     let database: Arc<Mutex<Box<dyn Database + Send>>> = Arc::new(Mutex::new(Box::new(
-        SqliteDatabase::open(&config.database.connection_string).await,
+        SqliteDatabase::open(&config.database.connection_string)
+            .await
+            .context("Failed to open database")?,
     )));
 
     let mut auth_backends = vec![];
-    for c in config.auth_backends {
-        auth_backends.push(AuthenticationBackend::new(c).await?);
+    for (i, c) in config.auth_backends.into_iter().enumerate() {
+        auth_backends.push(
+            AuthenticationBackend::new(c)
+                .await
+                .with_context(|| format!("Failed to initialize backend {i}"))?,
+        );
     }
 
     let user_authenticator = Arc::new(UserAuthenticator::new(database, auth_backends));