diff --git a/src/main.rs b/src/main.rs
index 53bfa54..131a0d7 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -3,7 +3,8 @@ include!(concat!(env!("OUT_DIR"), "/codegen.rs"));
 use crate::args::Commands;
 use args::{PeopleCommands, ServerCommands};
 use clap::Parser;
-use color_eyre::eyre::Result;
+use color_eyre::eyre::{Result, WrapErr};
+use color_eyre::Section;
 use commands::missing_date_of_birth::missing_date_of_birth;
 use commands::server_version::server_version;
 use commands::sync_date_of_birth::sync_date_of_birth;
@@ -46,6 +47,8 @@ async fn main() -> Result<()> {
 
     let client = get_client(&conf.server_url, &conf.api_key)?;
 
+    validate_client_connection(&client).await?;
+
     match &args.command {
         Commands::People { people_command } => match people_command {
             PeopleCommands::MissingDateOfBirths {} => missing_date_of_birth(&client).await,
@@ -79,3 +82,21 @@ fn get_client(url: &str, api_key: &str) -> Result<Client> {
             .unwrap(),
     ))
 }
+
+async fn validate_client_connection(client: &Client) -> Result<()> {
+    client
+        .validate_access_token()
+        .await
+        .wrap_err_with(|| "Unable to connect to Immich")
+        .with_suggestion(|| "The API key might be invalid")
+        .with_suggestion(|| "There server URL might be invalid, it should likely end in /api")
+        .with_note(|| format!("The provided server URL was {}", client.baseurl()))
+        .with_note(|| {
+            format!(
+                "The API version for this client is {}, make sure the server version is compatible",
+                client.api_version()
+            )
+        })?;
+
+    Ok(())
+}