4 files changed, 27 insertions, 10 deletions
diff --git a/gui/packages/desktop/src/renderer/errors.js b/gui/packages/desktop/src/renderer/errors.js
index 15a7696f18..8651adfb97 100644
--- a/gui/packages/desktop/src/renderer/errors.js
+++ b/gui/packages/desktop/src/renderer/errors.js
@@ -4,7 +4,13 @@ import type { BlockReason } from './lib/daemon-rpc';
 
 export class BlockedError extends Error {
   constructor(reason: BlockReason) {
-    super(reason);
+    switch (reason) {
+      case 'start_tunnel_error':
+        super('Failed to start tunnel connection');
+        break;
+      default:
+        super(`Unknown error: ${(reason: empty)}`);
+    }
   }
 }
 
diff --git a/gui/packages/desktop/src/renderer/lib/daemon-rpc.js b/gui/packages/desktop/src/renderer/lib/daemon-rpc.js
index 1578b04638..38450173fd 100644
--- a/gui/packages/desktop/src/renderer/lib/daemon-rpc.js
+++ b/gui/packages/desktop/src/renderer/lib/daemon-rpc.js
@@ -41,7 +41,7 @@ const LocationSchema = object({
   mullvad_exit_ip: boolean,
 });
 
-export type BlockReason = string;
+export type BlockReason = 'start_tunnel_error';
 export type DisconnectedState = {
   state: 'disconnected',
 };
@@ -218,9 +218,10 @@ const AccountDataSchema = object({
   expiry: string,
 });
 
+const allBlockReasons: Array<BlockReason> = ['start_tunnel_error'];
 const BlockedStateSchema = object({
   state: enumeration('blocked'),
-  details: string,
+  details: enumeration(...allBlockReasons),
 });
 const ConnectedStateSchema = object({ state: enumeration('connected') });
 const ConnectingStateSchema = object({ state: enumeration('connecting') });
diff --git a/talpid-core/src/tunnel_state_machine/connecting_state.rs b/talpid-core/src/tunnel_state_machine/connecting_state.rs
index 8aee60fd69..41031faa34 100644
--- a/talpid-core/src/tunnel_state_machine/connecting_state.rs
+++ b/talpid-core/src/tunnel_state_machine/connecting_state.rs
@@ -10,11 +10,12 @@ use futures::sync::{mpsc, oneshot};
 use futures::{Async, Future, Sink, Stream};
 
 use talpid_types::net::{TunnelEndpoint, TunnelEndpointData};
+use talpid_types::tunnel::BlockReason;
 
 use super::{
-    AfterDisconnect, ConnectedState, ConnectedStateBootstrap, DisconnectedState,
-    DisconnectingState, EventConsequence, Result, ResultExt, SharedTunnelStateValues,
-    TunnelCommand, TunnelParameters, TunnelState, TunnelStateTransition, TunnelStateWrapper,
+    AfterDisconnect, BlockedState, ConnectedState, ConnectedStateBootstrap, DisconnectingState,
+    EventConsequence, Result, ResultExt, SharedTunnelStateValues, TunnelCommand, TunnelParameters,
+    TunnelState, TunnelStateTransition, TunnelStateWrapper,
 };
 use logging;
 use security::{NetworkSecurity, SecurityPolicy};
@@ -278,8 +279,10 @@ impl TunnelState for ConnectingState {
                 TunnelStateTransition::Connecting,
             ),
             Err(error) => {
-                error!("{}", error.chain_err(|| "Failed to start tunnel"));
-                DisconnectedState::enter(shared_values, ())
+                let chained_error = error.chain_err(|| "Failed to start tunnel");
+                error!("{}", chained_error.display_chain());
+
+                BlockedState::enter(shared_values, BlockReason::StartTunnelError)
             }
         }
     }
diff --git a/talpid-types/src/tunnel.rs b/talpid-types/src/tunnel.rs
index 59ee2499cd..70b81fca36 100644
--- a/talpid-types/src/tunnel.rs
+++ b/talpid-types/src/tunnel.rs
@@ -20,10 +20,17 @@ pub enum TunnelStateTransition {
 /// Reason for entering the blocked state.
 #[derive(Clone, Copy, Debug, PartialEq, Serialize, Deserialize)]
 #[serde(rename_all = "snake_case")]
-pub enum BlockReason {}
+pub enum BlockReason {
+    /// Failed to start connection to remote server
+    StartTunnelError,
+}
 
 impl fmt::Display for BlockReason {
     fn fmt(&self, formatter: &mut fmt::Formatter) -> fmt::Result {
-        Ok(())
+        let description = match *self {
+            BlockReason::StartTunnelError => "Failed to start connection to remote server",
+        };
+
+        write!(formatter, "{}", description)
     }
 }