diff --git a/Cargo.lock b/Cargo.lock
index 8101bdf..6334380 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -270,7 +270,7 @@ checksum = "a1d728cc89cf3aee9ff92b05e62b19ee65a02b5702cff7d5a377e32c6ae29d8d"
 
 [[package]]
 name = "cm-dashboard"
-version = "0.1.65"
+version = "0.1.66"
 dependencies = [
  "anyhow",
  "chrono",
@@ -292,7 +292,7 @@ dependencies = [
 
 [[package]]
 name = "cm-dashboard-agent"
-version = "0.1.65"
+version = "0.1.66"
 dependencies = [
  "anyhow",
  "async-trait",
@@ -315,7 +315,7 @@ dependencies = [
 
 [[package]]
 name = "cm-dashboard-shared"
-version = "0.1.65"
+version = "0.1.66"
 dependencies = [
  "chrono",
  "serde",
diff --git a/agent/Cargo.toml b/agent/Cargo.toml
index 8b328ca..41d7383 100644
--- a/agent/Cargo.toml
+++ b/agent/Cargo.toml
@@ -1,6 +1,6 @@
 [package]
 name = "cm-dashboard-agent"
-version = "0.1.66"
+version = "0.1.67"
 edition = "2021"
 
 [dependencies]
diff --git a/dashboard/Cargo.toml b/dashboard/Cargo.toml
index 953dd48..6d74406 100644
--- a/dashboard/Cargo.toml
+++ b/dashboard/Cargo.toml
@@ -1,6 +1,6 @@
 [package]
 name = "cm-dashboard"
-version = "0.1.66"
+version = "0.1.67"
 edition = "2021"
 
 [dependencies]
diff --git a/dashboard/src/app.rs b/dashboard/src/app.rs
index 92cc74f..893ab07 100644
--- a/dashboard/src/app.rs
+++ b/dashboard/src/app.rs
@@ -67,11 +67,8 @@ impl Dashboard {
             }
         };
 
-        // Connect to configured hosts from configuration
-        let hosts: Vec<String> = config.hosts.keys().cloned().collect();
-
         // Try to connect to hosts but don't fail if none are available
-        match zmq_consumer.connect_to_predefined_hosts(&hosts).await {
+        match zmq_consumer.connect_to_predefined_hosts(&config.hosts).await {
             Ok(_) => info!("Successfully connected to ZMQ hosts"),
             Err(e) => {
                 warn!(
diff --git a/dashboard/src/communication/mod.rs b/dashboard/src/communication/mod.rs
index 2d9688d..3643853 100644
--- a/dashboard/src/communication/mod.rs
+++ b/dashboard/src/communication/mod.rs
@@ -84,13 +84,13 @@ impl ZmqConsumer {
         }
     }
 
-    /// Connect to predefined hosts
-    pub async fn connect_to_predefined_hosts(&mut self, hosts: &[String]) -> Result<()> {
+    /// Connect to predefined hosts using their configuration
+    pub async fn connect_to_predefined_hosts(&mut self, hosts: &std::collections::HashMap<String, crate::config::HostDetails>) -> Result<()> {
         let default_port = self.config.subscriber_ports[0];
 
-        for hostname in hosts {
-            // Try to connect, but don't fail if some hosts are unreachable
-            if let Err(e) = self.connect_to_host(hostname, default_port).await {
+        for (hostname, host_details) in hosts {
+            // Try to connect using configured IP, but don't fail if some hosts are unreachable
+            if let Err(e) = self.connect_to_host_with_details(hostname, host_details, default_port).await {
                 warn!("Could not connect to {}: {}", hostname, e);
             }
         }
@@ -104,6 +104,29 @@ impl ZmqConsumer {
         Ok(())
     }
 
+    /// Connect to a host using its configuration details with fallback support
+    pub async fn connect_to_host_with_details(&mut self, hostname: &str, host_details: &crate::config::HostDetails, port: u16) -> Result<()> {
+        // Get primary connection IP
+        let primary_ip = host_details.get_connection_ip(hostname);
+        
+        // Try primary connection
+        if let Ok(()) = self.connect_to_host(&primary_ip, port).await {
+            info!("Connected to {} via primary address: {}", hostname, primary_ip);
+            return Ok(());
+        }
+        
+        // Try fallback IPs if primary fails
+        let fallbacks = host_details.get_fallback_ips(hostname);
+        for fallback_ip in fallbacks {
+            if let Ok(()) = self.connect_to_host(&fallback_ip, port).await {
+                info!("Connected to {} via fallback address: {}", hostname, fallback_ip);
+                return Ok(());
+            }
+        }
+        
+        Err(anyhow::anyhow!("Failed to connect to {} using all available addresses", hostname))
+    }
+
     /// Receive command output from any connected agent (non-blocking)  
     pub async fn receive_command_output(&mut self) -> Result<Option<CommandOutputMessage>> {
         match self.subscriber.recv_bytes(zmq::DONTWAIT) {
diff --git a/dashboard/src/config/mod.rs b/dashboard/src/config/mod.rs
index 601f91f..3422903 100644
--- a/dashboard/src/config/mod.rs
+++ b/dashboard/src/config/mod.rs
@@ -29,6 +29,77 @@ fn default_heartbeat_timeout_seconds() -> u64 {
 #[derive(Debug, Clone, Serialize, Deserialize)]
 pub struct HostDetails {
     pub mac_address: Option<String>,
+    /// Primary IP address (local network)
+    pub ip: Option<String>,
+    /// Tailscale network IP address
+    pub tailscale_ip: Option<String>,
+    /// Preferred connection type: "local", "tailscale", or "auto" (fallback)
+    #[serde(default = "default_connection_type")]
+    pub connection_type: String,
+}
+
+fn default_connection_type() -> String {
+    "auto".to_string()
+}
+
+impl HostDetails {
+    /// Get the preferred IP address for connection based on connection_type
+    pub fn get_connection_ip(&self, hostname: &str) -> String {
+        match self.connection_type.as_str() {
+            "tailscale" => {
+                if let Some(ref ts_ip) = self.tailscale_ip {
+                    ts_ip.clone()
+                } else {
+                    // Fallback to local IP or hostname
+                    self.ip.as_ref().unwrap_or(&hostname.to_string()).clone()
+                }
+            }
+            "local" => {
+                if let Some(ref local_ip) = self.ip {
+                    local_ip.clone()
+                } else {
+                    hostname.to_string()
+                }
+            }
+            "auto" | _ => {
+                // Try tailscale first, then local, then hostname
+                if let Some(ref ts_ip) = self.tailscale_ip {
+                    ts_ip.clone()
+                } else if let Some(ref local_ip) = self.ip {
+                    local_ip.clone()
+                } else {
+                    hostname.to_string()
+                }
+            }
+        }
+    }
+
+    /// Get fallback IP addresses for connection retry
+    pub fn get_fallback_ips(&self, hostname: &str) -> Vec<String> {
+        let mut fallbacks = Vec::new();
+        
+        // Add all available IPs except the primary one
+        let primary = self.get_connection_ip(hostname);
+        
+        if let Some(ref ts_ip) = self.tailscale_ip {
+            if ts_ip != &primary {
+                fallbacks.push(ts_ip.clone());
+            }
+        }
+        
+        if let Some(ref local_ip) = self.ip {
+            if local_ip != &primary {
+                fallbacks.push(local_ip.clone());
+            }
+        }
+        
+        // Always include hostname as final fallback if not already primary
+        if hostname != primary {
+            fallbacks.push(hostname.to_string());
+        }
+        
+        fallbacks
+    }
 }
 
 /// System configuration
diff --git a/dashboard/src/ui/mod.rs b/dashboard/src/ui/mod.rs
index 4ee16f5..c3f9489 100644
--- a/dashboard/src/ui/mod.rs
+++ b/dashboard/src/ui/mod.rs
@@ -251,12 +251,14 @@ impl TuiApp {
                 KeyCode::Char('r') => {
                     // System rebuild command - works on any panel for current host
                     if let Some(hostname) = self.current_host.clone() {
+                        let connection_ip = self.get_connection_ip(&hostname);
                         // Create command that shows logo, rebuilds, and waits for user input
                         let logo_and_rebuild = format!(
-                            "bash -c 'cat << \"EOF\"\nNixOS System Rebuild\nTarget: {}\n\nEOF\nssh -tt {}@{} \"bash -ic {}\"\necho\necho \"========================================\"\necho \"Rebuild completed. Press any key to close...\"\necho \"========================================\"\nread -n 1 -s\nexit'",
+                            "bash -c 'cat << \"EOF\"\nNixOS System Rebuild\nTarget: {} ({})\n\nEOF\nssh -tt {}@{} \"bash -ic {}\"\necho\necho \"========================================\"\necho \"Rebuild completed. Press any key to close...\"\necho \"========================================\"\nread -n 1 -s\nexit'",
                             hostname,
+                            connection_ip,
                             self.config.ssh.rebuild_user,
-                            hostname,
+                            connection_ip,
                             self.config.ssh.rebuild_alias
                         );
                         
@@ -289,10 +291,11 @@ impl TuiApp {
                 KeyCode::Char('J') => {
                     // Show service logs via journalctl in tmux split window
                     if let (Some(service_name), Some(hostname)) = (self.get_selected_service(), self.current_host.clone()) {
+                        let connection_ip = self.get_connection_ip(&hostname);
                         let journalctl_command = format!(
                             "bash -c \"ssh -tt {}@{} 'sudo journalctl -u {}.service -f --no-pager -n 50'; exit\"",
                             self.config.ssh.rebuild_user,
-                            hostname,
+                            connection_ip,
                             service_name
                         );
                         
@@ -312,10 +315,11 @@ impl TuiApp {
                         // Check if this service has a custom log file configured
                         if let Some(host_logs) = self.config.service_logs.get(&hostname) {
                             if let Some(log_config) = host_logs.iter().find(|config| config.service_name == service_name) {
+                                let connection_ip = self.get_connection_ip(&hostname);
                                 let tail_command = format!(
                                     "bash -c \"ssh -tt {}@{} 'sudo tail -n 50 -f {}'; exit\"",
                                     self.config.ssh.rebuild_user,
-                                    hostname,
+                                    connection_ip,
                                     log_config.log_file_path
                                 );
                                 
@@ -368,10 +372,11 @@ impl TuiApp {
                 KeyCode::Char('t') => {
                     // Open SSH terminal session in tmux window
                     if let Some(hostname) = self.current_host.clone() {
+                        let connection_ip = self.get_connection_ip(&hostname);
                         let ssh_command = format!(
                             "ssh -tt {}@{}",
                             self.config.ssh.rebuild_user,
-                            hostname
+                            connection_ip
                         );
                         
                         std::process::Command::new("tmux")
@@ -917,6 +922,15 @@ impl TuiApp {
     }
 
     /// Parse MAC address string (e.g., "AA:BB:CC:DD:EE:FF") to [u8; 6]
+    /// Get the connection IP for a hostname based on host configuration
+    fn get_connection_ip(&self, hostname: &str) -> String {
+        if let Some(host_details) = self.config.hosts.get(hostname) {
+            host_details.get_connection_ip(hostname)
+        } else {
+            hostname.to_string()
+        }
+    }
+
     fn parse_mac_address(mac_str: &str) -> Result<[u8; 6], &'static str> {
         let parts: Vec<&str> = mac_str.split(':').collect();
         if parts.len() != 6 {
diff --git a/shared/Cargo.toml b/shared/Cargo.toml
index c437ccd..a3590bc 100644
--- a/shared/Cargo.toml
+++ b/shared/Cargo.toml
@@ -1,6 +1,6 @@
 [package]
 name = "cm-dashboard-shared"
-version = "0.1.66"
+version = "0.1.67"
 edition = "2021"
 
 [dependencies]