diff --git a/CHANGELOG.md b/CHANGELOG.md
index 10ade41..e7426f6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -42,6 +42,25 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
   unavailable on OpenWrt targets
 - IPv6 routing policy rule added at TUN setup to protect `fd00::/8`
   from interception by Tailscale's table 52 default route
+- Bloom filter routing no longer swallows traffic when no bloom
+  candidate is strictly closer than the current node. `find_next_hop`
+  now falls through to greedy tree routing in that case instead of
+  returning `NoRoute`, which previously caused dropped packets in
+  topologies where the tree parent was closer but not a bloom
+  candidate
+- Auto-connect peers now reconnect after a graceful `Disconnect`
+  notification from the remote side. `handle_disconnect` previously
+  removed the peer without scheduling a reconnect, orphaning the
+  entry on a clean upstream shutdown; the other removal paths
+  (link-dead, decrypt failure, peer restart) already scheduled
+  reconnect ([#60](https://github.com/jmcorgan/fips/issues/60),
+  reported by [@SwapMarket](https://github.com/SwapMarket))
+- `fipsctl connect` now rejects FIPS mesh (`fd00::/8`) addresses for
+  `udp`, `tcp`, and `ethernet` transports with a clear error message
+  instead of echoing success while the daemon silently failed the
+  bind with `EAFNOSUPPORT`
+  ([#61](https://github.com/jmcorgan/fips/issues/61),
+  reported by [@SwapMarket](https://github.com/SwapMarket))
 
 ## [0.2.0] - 2026-03-22
 
diff --git a/src/bin/fipsctl.rs b/src/bin/fipsctl.rs
index f649932..fb28146 100644
--- a/src/bin/fipsctl.rs
+++ b/src/bin/fipsctl.rs
@@ -12,6 +12,7 @@ use fips::upper::hosts::HostMap;
 use fips::version;
 use fips::{Identity, encode_nsec};
 use std::io::{BufRead, BufReader, Write};
+use std::net::{Ipv6Addr, SocketAddrV6};
 use std::path::{Path, PathBuf};
 use std::time::Duration;
 
@@ -249,6 +250,50 @@ fn default_key_dir() -> PathBuf {
     }
 }
 
+/// Check if `address` is an IPv6 literal in `fd00::/8` (FIPS mesh ULA range).
+///
+/// Handles three common syntaxes:
+///   - bare IPv6:          `fd9d:...`
+///   - bracketed + port:   `[fd9d:...]:2121`
+///   - bare IPv6 + port:   `fd9d:...:2121` (ambiguous; accepted if tail is numeric)
+fn is_fips_mesh_address(address: &str) -> bool {
+    let is_ula = |a: &Ipv6Addr| a.octets()[0] == 0xfd;
+
+    if let Ok(a) = address.parse::<Ipv6Addr>() {
+        return is_ula(&a);
+    }
+    if let Ok(sa) = address.parse::<SocketAddrV6>() {
+        return is_ula(sa.ip());
+    }
+    if let Some((host, port)) = address.rsplit_once(':')
+        && port.chars().all(|c| c.is_ascii_digit())
+        && !port.is_empty()
+    {
+        let host = host.trim_start_matches('[').trim_end_matches(']');
+        if let Ok(a) = host.parse::<Ipv6Addr>() {
+            return is_ula(&a);
+        }
+    }
+    false
+}
+
+/// Reject `fd00::/8` addresses for transports that expect a reachable network endpoint.
+///
+/// FIPS mesh ULAs are derived from npubs and only make sense as destinations
+/// inside an already-established mesh — they are not valid udp/tcp/ethernet
+/// transport endpoints. Without this check the CLI echoes success while the
+/// daemon rejects the bind with EAFNOSUPPORT (issue #61).
+fn validate_connect_address(address: &str, transport: &str) -> Result<(), String> {
+    let checked = matches!(transport, "udp" | "tcp" | "ethernet");
+    if checked && is_fips_mesh_address(address) {
+        return Err(format!(
+            "'{address}' is a FIPS mesh address (fd00::/8), not a reachable {transport} endpoint.\n\
+             Provide the peer's routable IP/hostname and port (e.g., '192.0.2.1:2121' or 'peer.example.com:2121')."
+        ));
+    }
+    Ok(())
+}
+
 /// Resolve a peer identifier to an npub.
 ///
 /// If the identifier starts with "npub1", it's returned as-is.
@@ -328,6 +373,10 @@ fn main() {
             address,
             transport,
         } => {
+            if let Err(e) = validate_connect_address(address, transport) {
+                eprintln!("error: {e}");
+                std::process::exit(1);
+            }
             let npub = resolve_peer(peer);
             build_command(
                 "connect",
@@ -353,3 +402,62 @@ fn main() {
         }
     }
 }
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn detects_bare_ula_literal() {
+        assert!(is_fips_mesh_address("fd9d:abcd::1"));
+        assert!(is_fips_mesh_address("fd00::"));
+        assert!(is_fips_mesh_address(
+            "fdff:ffff:ffff:ffff:ffff:ffff:ffff:ffff"
+        ));
+    }
+
+    #[test]
+    fn detects_bracketed_ula_with_port() {
+        assert!(is_fips_mesh_address("[fd9d:abcd::1]:2121"));
+        assert!(is_fips_mesh_address("[fd00::1]:8443"));
+    }
+
+    #[test]
+    fn detects_bare_ula_with_port() {
+        assert!(is_fips_mesh_address("fd9d:abcd::1:2121"));
+    }
+
+    #[test]
+    fn rejects_non_ula_ipv6() {
+        // fc00::/7 other half (fcXX:) is also ULA but not fd00::/8 — we only
+        // block the fd-prefixed half that FIPS actually uses.
+        assert!(!is_fips_mesh_address("fc00::1"));
+        assert!(!is_fips_mesh_address("::1"));
+        assert!(!is_fips_mesh_address("2001:db8::1"));
+        assert!(!is_fips_mesh_address("[2001:db8::1]:2121"));
+    }
+
+    #[test]
+    fn ignores_ipv4_and_hostnames() {
+        assert!(!is_fips_mesh_address("192.0.2.1:2121"));
+        assert!(!is_fips_mesh_address("peer.example.com:2121"));
+        assert!(!is_fips_mesh_address("coinos.pro:2121"));
+    }
+
+    #[test]
+    fn validates_only_target_transports() {
+        assert!(validate_connect_address("fd9d::1:2121", "udp").is_err());
+        assert!(validate_connect_address("fd9d::1:2121", "tcp").is_err());
+        assert!(validate_connect_address("fd9d::1:2121", "ethernet").is_err());
+        // Other transports are not inspected — they may legitimately accept
+        // non-IP endpoints (tor onion, etc.).
+        assert!(validate_connect_address("fd9d::1:2121", "tor").is_ok());
+    }
+
+    #[test]
+    fn allows_valid_endpoints() {
+        assert!(validate_connect_address("192.0.2.1:2121", "udp").is_ok());
+        assert!(validate_connect_address("peer.example.com:2121", "tcp").is_ok());
+        assert!(validate_connect_address("[2001:db8::1]:2121", "udp").is_ok());
+    }
+}
diff --git a/src/node/handlers/dispatch.rs b/src/node/handlers/dispatch.rs
index c441b5e..44707ce 100644
--- a/src/node/handlers/dispatch.rs
+++ b/src/node/handlers/dispatch.rs
@@ -67,8 +67,12 @@ impl Node {
     /// Handle a Disconnect notification from a peer.
     ///
     /// The peer is signaling an orderly departure. We immediately remove
-    /// them from all state rather than waiting for timeout detection.
-    fn handle_disconnect(&mut self, from: &NodeAddr, payload: &[u8]) {
+    /// them from all state rather than waiting for timeout detection, and
+    /// schedule a reconnect if the peer is configured as auto-connect.
+    /// Without this, a graceful upstream shutdown orphans auto-connect
+    /// entries — other removal paths (link-dead, decrypt failure, peer
+    /// restart) all schedule reconnect.
+    pub(in crate::node) fn handle_disconnect(&mut self, from: &NodeAddr, payload: &[u8]) {
         let disconnect = match crate::protocol::Disconnect::decode(payload) {
             Ok(msg) => msg,
             Err(e) => {
@@ -83,7 +87,13 @@ impl Node {
             "Peer sent disconnect notification"
         );
 
+        let addr = *from;
         self.remove_active_peer(from);
+        let now_ms = std::time::SystemTime::now()
+            .duration_since(std::time::UNIX_EPOCH)
+            .map(|d| d.as_millis() as u64)
+            .unwrap_or(0);
+        self.schedule_reconnect(addr, now_ms);
     }
 
     /// Remove an active peer and clean up all associated state.
diff --git a/src/node/tests/unit.rs b/src/node/tests/unit.rs
index 015762e..97d1ac1 100644
--- a/src/node/tests/unit.rs
+++ b/src/node/tests/unit.rs
@@ -801,6 +801,43 @@ fn test_schedule_reconnect_fresh_state() {
     assert_eq!(state.retry_after_ms, 1_000 + expected_delay);
 }
 
+/// Test that a graceful Disconnect from an auto-connect peer schedules reconnect.
+///
+/// Regression test for issue #60: `handle_disconnect` previously called
+/// `remove_active_peer` without `schedule_reconnect`, orphaning auto-connect
+/// entries on a clean upstream shutdown. Other peer-removal paths (link-dead,
+/// decrypt failure, peer restart) all schedule reconnect.
+#[test]
+fn test_disconnect_schedules_reconnect() {
+    use crate::protocol::{Disconnect, DisconnectReason};
+
+    let peer_identity = Identity::generate();
+    let peer_npub = peer_identity.npub();
+    let peer_node_addr = *PeerIdentity::from_npub(&peer_npub).unwrap().node_addr();
+
+    let mut config = Config::new();
+    config.peers.push(crate::config::PeerConfig::new(
+        peer_npub,
+        "udp",
+        "10.0.0.2:2121",
+    ));
+
+    let mut node = Node::new(config).unwrap();
+
+    let payload = Disconnect::new(DisconnectReason::Shutdown).encode();
+    node.handle_disconnect(&peer_node_addr, &payload);
+
+    let state = node
+        .retry_pending
+        .get(&peer_node_addr)
+        .expect("handle_disconnect should schedule reconnect for auto-connect peer");
+    assert!(state.reconnect, "Entry should be marked as reconnect");
+    assert_eq!(
+        state.retry_count, 0,
+        "Fresh reconnect after disconnect should start at count=0"
+    );
+}
+
 /// Test that promote_connection clears retry_pending.
 #[test]
 fn test_promote_clears_retry_pending() {