diff --git a/docs/release-notes/release-notes-0.14.0.md b/docs/release-notes/release-notes-0.14.0.md
index 7b3bea00c..f2e2526c1 100644
--- a/docs/release-notes/release-notes-0.14.0.md
+++ b/docs/release-notes/release-notes-0.14.0.md
@@ -610,6 +610,11 @@ messages directly. There is no routing/path finding involved.
 * [Fix pathfinding crash when inbound policy is unknown](
   https://github.com/lightningnetwork/lnd/pull/5922)
 
+* [Stagger connection attempts to multi-address peers to ensure that the peer
+   doesn't close the first successful connection in favour of the next if 
+   the first one was successful](
+   https://github.com/lightningnetwork/lnd/pull/5925)
+
 ## Documentation 
 
 The [code contribution guidelines have been updated to mention the new
diff --git a/server.go b/server.go
index 354b90dba..3b108d250 100644
--- a/server.go
+++ b/server.go
@@ -95,6 +95,10 @@ const (
 	// value used or a particular peer will be chosen between 0s and this
 	// value.
 	maxInitReconnectDelay = 30
+
+	// multiAddrConnectionStagger is the number of seconds to wait between
+	// attempting to a peer with each of its advertised addresses.
+	multiAddrConnectionStagger = 10 * time.Second
 )
 
 var (
@@ -2798,34 +2802,24 @@ func (s *server) establishPersistentConnections() error {
 				IdentityKey: nodeAddr.pubKey,
 				Address:     address,
 			}
-			srvrLog.Debugf("Attempting persistent connection to "+
-				"channel peer %v", lnAddr)
 
-			// Send the persistent connection request to the
-			// connection manager, saving the request itself so we
-			// can cancel/restart the process as needed.
-			connReq := &connmgr.ConnReq{
-				Addr:      lnAddr,
-				Permanent: true,
-			}
+			s.persistentPeerAddrs[pubStr] = append(
+				s.persistentPeerAddrs[pubStr], lnAddr)
+		}
 
-			s.persistentConnReqs[pubStr] = append(
-				s.persistentConnReqs[pubStr], connReq)
+		// We'll connect to the first 10 peers immediately, then
+		// randomly stagger any remaining connections if the
+		// stagger initial reconnect flag is set. This ensures
+		// that mobile nodes or nodes with a small number of
+		// channels obtain connectivity quickly, but larger
+		// nodes are able to disperse the costs of connecting to
+		// all peers at once.
+		if numOutboundConns < numInstantInitReconnect ||
+			!s.cfg.StaggerInitialReconnect {
 
-			// We'll connect to the first 10 peers immediately, then
-			// randomly stagger any remaining connections if the
-			// stagger initial reconnect flag is set. This ensures
-			// that mobile nodes or nodes with a small number of
-			// channels obtain connectivity quickly, but larger
-			// nodes are able to disperse the costs of connecting to
-			// all peers at once.
-			if numOutboundConns < numInstantInitReconnect ||
-				!s.cfg.StaggerInitialReconnect {
-
-				go s.connMgr.Connect(connReq)
-			} else {
-				go s.delayInitialReconnect(connReq)
-			}
+			go s.connectToPersistentPeer(pubStr)
+		} else {
+			go s.delayInitialReconnect(pubStr)
 		}
 
 		numOutboundConns++
@@ -2834,16 +2828,15 @@ func (s *server) establishPersistentConnections() error {
 	return nil
 }
 
-// delayInitialReconnect will attempt a reconnection using the passed connreq
-// after sampling a value for the delay between 0s and the
-// maxInitReconnectDelay.
+// delayInitialReconnect will attempt a reconnection to the given peer after
+// sampling a value for the delay between 0s and the maxInitReconnectDelay.
 //
 // NOTE: This method MUST be run as a goroutine.
-func (s *server) delayInitialReconnect(connReq *connmgr.ConnReq) {
+func (s *server) delayInitialReconnect(pubStr string) {
 	delay := time.Duration(prand.Intn(maxInitReconnectDelay)) * time.Second
 	select {
 	case <-time.After(delay):
-		s.connMgr.Connect(connReq)
+		s.connectToPersistentPeer(pubStr)
 	case <-s.quit:
 	}
 }
@@ -2858,6 +2851,7 @@ func (s *server) prunePersistentPeerConnection(compressedPubKey [33]byte) {
 	if perm, ok := s.persistentPeers[pubKeyStr]; ok && !perm {
 		delete(s.persistentPeers, pubKeyStr)
 		delete(s.persistentPeersBackoff, pubKeyStr)
+		delete(s.persistentPeerAddrs, pubKeyStr)
 		s.cancelConnReqs(pubKeyStr, nil)
 		s.mu.Unlock()
 
@@ -3813,19 +3807,48 @@ func (s *server) connectToPersistentPeer(pubKeyStr string) {
 
 	s.persistentConnReqs[pubKeyStr] = updatedConnReqs
 
+	cancelChan, ok := s.persistentRetryCancels[pubKeyStr]
+	if !ok {
+		cancelChan = make(chan struct{})
+		s.persistentRetryCancels[pubKeyStr] = cancelChan
+	}
+
 	// Any addresses left in addrMap are new ones that we have not made
 	// connection requests for. So create new connection requests for those.
-	for _, addr := range addrMap {
-		connReq := &connmgr.ConnReq{
-			Addr:      addr,
-			Permanent: true,
-		}
+	// If there is more than one address in the address map, stagger the
+	// creation of the connection requests for those.
+	go func() {
+		ticker := time.NewTicker(multiAddrConnectionStagger)
 
-		s.persistentConnReqs[pubKeyStr] = append(
-			s.persistentConnReqs[pubKeyStr], connReq,
-		)
-		go s.connMgr.Connect(connReq)
-	}
+		for _, addr := range addrMap {
+			// Send the persistent connection request to the
+			// connection manager, saving the request itself so we
+			// can cancel/restart the process as needed.
+			connReq := &connmgr.ConnReq{
+				Addr:      addr,
+				Permanent: true,
+			}
+
+			s.mu.Lock()
+			s.persistentConnReqs[pubKeyStr] = append(
+				s.persistentConnReqs[pubKeyStr], connReq,
+			)
+			s.mu.Unlock()
+
+			srvrLog.Debugf("Attempting persistent connection to "+
+				"channel peer %v", addr)
+
+			go s.connMgr.Connect(connReq)
+
+			select {
+			case <-s.quit:
+				return
+			case <-cancelChan:
+				return
+			case <-ticker.C:
+			}
+		}
+	}()
 }
 
 // removePeer removes the passed peer from the server's state of all active