diff --git a/olm/peer.go b/olm/peer.go
index 1937934..c611921 100644
--- a/olm/peer.go
+++ b/olm/peer.go
@@ -172,12 +172,21 @@ func (o *Olm) handleWgPeerRelay(msg websocket.WSMessage) {
 		return
 	}
 
-	var relayData peers.RelayPeerData
+	var relayData struct {
+		peers.RelayPeerData
+		ChainId string `json:"chainId"`
+	}
 	if err := json.Unmarshal(jsonData, &relayData); err != nil {
 		logger.Error("Error unmarshaling relay data: %v", err)
 		return
 	}
 
+	if relayData.ChainId != "" {
+		if monitor := o.peerManager.GetPeerMonitor(); monitor != nil {
+			monitor.CancelRelaySend(relayData.ChainId)
+		}
+	}
+
 	primaryRelay, err := util.ResolveDomain(relayData.RelayEndpoint)
 	if err != nil {
 		logger.Error("Failed to resolve primary relay endpoint: %v", err)
@@ -205,12 +214,21 @@ func (o *Olm) handleWgPeerUnrelay(msg websocket.WSMessage) {
 		return
 	}
 
-	var relayData peers.UnRelayPeerData
+	var relayData struct {
+		peers.UnRelayPeerData
+		ChainId string `json:"chainId"`
+	}
 	if err := json.Unmarshal(jsonData, &relayData); err != nil {
 		logger.Error("Error unmarshaling relay data: %v", err)
 		return
 	}
 
+	if relayData.ChainId != "" {
+		if monitor := o.peerManager.GetPeerMonitor(); monitor != nil {
+			monitor.CancelRelaySend(relayData.ChainId)
+		}
+	}
+
 	primaryRelay, err := util.ResolveDomain(relayData.Endpoint)
 	if err != nil {
 		logger.Warn("Failed to resolve primary relay endpoint: %v", err)
diff --git a/peers/monitor/monitor.go b/peers/monitor/monitor.go
index 28d92ef..1296fef 100644
--- a/peers/monitor/monitor.go
+++ b/peers/monitor/monitor.go
@@ -2,6 +2,8 @@ package monitor
 
 import (
 	"context"
+	"crypto/rand"
+	"encoding/hex"
 	"fmt"
 	"net"
 	"net/netip"
@@ -35,6 +37,10 @@ type PeerMonitor struct {
 	maxAttempts int
 	wsClient    *websocket.Client
 
+	// Relay sender tracking
+	relaySends   map[string]func()
+	relaySendMu  sync.Mutex
+
 	// Netstack fields
 	middleDev   *middleDevice.MiddleDevice
 	localIP     string
@@ -82,6 +88,12 @@ type PeerMonitor struct {
 }
 
 // NewPeerMonitor creates a new peer monitor with the given callback
+func generateChainId() string {
+	b := make([]byte, 8)
+	_, _ = rand.Read(b)
+	return hex.EncodeToString(b)
+}
+
 func NewPeerMonitor(wsClient *websocket.Client, middleDev *middleDevice.MiddleDevice, localIP string, sharedBind *bind.SharedBind, apiServer *api.API) *PeerMonitor {
 	ctx, cancel := context.WithCancel(context.Background())
 	pm := &PeerMonitor{
@@ -99,6 +111,7 @@ func NewPeerMonitor(wsClient *websocket.Client, middleDev *middleDevice.MiddleDe
 		holepunchEndpoints:   make(map[int]string),
 		holepunchStatus:      make(map[int]bool),
 		relayedPeers:         make(map[int]bool),
+		relaySends:           make(map[string]func()),
 		holepunchMaxAttempts: 3, // Trigger relay after 3 consecutive failures
 		holepunchFailures:    make(map[int]int),
 		// Rapid initial test settings: complete within ~1.5 seconds
@@ -396,20 +409,23 @@ func (pm *PeerMonitor) handleConnectionStatusChange(siteID int, status Connectio
 	}
 }
 
-// sendRelay sends a relay message to the server
+// sendRelay sends a relay message to the server with retry, keyed by chainId
 func (pm *PeerMonitor) sendRelay(siteID int) error {
 	if pm.wsClient == nil {
 		return fmt.Errorf("websocket client is nil")
 	}
 
-	err := pm.wsClient.SendMessage("olm/wg/relay", map[string]interface{}{
-		"siteId": siteID,
-	})
-	if err != nil {
-		logger.Error("Failed to send registration message: %v", err)
-		return err
-	}
-	logger.Info("Sent relay message")
+	chainId := generateChainId()
+	stopFunc, _ := pm.wsClient.SendMessageInterval("olm/wg/relay", map[string]interface{}{
+		"siteId":  siteID,
+		"chainId": chainId,
+	}, 2*time.Second, 10)
+
+	pm.relaySendMu.Lock()
+	pm.relaySends[chainId] = stopFunc
+	pm.relaySendMu.Unlock()
+
+	logger.Info("Sent relay message for site %d (chain %s)", siteID, chainId)
 	return nil
 }
 
@@ -419,23 +435,40 @@ func (pm *PeerMonitor) RequestRelay(siteID int) error {
 	return pm.sendRelay(siteID)
 }
 
-// sendUnRelay sends an unrelay message to the server
+// sendUnRelay sends an unrelay message to the server with retry, keyed by chainId
 func (pm *PeerMonitor) sendUnRelay(siteID int) error {
 	if pm.wsClient == nil {
 		return fmt.Errorf("websocket client is nil")
 	}
 
-	err := pm.wsClient.SendMessage("olm/wg/unrelay", map[string]interface{}{
-		"siteId": siteID,
-	})
-	if err != nil {
-		logger.Error("Failed to send registration message: %v", err)
-		return err
-	}
-	logger.Info("Sent unrelay message")
+	chainId := generateChainId()
+	stopFunc, _ := pm.wsClient.SendMessageInterval("olm/wg/unrelay", map[string]interface{}{
+		"siteId":  siteID,
+		"chainId": chainId,
+	}, 2*time.Second, 10)
+
+	pm.relaySendMu.Lock()
+	pm.relaySends[chainId] = stopFunc
+	pm.relaySendMu.Unlock()
+
+	logger.Info("Sent unrelay message for site %d (chain %s)", siteID, chainId)
 	return nil
 }
 
+// CancelRelaySend stops the interval sender for the given chainId, if one exists.
+func (pm *PeerMonitor) CancelRelaySend(chainId string) {
+	pm.relaySendMu.Lock()
+	defer pm.relaySendMu.Unlock()
+
+	if stop, ok := pm.relaySends[chainId]; ok {
+		stop()
+		delete(pm.relaySends, chainId)
+		logger.Info("Cancelled relay sender for chain %s", chainId)
+	} else {
+		logger.Warn("CancelRelaySend: no active sender for chain %s", chainId)
+	}
+}
+
 // Stop stops monitoring all peers
 func (pm *PeerMonitor) Stop() {
 	// Stop holepunch monitor first (outside of mutex to avoid deadlock)
@@ -677,6 +710,16 @@ func (pm *PeerMonitor) Close() {
 	// Stop holepunch monitor first (outside of mutex to avoid deadlock)
 	pm.stopHolepunchMonitor()
 
+	// Stop all pending relay senders
+	pm.relaySendMu.Lock()
+	for chainId, stop := range pm.relaySends {
+		if stop != nil {
+			stop()
+		}
+		delete(pm.relaySends, chainId)
+	}
+	pm.relaySendMu.Unlock()
+
 	pm.mutex.Lock()
 	defer pm.mutex.Unlock()