diff --git a/internal/docker/idlewatcher/waker.go b/internal/docker/idlewatcher/waker.go
index c4ff23c..fefbc6b 100644
--- a/internal/docker/idlewatcher/waker.go
+++ b/internal/docker/idlewatcher/waker.go
@@ -22,12 +22,12 @@ type (
 	waker struct {
 		_ U.NoCopy
 
-		rp     *reverseproxy.ReverseProxy
-		stream net.Stream
-		hc     health.HealthChecker
-		metric *metrics.Gauge
-
-		ready atomic.Bool
+		rp      *reverseproxy.ReverseProxy
+		stream  net.Stream
+		hc      health.HealthChecker
+		metric  *metrics.Gauge
+		lastErr error
+		ready   atomic.Bool
 	}
 )
 
@@ -54,7 +54,7 @@ func newWaker(parent task.Parent, route route.Route, rp *reverseproxy.ReversePro
 
 	switch {
 	case route.IsAgent():
-		waker.hc = monitor.NewAgentRouteMonitor(route.Agent(), hcCfg, monitor.AgentTargetFromURL(route.TargetURL()))
+		waker.hc = monitor.NewAgentProxiedMonitor(route.Agent(), hcCfg, monitor.AgentTargetFromURL(route.TargetURL()))
 	case rp != nil:
 		waker.hc = monitor.NewHTTPHealthChecker(route.TargetURL(), hcCfg)
 	case stream != nil:
@@ -145,12 +145,15 @@ func (w *Watcher) getStatusUpdateReady() health.Status {
 	result, err := w.hc.CheckHealth()
 	switch {
 	case err != nil:
+		w.lastErr = err
 		w.ready.Store(false)
 		return health.StatusError
 	case result.Healthy:
+		w.lastErr = nil
 		w.ready.Store(true)
 		return health.StatusHealthy
 	default:
+		w.lastErr = nil
 		return health.StatusStarting
 	}
 }
@@ -161,10 +164,15 @@ func (w *Watcher) MarshalJSON() ([]byte, error) {
 	if w.hc.URL().Port() != "0" {
 		url = w.hc.URL()
 	}
+	var detail string
+	if w.lastErr != nil {
+		detail = w.lastErr.Error()
+	}
 	return (&monitor.JSONRepresentation{
 		Name:   w.Name(),
 		Status: w.Status(),
 		Config: w.hc.Config(),
 		URL:    url,
+		Detail: detail,
 	}).MarshalJSON()
 }
diff --git a/internal/route/reverse_proxy.go b/internal/route/reverse_proxy.go
index 5e31db0..acff99c 100755
--- a/internal/route/reverse_proxy.go
+++ b/internal/route/reverse_proxy.go
@@ -207,7 +207,7 @@ func (r *ReveseProxyRoute) newHealthMonitor() interface {
 } {
 	if a := r.Agent(); a != nil {
 		target := monitor.AgentTargetFromURL(r.ProxyURL)
-		return monitor.NewAgentRouteMonitor(a, r.HealthCheck, target)
+		return monitor.NewAgentProxiedMonitor(a, r.HealthCheck, target)
 	}
 	return monitor.NewHTTPHealthMonitor(r.ProxyURL, r.HealthCheck)
 }
diff --git a/internal/watcher/health/monitor/agent_route.go b/internal/watcher/health/monitor/agent_proxied.go
similarity index 83%
rename from internal/watcher/health/monitor/agent_route.go
rename to internal/watcher/health/monitor/agent_proxied.go
index 4137c3c..82ca0aa 100644
--- a/internal/watcher/health/monitor/agent_route.go
+++ b/internal/watcher/health/monitor/agent_proxied.go
@@ -12,7 +12,7 @@ import (
 )
 
 type (
-	AgentRouteMonior struct {
+	AgentProxiedMonitor struct {
 		agent       *agentPkg.AgentConfig
 		endpointURL string
 		*monitor
@@ -48,8 +48,8 @@ func (target *AgentCheckHealthTarget) displayURL() *types.URL {
 	})
 }
 
-func NewAgentRouteMonitor(agent *agentPkg.AgentConfig, config *health.HealthCheckConfig, target *AgentCheckHealthTarget) *AgentRouteMonior {
-	mon := &AgentRouteMonior{
+func NewAgentProxiedMonitor(agent *agentPkg.AgentConfig, config *health.HealthCheckConfig, target *AgentCheckHealthTarget) *AgentProxiedMonitor {
+	mon := &AgentProxiedMonitor{
 		agent:       agent,
 		endpointURL: agentPkg.EndpointHealth + "?" + target.buildQuery(),
 	}
@@ -57,7 +57,7 @@ func NewAgentRouteMonitor(agent *agentPkg.AgentConfig, config *health.HealthChec
 	return mon
 }
 
-func (mon *AgentRouteMonior) CheckHealth() (result *health.HealthCheckResult, err error) {
+func (mon *AgentProxiedMonitor) CheckHealth() (result *health.HealthCheckResult, err error) {
 	result = new(health.HealthCheckResult)
 	ctx, cancel := mon.ContextWithTimeout("timeout querying agent")
 	defer cancel()