diff --git a/agent/xds/validateupstream-test/validateupstream_test.go b/agent/xds/validateupstream-test/validateupstream_test.go
index c78b34d7aa..250b6acdec 100644
--- a/agent/xds/validateupstream-test/validateupstream_test.go
+++ b/agent/xds/validateupstream-test/validateupstream_test.go
@@ -55,7 +55,7 @@ func TestValidateUpstreams(t *testing.T) {
 				delete(ir.Index[xdscommon.ListenerType], listenerName)
 				return ir
 			},
-			err: "no listener for upstream \"db\"",
+			err: "No listener for upstream \"db\"",
 		},
 		{
 			name: "tcp-missing-cluster",
@@ -66,7 +66,7 @@ func TestValidateUpstreams(t *testing.T) {
 				delete(ir.Index[xdscommon.ClusterType], sni)
 				return ir
 			},
-			err: "no cluster \"db.default.dc1.internal.11111111-2222-3333-4444-555555555555.consul\" for upstream \"db\"",
+			err: "No cluster \"db.default.dc1.internal.11111111-2222-3333-4444-555555555555.consul\" for upstream \"db\"",
 		},
 		{
 			name: "http-success",
@@ -124,7 +124,7 @@ func TestValidateUpstreams(t *testing.T) {
 				delete(ir.Index[xdscommon.RouteType], "db")
 				return ir
 			},
-			err: "no route for upstream \"db\"",
+			err: "No route for upstream \"db\"",
 		},
 		{
 			name: "redirect",
@@ -170,7 +170,7 @@ func TestValidateUpstreams(t *testing.T) {
 				delete(ir.Index[xdscommon.ClusterType], sni)
 				return ir
 			},
-			err: "no cluster \"google.default.dc1.internal.11111111-2222-3333-4444-555555555555.consul\" for upstream \"240.0.0.1\"",
+			err: "No cluster \"google.default.dc1.internal.11111111-2222-3333-4444-555555555555.consul\" for upstream \"240.0.0.1\"",
 		},
 		{
 			name: "tproxy-http-redirect-success",
@@ -230,7 +230,9 @@ func TestValidateUpstreams(t *testing.T) {
 			var outputErrors string
 			for _, msgError := range messages.Errors() {
 				outputErrors += msgError.Message
-				outputErrors += msgError.PossibleActions
+				for _, action := range msgError.PossibleActions {
+					outputErrors += action
+				}
 			}
 			if len(tt.err) == 0 {
 				require.True(t, messages.Success())
diff --git a/command/troubleshoot/proxy/troubleshoot_proxy.go b/command/troubleshoot/proxy/troubleshoot_proxy.go
index 8950424a78..57d982dea0 100644
--- a/command/troubleshoot/proxy/troubleshoot_proxy.go
+++ b/command/troubleshoot/proxy/troubleshoot_proxy.go
@@ -77,12 +77,12 @@ func (c *cmd) Run(args []string) int {
 
 	t, err := troubleshoot.NewTroubleshoot(adminBindIP, adminPort)
 	if err != nil {
-		c.UI.Error("error generating troubleshoot client: " + err.Error())
+		c.UI.Error("Error generating troubleshoot client: " + err.Error())
 		return 1
 	}
 	messages, err := t.RunAllTests(c.upstreamEnvoyID, c.upstreamIP)
 	if err != nil {
-		c.UI.Error("error running the tests: " + err.Error())
+		c.UI.Error("Error running the tests: " + err.Error())
 		return 1
 	}
 
@@ -92,11 +92,16 @@ func (c *cmd) Run(args []string) int {
 			c.UI.SuccessOutput(o.Message)
 		} else {
 			c.UI.ErrorOutput(o.Message)
-			if o.PossibleActions != "" {
-				c.UI.UnchangedOutput(o.PossibleActions)
+			for _, action := range o.PossibleActions {
+				c.UI.UnchangedOutput("-> " + action)
 			}
 		}
 	}
+	if messages.Success() {
+		c.UI.UnchangedOutput("If you are still experiencing issues, you can:")
+		c.UI.UnchangedOutput("-> Check intentions to ensure the upstream allows traffic from this source")
+		c.UI.UnchangedOutput("-> If using transparent proxy, ensure DNS resolution is to the same IP you have verified here")
+	}
 	return 0
 }
 
@@ -114,14 +119,15 @@ const (
 Usage: consul troubleshoot proxy [options]
   
   Connects to local envoy proxy and troubleshoots service mesh communication issues.
-  Requires an upstream service envoy identifier.
+  Requires an upstream service identifier. When debugging explicitly configured upstreams,
+  use -upstream-envoy-id, when debugging transparent proxy upstreams use -upstream-ip.
   Examples:
     (explicit upstreams only)
       $ consul troubleshoot proxy -upstream-envoy-id foo
     (transparent proxy only)
-      $ consul troubleshoot proxy -upstream-ip <IP>
+      $ consul troubleshoot proxy -upstream-ip 240.0.0.1
  
-    where 'foo' is the upstream envoy identifier which 
+    where 'foo' is the upstream envoy identifier and '240.0.0.1' is an upstream ip which
     can be obtained by running:
     $ consul troubleshoot upstreams [options]
 `
diff --git a/command/troubleshoot/upstreams/troubleshoot_upstreams.go b/command/troubleshoot/upstreams/troubleshoot_upstreams.go
index 1249f5ddc5..435630cdc9 100644
--- a/command/troubleshoot/upstreams/troubleshoot_upstreams.go
+++ b/command/troubleshoot/upstreams/troubleshoot_upstreams.go
@@ -77,24 +77,24 @@ func (c *cmd) Run(args []string) int {
 		return 1
 	}
 
-	c.UI.Output(fmt.Sprintf("==> Upstreams (explicit upstreams only) (%v)", len(envoyIDs)))
+	c.UI.HeaderOutput(fmt.Sprintf("Upstreams (explicit upstreams only) (%v)\n", len(envoyIDs)))
 	for _, u := range envoyIDs {
-		c.UI.Output(u)
+		c.UI.UnchangedOutput(u)
 	}
 
-	c.UI.Output(fmt.Sprintf("\n==> Upstream IPs (transparent proxy only) (%v)", len(upstreamIPs)))
+	c.UI.HeaderOutput(fmt.Sprintf("Upstream IPs (transparent proxy only) (%v)", len(upstreamIPs)))
 	tbl := cli.NewTable("IPs ", "Virtual ", "Cluster Names")
 	for _, u := range upstreamIPs {
 		tbl.AddRow([]string{formatIPs(u.IPs), strconv.FormatBool(u.IsVirtual), formatClusterNames(u.ClusterNames)}, []string{})
 	}
 	c.UI.Table(tbl)
 
-	c.UI.Output("\nIf you don't see your upstream address or cluster for a transparent proxy upstream:")
-	c.UI.Output("- Check intentions: Tproxy upstreams are configured based on intentions, make sure you " +
+	c.UI.UnchangedOutput("\nIf you cannot find the upstream address or cluster for a transparent proxy upstream:")
+	c.UI.UnchangedOutput("-> Check intentions: Transparent proxy upstreams are configured based on intentions. Make sure you " +
 		"have configured intentions to allow traffic to your upstream.")
-	c.UI.Output("- You can also check that the right cluster is being dialed by running a DNS lookup " +
-		"for the upstream you are dialing (i.e dig backend.svc.consul). If the address you get from that is missing " +
-		"from the Upstream IPs your proxy may be misconfigured.")
+	c.UI.UnchangedOutput("-> To check that the right cluster is being dialed, run a DNS lookup " +
+		"for the upstream you are dialing. For example, run `dig backend.svc.consul` to return the IP address for the `backend` service. If the address you get from that is missing " +
+		"from the upstream IPs, it means that your proxy may be misconfigured.")
 	return 0
 }
 
diff --git a/test/integration/consul-container/test/troubleshoot/troubleshoot_test.go b/test/integration/consul-container/test/troubleshoot/troubleshoot_test.go
index 7803b38bff..3470e73892 100644
--- a/test/integration/consul-container/test/troubleshoot/troubleshoot_test.go
+++ b/test/integration/consul-container/test/troubleshoot/troubleshoot_test.go
@@ -3,11 +3,12 @@ package troubleshoot
 import (
 	"context"
 	"fmt"
-	"github.com/stretchr/testify/assert"
 	"strings"
 	"testing"
 	"time"
 
+	"github.com/stretchr/testify/assert"
+
 	"github.com/stretchr/testify/require"
 
 	libcluster "github.com/hashicorp/consul/test/integration/consul-container/libs/cluster"
@@ -40,11 +41,12 @@ func TestTroubleshootProxy(t *testing.T) {
 				"-envoy-admin-endpoint", fmt.Sprintf("localhost:%v", clientAdminPort),
 				"-upstream-envoy-id", libservice.StaticServerServiceName})
 			require.NoError(t, err)
-			certsValid := strings.Contains(output, "certificates are valid")
-			listenersExist := strings.Contains(output, fmt.Sprintf("listener for upstream \"%s\" found", libservice.StaticServerServiceName))
-			routesExist := strings.Contains(output, fmt.Sprintf("route for upstream \"%s\" found", libservice.StaticServerServiceName))
-			healthyEndpoints := strings.Contains(output, "✓ healthy endpoints for cluster")
-			return upstreamExists && certsValid && listenersExist && routesExist && healthyEndpoints
+			certsValid := strings.Contains(output, "Certificates are valid")
+			noRejectedConfig := strings.Contains(output, "Envoy has 0 rejected configurations")
+			noConnFailure := strings.Contains(output, "Envoy has detected 0 connection failure(s)")
+			listenersExist := strings.Contains(output, fmt.Sprintf("Listener for upstream \"%s\" found", libservice.StaticServerServiceName))
+			healthyEndpoints := strings.Contains(output, "Healthy endpoints for cluster")
+			return upstreamExists && certsValid && listenersExist && noRejectedConfig && noConnFailure && healthyEndpoints
 		}, 60*time.Second, 10*time.Second)
 	})
 
@@ -58,11 +60,12 @@ func TestTroubleshootProxy(t *testing.T) {
 				"-upstream-envoy-id", libservice.StaticServerServiceName})
 			require.NoError(t, err)
 
-			certsValid := strings.Contains(output, "certificates are valid")
-			listenersExist := strings.Contains(output, fmt.Sprintf("listener for upstream \"%s\" found", libservice.StaticServerServiceName))
-			routesExist := strings.Contains(output, fmt.Sprintf("route for upstream \"%s\" found", libservice.StaticServerServiceName))
-			endpointUnhealthy := strings.Contains(output, "no healthy endpoints for cluster")
-			return certsValid && listenersExist && routesExist && endpointUnhealthy
+			certsValid := strings.Contains(output, "Certificates are valid")
+			noRejectedConfig := strings.Contains(output, "Envoy has 0 rejected configurations")
+			noConnFailure := strings.Contains(output, "Envoy has detected 0 connection failure(s)")
+			listenersExist := strings.Contains(output, fmt.Sprintf("Listener for upstream \"%s\" found", libservice.StaticServerServiceName))
+			endpointUnhealthy := strings.Contains(output, "No healthy endpoints for cluster")
+			return certsValid && listenersExist && noRejectedConfig && noConnFailure && endpointUnhealthy
 		}, 60*time.Second, 10*time.Second)
 	})
 }
diff --git a/troubleshoot/proxy/certs.go b/troubleshoot/proxy/certs.go
index 1fa61f3483..ec4b2bc703 100644
--- a/troubleshoot/proxy/certs.go
+++ b/troubleshoot/proxy/certs.go
@@ -18,7 +18,10 @@ func (t *Troubleshoot) validateCerts(certs *envoy_admin_v3.Certificates) validat
 	if certs == nil {
 		msg := validate.Message{
 			Success: false,
-			Message: "certificate object is nil in the proxy configuration",
+			Message: "Certificate object is nil in the proxy configuration",
+			PossibleActions: []string{
+				"Check the logs of the Consul agent configuring the local proxy and ensure XDS updates are being sent to the proxy",
+			},
 		}
 		return []validate.Message{msg}
 	}
@@ -26,7 +29,10 @@ func (t *Troubleshoot) validateCerts(certs *envoy_admin_v3.Certificates) validat
 	if len(certs.GetCertificates()) == 0 {
 		msg := validate.Message{
 			Success: false,
-			Message: "no certificates found",
+			Message: "No certificates found",
+			PossibleActions: []string{
+				"Check the logs of the Consul agent configuring the local proxy and ensure XDS updates are being sent to the proxy",
+			},
 		}
 		return []validate.Message{msg}
 	}
@@ -36,7 +42,10 @@ func (t *Troubleshoot) validateCerts(certs *envoy_admin_v3.Certificates) validat
 			if now.After(cacert.GetExpirationTime().AsTime()) {
 				msg := validate.Message{
 					Success: false,
-					Message: "ca certificate is expired",
+					Message: "CA certificate is expired",
+					PossibleActions: []string{
+						"Check the logs of the Consul agent configuring the local proxy and ensure XDS updates are being sent to the proxy",
+					},
 				}
 				certMessages = append(certMessages, msg)
 			}
@@ -46,7 +55,10 @@ func (t *Troubleshoot) validateCerts(certs *envoy_admin_v3.Certificates) validat
 			if now.After(cc.GetExpirationTime().AsTime()) {
 				msg := validate.Message{
 					Success: false,
-					Message: "certificate chain is expired",
+					Message: "Certificate chain is expired",
+					PossibleActions: []string{
+						"Check the logs of the Consul agent configuring the local proxy and ensure XDS updates are being sent to the proxy",
+					},
 				}
 				certMessages = append(certMessages, msg)
 			}
diff --git a/troubleshoot/proxy/certs_test.go b/troubleshoot/proxy/certs_test.go
index 63f2a0256c..fc03cb062f 100644
--- a/troubleshoot/proxy/certs_test.go
+++ b/troubleshoot/proxy/certs_test.go
@@ -21,13 +21,13 @@ func TestValidateCerts(t *testing.T) {
 	}{
 		"cert is nil": {
 			certs:         nil,
-			expectedError: "certificate object is nil in the proxy configuration",
+			expectedError: "Certificate object is nil in the proxy configuration",
 		},
 		"no certificates": {
 			certs: &envoy_admin_v3.Certificates{
 				Certificates: []*envoy_admin_v3.Certificate{},
 			},
-			expectedError: "no certificates found",
+			expectedError: "No certificates found",
 		},
 		"ca expired": {
 			certs: &envoy_admin_v3.Certificates{
@@ -41,7 +41,7 @@ func TestValidateCerts(t *testing.T) {
 					},
 				},
 			},
-			expectedError: "ca certificate is expired",
+			expectedError: "CA certificate is expired",
 		},
 		"cert expired": {
 			certs: &envoy_admin_v3.Certificates{
@@ -55,7 +55,7 @@ func TestValidateCerts(t *testing.T) {
 					},
 				},
 			},
-			expectedError: "certificate chain is expired",
+			expectedError: "Certificate chain is expired",
 		},
 	}
 
@@ -67,7 +67,9 @@ func TestValidateCerts(t *testing.T) {
 			var outputErrors string
 			for _, msgError := range messages.Errors() {
 				outputErrors += msgError.Message
-				outputErrors += msgError.PossibleActions
+				for _, action := range msgError.PossibleActions {
+					outputErrors += action
+				}
 			}
 			if tc.expectedError == "" {
 				require.True(t, messages.Success())
diff --git a/troubleshoot/proxy/stats.go b/troubleshoot/proxy/stats.go
index 0fdb0e43ee..a2ab88ffa6 100644
--- a/troubleshoot/proxy/stats.go
+++ b/troubleshoot/proxy/stats.go
@@ -3,6 +3,7 @@ package troubleshoot
 import (
 	"encoding/json"
 	"fmt"
+
 	envoy_admin_v3 "github.com/envoyproxy/go-control-plane/envoy/admin/v3"
 	"github.com/hashicorp/consul/troubleshoot/validate"
 )
@@ -32,10 +33,19 @@ func (t *Troubleshoot) troubleshootStats() (validate.Messages, error) {
 		}
 	}
 
-	statMessages = append(statMessages, validate.Message{
-		Success: true,
-		Message: fmt.Sprintf("Envoy has %v rejected configurations", totalConfigRejections),
-	})
+	if totalConfigRejections > 0 {
+		statMessages = append(statMessages, validate.Message{
+			Message: fmt.Sprintf("Envoy has %v rejected configurations", totalConfigRejections),
+			PossibleActions: []string{
+				"Check the logs of the Consul agent configuring the local proxy to see why Envoy rejected this configuration",
+			},
+		})
+	} else {
+		statMessages = append(statMessages, validate.Message{
+			Success: true,
+			Message: fmt.Sprintf("Envoy has %v rejected configurations", totalConfigRejections),
+		})
+	}
 
 	connectionFailureStats, err := t.getEnvoyStats("upstream_cx_connect_fail")
 	if err != nil {
@@ -50,7 +60,7 @@ func (t *Troubleshoot) troubleshootStats() (validate.Messages, error) {
 	}
 	statMessages = append(statMessages, validate.Message{
 		Success: true,
-		Message: fmt.Sprintf("Envoy has detected %v connection failure(s).", totalCxFailures),
+		Message: fmt.Sprintf("Envoy has detected %v connection failure(s)", totalCxFailures),
 	})
 	return statMessages, nil
 }
diff --git a/troubleshoot/proxy/troubleshoot_proxy.go b/troubleshoot/proxy/troubleshoot_proxy.go
index ff74aff0d4..8d1bfdc0bf 100644
--- a/troubleshoot/proxy/troubleshoot_proxy.go
+++ b/troubleshoot/proxy/troubleshoot_proxy.go
@@ -10,15 +10,6 @@ import (
 	"github.com/hashicorp/consul/troubleshoot/validate"
 )
 
-const (
-	listeners       string = "type.googleapis.com/envoy.admin.v3.ListenersConfigDump"
-	clusters        string = "type.googleapis.com/envoy.admin.v3.ClustersConfigDump"
-	routes          string = "type.googleapis.com/envoy.admin.v3.RoutesConfigDump"
-	endpoints       string = "type.googleapis.com/envoy.admin.v3.EndpointsConfigDump"
-	bootstrap       string = "type.googleapis.com/envoy.admin.v3.BootstrapConfigDump"
-	httpConnManager string = "type.googleapis.com/envoy.extensions.filters.network.http_connection_manager.v3.HttpConnectionManager"
-)
-
 type Troubleshoot struct {
 	client         *api.Client
 	envoyAddr      net.IPAddr
@@ -79,7 +70,7 @@ func (t *Troubleshoot) RunAllTests(upstreamEnvoyID, upstreamIP string) (validate
 	if errors := messages.Errors(); len(errors) == 0 {
 		msg := validate.Message{
 			Success: true,
-			Message: "certificates are valid",
+			Message: "Certificates are valid",
 		}
 		allTestMessages = append(allTestMessages, msg)
 	}
@@ -97,7 +88,7 @@ func (t *Troubleshoot) RunAllTests(upstreamEnvoyID, upstreamIP string) (validate
 	if errors := messages.Errors(); len(errors) == 0 {
 		msg := validate.Message{
 			Success: true,
-			Message: "upstream resources are valid",
+			Message: "Upstream resources are valid",
 		}
 		allTestMessages = append(allTestMessages, msg)
 	}
diff --git a/troubleshoot/proxy/upstreams.go b/troubleshoot/proxy/upstreams.go
index abd9711abf..2ac7c8e953 100644
--- a/troubleshoot/proxy/upstreams.go
+++ b/troubleshoot/proxy/upstreams.go
@@ -2,6 +2,7 @@ package troubleshoot
 
 import (
 	"fmt"
+
 	envoy_admin_v3 "github.com/envoyproxy/go-control-plane/envoy/admin/v3"
 	envoy_listener_v3 "github.com/envoyproxy/go-control-plane/envoy/config/listener/v3"
 	envoy_route_v3 "github.com/envoyproxy/go-control-plane/envoy/config/route/v3"
@@ -29,7 +30,7 @@ func (t *Troubleshoot) GetUpstreams() ([]string, []UpstreamIP, error) {
 
 	for _, cfg := range t.envoyConfigDump.Configs {
 		switch cfg.TypeUrl {
-		case listeners:
+		case listenersType:
 			lcd := &envoy_admin_v3.ListenersConfigDump{}
 
 			err := proto.Unmarshal(cfg.GetValue(), lcd)
@@ -135,7 +136,7 @@ func getClustersFromRoutes(routeName string, cfgDump *envoy_admin_v3.ConfigDump)
 
 	for _, cfg := range cfgDump.Configs {
 		switch cfg.TypeUrl {
-		case routes:
+		case routesType:
 			rcd := &envoy_admin_v3.RoutesConfigDump{}
 
 			err := proto.Unmarshal(cfg.GetValue(), rcd)
diff --git a/troubleshoot/proxy/upstreams_test.go b/troubleshoot/proxy/upstreams_test.go
index 6493b5349d..e1d6ff9075 100644
--- a/troubleshoot/proxy/upstreams_test.go
+++ b/troubleshoot/proxy/upstreams_test.go
@@ -1,14 +1,15 @@
 package troubleshoot
 
 import (
+	"io"
+	"os"
+	"testing"
+
 	envoy_admin_v3 "github.com/envoyproxy/go-control-plane/envoy/admin/v3"
 	envoy_listener_v3 "github.com/envoyproxy/go-control-plane/envoy/config/listener/v3"
 	"github.com/stretchr/testify/require"
 	"google.golang.org/protobuf/encoding/protojson"
 	"google.golang.org/protobuf/proto"
-	"io"
-	"os"
-	"testing"
 )
 
 func TestGetUpstreamIPsFromFilterChain(t *testing.T) {
@@ -61,7 +62,7 @@ func TestGetUpstreamIPsFromFilterChain(t *testing.T) {
 
 	for _, cfg := range cfgDump.Configs {
 		switch cfg.TypeUrl {
-		case listeners:
+		case listenersType:
 			lcd := &envoy_admin_v3.ListenersConfigDump{}
 
 			err := proto.Unmarshal(cfg.GetValue(), lcd)
diff --git a/troubleshoot/validate/validate.go b/troubleshoot/validate/validate.go
index 59dad4031a..01f950ba6d 100644
--- a/troubleshoot/validate/validate.go
+++ b/troubleshoot/validate/validate.go
@@ -110,7 +110,7 @@ type Messages []Message
 type Message struct {
 	Success         bool
 	Message         string
-	PossibleActions string
+	PossibleActions []string
 }
 
 func (m Messages) Success() bool {
@@ -137,6 +137,18 @@ func (m Messages) Errors() Messages {
 // GetMessages returns the error based only on Validate's state.
 func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator EndpointValidator, clusters *envoy_admin_v3.Clusters) Messages {
 	var messages Messages
+	missingXDSActions := []string{
+		"Check that your upstream service is registered with Consul",
+		"Make sure your upstream exists by running the `consul[-k8s] troubleshoot upstreams` command",
+		"If you are using transparent proxy for this upstream, ensure you have set up allow intentions to the upstream",
+		"Check the logs of the Consul agent configuring the local proxy to ensure XDS resources were sent by Consul",
+	}
+	missingEndpointsActions := []string{
+		"Check that your upstream service is healthy and running",
+		"Check that your upstream service is registered with Consul",
+		"Check that the upstream proxy is healthy and running",
+		"If you are explicitly configuring upstreams, ensure the name of the upstream is correct",
+	}
 
 	var upstream string
 	upstream = v.envoyID
@@ -145,19 +157,25 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 	}
 
 	if !v.listener {
-		messages = append(messages, Message{Message: fmt.Sprintf("no listener for upstream %q", upstream)})
+		messages = append(messages, Message{
+			Message:         fmt.Sprintf("No listener for upstream %q", upstream),
+			PossibleActions: missingXDSActions,
+		})
 	} else {
 		messages = append(messages, Message{
-			Message: fmt.Sprintf("listener for upstream %q found", upstream),
+			Message: fmt.Sprintf("Listener for upstream %q found", upstream),
 			Success: true,
 		})
 	}
 
 	if v.usesRDS && !v.route {
-		messages = append(messages, Message{Message: fmt.Sprintf("no route for upstream %q", upstream)})
-	} else {
 		messages = append(messages, Message{
-			Message: fmt.Sprintf("route for upstream %q found", upstream),
+			Message:         fmt.Sprintf("No route for upstream %q", upstream),
+			PossibleActions: missingXDSActions,
+		})
+	} else if v.route {
+		messages = append(messages, Message{
+			Message: fmt.Sprintf("Route for upstream %q found", upstream),
 			Success: true,
 		})
 	}
@@ -173,11 +191,14 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 
 		_, ok := v.snis[sni]
 		if !ok || !resource.cluster {
-			messages = append(messages, Message{Message: fmt.Sprintf("no cluster %q for upstream %q", sni, upstream)})
+			messages = append(messages, Message{
+				Message:         fmt.Sprintf("No cluster %q for upstream %q", sni, upstream),
+				PossibleActions: missingXDSActions,
+			})
 			continue
 		} else {
 			messages = append(messages, Message{
-				Message: fmt.Sprintf("cluster %q for upstream %q found", sni, upstream),
+				Message: fmt.Sprintf("Cluster %q for upstream %q found", sni, upstream),
 				Success: true,
 			})
 		}
@@ -186,7 +207,7 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 		// validation.
 		if strings.Contains(sni, "passthrough~") {
 			messages = append(messages, Message{
-				Message: fmt.Sprintf("cluster %q is a passthrough cluster, skipping endpoint healthiness check", sni),
+				Message: fmt.Sprintf("Cluster %q is a passthrough cluster, skipping endpoint healthiness check", sni),
 				Success: true,
 			})
 			continue
@@ -206,10 +227,13 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 					}
 				}
 				if !oneClusterHasEndpoints {
-					messages = append(messages, Message{Message: fmt.Sprintf("no healthy endpoints for aggregate cluster %q for upstream %q", sni, upstream)})
+					messages = append(messages, Message{
+						Message:         fmt.Sprintf("No healthy endpoints for aggregate cluster %q for upstream %q", sni, upstream),
+						PossibleActions: missingEndpointsActions,
+					})
 				} else {
 					messages = append(messages, Message{
-						Message: fmt.Sprintf("healthy endpoints for aggregate cluster %q for upstream %q", sni, upstream),
+						Message: fmt.Sprintf("Healthy endpoints for aggregate cluster %q for upstream %q found", sni, upstream),
 						Success: true,
 					})
 				}
@@ -218,11 +242,12 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 				endpointValidator(resource, sni, clusters)
 				if (resource.usesEDS && !resource.loadAssignment) || resource.endpoints == 0 {
 					messages = append(messages, Message{
-						Message: fmt.Sprintf("no healthy endpoints for cluster %q for upstream %q", sni, upstream),
+						Message:         fmt.Sprintf("No healthy endpoints for cluster %q for upstream %q", sni, upstream),
+						PossibleActions: missingEndpointsActions,
 					})
 				} else {
 					messages = append(messages, Message{
-						Message: fmt.Sprintf("healthy endpoints for cluster %q for upstream %q", sni, upstream),
+						Message: fmt.Sprintf("Healthy endpoints for cluster %q for upstream %q found", sni, upstream),
 						Success: true,
 					})
 				}
@@ -235,7 +260,7 @@ func (v *Validate) GetMessages(validateEndpoints bool, endpointValidator Endpoin
 	}
 
 	if numRequiredResources == 0 {
-		messages = append(messages, Message{Message: fmt.Sprintf("no clusters found on route or listener")})
+		messages = append(messages, Message{Message: fmt.Sprintf("No clusters found on route or listener")})
 	}
 
 	return messages
diff --git a/troubleshoot/validate/validate_test.go b/troubleshoot/validate/validate_test.go
index c8f353f306..6496001b79 100644
--- a/troubleshoot/validate/validate_test.go
+++ b/troubleshoot/validate/validate_test.go
@@ -63,7 +63,7 @@ func TestErrors(t *testing.T) {
 				r.loadAssignment = true
 				r.endpoints = 1
 			},
-			err: "no clusters found on route or listener",
+			err: "No clusters found on route or listener",
 		},
 		"no healthy endpoints": {
 			validate: func() *Validate {
@@ -86,7 +86,7 @@ func TestErrors(t *testing.T) {
 			endpointValidator: func(r *resource, s string, clusters *envoy_admin_v3.Clusters) {
 				r.loadAssignment = true
 			},
-			err: "no healthy endpoints for cluster \"db-sni\" for upstream \"db\"",
+			err: "No healthy endpoints for cluster \"db-sni\" for upstream \"db\"",
 		},
 		"success: aggregate cluster with one target with endpoints": {
 			validate: func() *Validate {
@@ -169,7 +169,7 @@ func TestErrors(t *testing.T) {
 				r.loadAssignment = true
 				r.endpoints = 0
 			},
-			err: "no healthy endpoints for aggregate cluster \"db-sni\" for upstream \"db\"",
+			err: "No healthy endpoints for aggregate cluster \"db-sni\" for upstream \"db\"",
 		},
 		"success: passthrough cluster doesn't error even though there are zero endpoints": {
 			validate: func() *Validate {
@@ -203,7 +203,9 @@ func TestErrors(t *testing.T) {
 			var outputErrors string
 			for _, msgError := range messages.Errors() {
 				outputErrors += msgError.Message
-				outputErrors += msgError.PossibleActions
+				for _, action := range msgError.PossibleActions {
+					outputErrors += action
+				}
 			}
 			if tc.err == "" {
 				require.True(t, messages.Success())