diff --git a/.changelog/11307.txt b/.changelog/11307.txt
new file mode 100644
index 000000000000..7c558320d7df
--- /dev/null
+++ b/.changelog/11307.txt
@@ -0,0 +1,3 @@
+```release-note:breaking-change
+cli: Renamed folders in `nomad operator debug` bundle for clarity
+```
diff --git a/command/operator_debug.go b/command/operator_debug.go
index 1646f062d8f2..183722f35a5e 100644
--- a/command/operator_debug.go
+++ b/command/operator_debug.go
@@ -49,7 +49,11 @@ type OperatorDebugCommand struct {
 }
 
 const (
-	userAgent = "nomad operator debug"
+	userAgent   = "nomad operator debug"
+	clusterDir  = "cluster"
+	clientDir   = "client"
+	serverDir   = "server"
+	intervalDir = "interval"
 )
 
 func (c *OperatorDebugCommand) Help() string {
@@ -458,7 +462,7 @@ func (c *OperatorDebugCommand) Run(args []string) int {
 	}
 
 	// Write complete list of server members to file
-	c.writeJSON("version", "members.json", members, err)
+	c.writeJSON(clusterDir, "members.json", members, err)
 
 	// Filter for servers matching criteria
 	c.serverIDs, err = filterServerMembers(members, serverIDs, c.region)
@@ -538,18 +542,17 @@ func (c *OperatorDebugCommand) Run(args []string) int {
 
 // collect collects data from our endpoints and writes the archive bundle
 func (c *OperatorDebugCommand) collect(client *api.Client) error {
-	// Version contains cluster meta information
-	dir := "version"
+	// Collect cluster data
 
 	self, err := client.Agent().Self()
-	c.writeJSON(dir, "agent-self.json", self, err)
+	c.writeJSON(clusterDir, "agent-self.json", self, err)
 
 	var qo *api.QueryOptions
 	namespaces, _, err := client.Namespaces().List(qo)
-	c.writeJSON(dir, "namespaces.json", namespaces, err)
+	c.writeJSON(clusterDir, "namespaces.json", namespaces, err)
 
 	regions, err := client.Regions().List()
-	c.writeJSON(dir, "regions.json", regions, err)
+	c.writeJSON(clusterDir, "regions.json", regions, err)
 
 	// Fetch data directly from consul and vault. Ignore errors
 	var consul, vault string
@@ -582,8 +585,8 @@ func (c *OperatorDebugCommand) collect(client *api.Client) error {
 		}
 	}
 
-	c.collectConsul(dir, consul)
-	c.collectVault(dir, vault)
+	c.collectConsul(clusterDir, consul)
+	c.collectVault(clusterDir, vault)
 	c.collectAgentHosts(client)
 	c.collectPprofs(client)
 
@@ -616,11 +619,11 @@ func (c *OperatorDebugCommand) mkdir(paths ...string) error {
 // startMonitors starts go routines for each node and client
 func (c *OperatorDebugCommand) startMonitors(client *api.Client) {
 	for _, id := range c.nodeIDs {
-		go c.startMonitor("client", "node_id", id, client)
+		go c.startMonitor(clientDir, "node_id", id, client)
 	}
 
 	for _, id := range c.serverIDs {
-		go c.startMonitor("server", "server_id", id, client)
+		go c.startMonitor(serverDir, "server_id", id, client)
 	}
 }
 
@@ -664,11 +667,11 @@ func (c *OperatorDebugCommand) startMonitor(path, idKey, nodeID string, client *
 // collectAgentHosts calls collectAgentHost for each selected node
 func (c *OperatorDebugCommand) collectAgentHosts(client *api.Client) {
 	for _, n := range c.nodeIDs {
-		c.collectAgentHost("client", n, client)
+		c.collectAgentHost(clientDir, n, client)
 	}
 
 	for _, n := range c.serverIDs {
-		c.collectAgentHost("server", n, client)
+		c.collectAgentHost(serverDir, n, client)
 	}
 }
 
@@ -676,7 +679,7 @@ func (c *OperatorDebugCommand) collectAgentHosts(client *api.Client) {
 func (c *OperatorDebugCommand) collectAgentHost(path, id string, client *api.Client) {
 	var host *api.HostDataResponse
 	var err error
-	if path == "server" {
+	if path == serverDir {
 		host, err = client.Agent().Host(id, "", nil)
 	} else {
 		host, err = client.Agent().Host("", id, nil)
@@ -699,11 +702,11 @@ func (c *OperatorDebugCommand) collectAgentHost(path, id string, client *api.Cli
 // collectPprofs captures the /agent/pprof for each listed node
 func (c *OperatorDebugCommand) collectPprofs(client *api.Client) {
 	for _, n := range c.nodeIDs {
-		c.collectPprof("client", n, client)
+		c.collectPprof(clientDir, n, client)
 	}
 
 	for _, n := range c.serverIDs {
-		c.collectPprof("server", n, client)
+		c.collectPprof(serverDir, n, client)
 	}
 }
 
@@ -711,7 +714,7 @@ func (c *OperatorDebugCommand) collectPprofs(client *api.Client) {
 func (c *OperatorDebugCommand) collectPprof(path, id string, client *api.Client) {
 	pprofDurationSeconds := int(c.pprofDuration.Seconds())
 	opts := api.PprofOptions{Seconds: pprofDurationSeconds}
-	if path == "server" {
+	if path == serverDir {
 		opts.ServerID = id
 	} else {
 		opts.NodeID = id
@@ -810,7 +813,7 @@ func (c *OperatorDebugCommand) collectPeriodic(client *api.Client) {
 
 		case <-interval:
 			name = fmt.Sprintf("%04d", intervalCount)
-			dir = filepath.Join("nomad", name)
+			dir = filepath.Join(intervalDir, name)
 			c.Ui.Output(fmt.Sprintf("    Capture interval %s", name))
 			c.collectNomad(dir, client)
 			c.collectOperator(dir, client)
@@ -859,7 +862,7 @@ func (c *OperatorDebugCommand) collectNomad(dir string, client *api.Client) erro
 
 	// CSI Plugins - /v1/plugins?type=csi
 	ps, _, err := client.CSIPlugins().List(qo)
-	c.writeJSON(dir, "plugins.json", ps, err)
+	c.writeJSON(dir, "csi-plugins.json", ps, err)
 
 	// CSI Plugin details - /v1/plugin/csi/:plugin_id
 	for _, p := range ps {
diff --git a/command/operator_debug_test.go b/command/operator_debug_test.go
index 92b5fdb6076b..8ecea5d0037d 100644
--- a/command/operator_debug_test.go
+++ b/command/operator_debug_test.go
@@ -346,68 +346,126 @@ func TestDebug_Bad_CSIPlugin_Names(t *testing.T) {
 	var pluginFiles []string
 	for _, pluginName := range cases {
 		pluginFile := fmt.Sprintf("csi-plugin-id-%s.json", helper.CleanFilename(pluginName, "_"))
-		pluginFile = filepath.Join(path, "nomad", "0000", pluginFile)
+		pluginFile = filepath.Join(path, intervalDir, "0000", pluginFile)
 		pluginFiles = append(pluginFiles, pluginFile)
 	}
 
 	testutil.WaitForFiles(t, pluginFiles)
 }
 
+func buildPathSlice(path string, files []string) []string {
+	paths := []string{}
+	for _, file := range files {
+		paths = append(paths, filepath.Join(path, file))
+	}
+	return paths
+}
+
 func TestDebug_CapturedFiles(t *testing.T) {
-	srv, _, url := testServer(t, false, nil)
+	srv, _, url := testServer(t, true, nil)
 	testutil.WaitForLeader(t, srv.Agent.RPC)
 
+	serverNodeName := srv.Config.NodeName
+	region := srv.Config.Region
+	serverName := fmt.Sprintf("%s.%s", serverNodeName, region)
+	clientID := srv.Agent.Client().NodeID()
+
+	t.Logf("serverName: %s, clientID, %s", serverName, clientID)
+
+	// Setup file slices
+	clusterFiles := []string{
+		"agent-self.json",
+		"consul-agent-members.json",
+		"consul-agent-self.json",
+		"members.json",
+		"namespaces.json",
+		"regions.json",
+		"vault-sys-health.json",
+	}
+
+	pprofFiles := []string{
+		"allocs.prof",
+		"goroutine-debug1.txt",
+		"goroutine-debug2.txt",
+		"goroutine.prof",
+		"heap.prof",
+		"profile.prof",
+		"threadcreate.prof",
+		"trace.prof",
+	}
+
+	clientFiles := []string{
+		"agent-host.json",
+		"monitor.log",
+	}
+	clientFiles = append(clientFiles, pprofFiles...)
+
+	serverFiles := []string{
+		"agent-host.json",
+		"monitor.log",
+	}
+	serverFiles = append(serverFiles, pprofFiles...)
+
+	intervalFiles := []string{
+		"allocations.json",
+		"csi-plugins.json",
+		"csi-volumes.json",
+		"deployments.json",
+		"evaluations.json",
+		"jobs.json",
+		"license.json",
+		"metrics.json",
+		"nodes.json",
+		"operator-autopilot-health.json",
+		"operator-raft.json",
+		"operator-scheduler.json",
+	}
+
 	ui := cli.NewMockUi()
 	cmd := &OperatorDebugCommand{Meta: Meta{Ui: ui}}
 
 	code := cmd.Run([]string{
 		"-address", url,
 		"-output", os.TempDir(),
-		"-server-id", "leader",
+		"-server-id", serverName,
+		"-node-id", clientID,
 		"-duration", "1300ms",
 		"-interval", "600ms",
 	})
 
+	// Get capture directory
 	path := cmd.collectDir
 	defer os.Remove(path)
 
+	// There should be no errors
 	require.Empty(t, ui.ErrorWriter.String())
 	require.Equal(t, 0, code)
 	ui.ErrorWriter.Reset()
 
-	serverFiles := []string{
-		// Version is always captured
-		filepath.Join(path, "version", "agent-self.json"),
-
-		// Consul and Vault contain results or errors
-		filepath.Join(path, "version", "consul-agent-self.json"),
-		filepath.Join(path, "version", "vault-sys-health.json"),
-
-		// Monitor files are only created when selected
-		filepath.Join(path, "server", "leader", "monitor.log"),
-
-		// Pprof profiles
-		filepath.Join(path, "server", "leader", "profile.prof"),
-		filepath.Join(path, "server", "leader", "trace.prof"),
-		filepath.Join(path, "server", "leader", "goroutine.prof"),
-		filepath.Join(path, "server", "leader", "goroutine-debug1.txt"),
-		filepath.Join(path, "server", "leader", "goroutine-debug2.txt"),
-		filepath.Join(path, "server", "leader", "heap.prof"),
-		filepath.Join(path, "server", "leader", "allocs.prof"),
-		filepath.Join(path, "server", "leader", "threadcreate.prof"),
-
-		// Multiple snapshots are collected, 00 is always created
-		filepath.Join(path, "nomad", "0000", "jobs.json"),
-		filepath.Join(path, "nomad", "0000", "nodes.json"),
-		filepath.Join(path, "nomad", "0000", "metrics.json"),
-
-		// Multiple snapshots are collected, 01 requires two intervals
-		filepath.Join(path, "nomad", "0001", "jobs.json"),
-		filepath.Join(path, "nomad", "0001", "nodes.json"),
-		filepath.Join(path, "nomad", "0001", "metrics.json"),
-	}
-
-	testutil.WaitForFilesUntil(t, serverFiles, 2*time.Minute)
+	// Verify cluster files
+	clusterPaths := buildPathSlice(cmd.path(clusterDir), clusterFiles)
+	t.Logf("Waiting for cluster files in path: %s", clusterDir)
+	testutil.WaitForFilesUntil(t, clusterPaths, 2*time.Minute)
+
+	// Verify client files
+	clientPaths := buildPathSlice(cmd.path(clientDir, clientID), clientFiles)
+	t.Logf("Waiting for client files in path: %s", clientDir)
+	testutil.WaitForFilesUntil(t, clientPaths, 2*time.Minute)
+
+	// Verify server files
+	serverPaths := buildPathSlice(cmd.path(serverDir, serverName), serverFiles)
+	t.Logf("Waiting for server files in path: %s", serverDir)
+	testutil.WaitForFilesUntil(t, serverPaths, 2*time.Minute)
+
+	// Verify interval 0000 files
+	intervalPaths0 := buildPathSlice(cmd.path(intervalDir, "0000"), intervalFiles)
+	t.Logf("Waiting for interval 0000 files in path: %s", intervalDir)
+	testutil.WaitForFilesUntil(t, intervalPaths0, 2*time.Minute)
+
+	// Verify interval 0001 files
+	intervalPaths1 := buildPathSlice(cmd.path(intervalDir, "0001"), intervalFiles)
+	t.Logf("Waiting for interval 0001 files in path: %s", intervalDir)
+	testutil.WaitForFilesUntil(t, intervalPaths1, 2*time.Minute)
 }
 
 func TestDebug_ExistingOutput(t *testing.T) {
diff --git a/testutil/wait.go b/testutil/wait.go
index fee5b6b05921..4f9965a6a82e 100644
--- a/testutil/wait.go
+++ b/testutil/wait.go
@@ -241,7 +241,7 @@ func WaitForRunning(t testing.TB, rpc rpcFn, job *structs.Job) []*structs.AllocL
 // WaitForFiles blocks until all the files in the slice are present
 func WaitForFiles(t testing.TB, files []string) {
 	WaitForResult(func() (bool, error) {
-		return FilesExist(files), nil
+		return FilesExist(files)
 	}, func(err error) {
 		t.Fatalf("missing expected files: %v", err)
 	})
@@ -250,18 +250,18 @@ func WaitForFiles(t testing.TB, files []string) {
 // WaitForFilesUntil blocks until duration or all the files in the slice are present
 func WaitForFilesUntil(t testing.TB, files []string, until time.Duration) {
 	WaitForResultUntil(until, func() (bool, error) {
-		return FilesExist(files), nil
+		return FilesExist(files)
 	}, func(err error) {
 		t.Fatalf("missing expected files: %v", err)
 	})
 }
 
 // FilesExist verifies all files in the slice are present
-func FilesExist(files []string) bool {
+func FilesExist(files []string) (bool, error) {
 	for _, f := range files {
 		if _, err := os.Stat(f); os.IsNotExist(err) {
-			return false
+			return false, fmt.Errorf("expected file not found: %v", f)
 		}
 	}
-	return true
+	return true, nil
 }