diff --git a/constants.go b/constants.go
index 90d83cb46e304..fe1b0021cf782 100644
--- a/constants.go
+++ b/constants.go
@@ -934,3 +934,10 @@ const (
 	// debug service.
 	DebugServiceSocketName = "debug.sock"
 )
+
+const (
+	// OktaAccessRoleContext is the context used to name Okta Access role created by Okta access list sync
+	OktaAccessRoleContext = "access-okta-acl-role"
+	// OktaReviewerRoleContext  is the context used to name Okta Reviewer role created by Okta Access List sync
+	OktaReviewerRoleContext = "reviewer-okta-acl-role"
+)
diff --git a/tool/tsh/common/tsh.go b/tool/tsh/common/tsh.go
index 379e947c56e17..a3f8013ecc055 100644
--- a/tool/tsh/common/tsh.go
+++ b/tool/tsh/common/tsh.go
@@ -4440,7 +4440,7 @@ func printStatus(debug bool, p *profileInfo, env map[string]string, isActive boo
 	if cluster != "" {
 		fmt.Printf("  Cluster:            %v\n", cluster)
 	}
-	fmt.Printf("  Roles:              %v\n", strings.Join(p.Roles, ", "))
+	fmt.Printf("  Roles:              %v\n", rolesToString(debug, p.Roles))
 	if debug {
 		var count int
 		for k, v := range p.Traits {
@@ -4498,6 +4498,35 @@ func printStatus(debug bool, p *profileInfo, env map[string]string, isActive boo
 	fmt.Printf("\n")
 }
 
+func isOktaRole(role string) bool {
+	return strings.Contains(role, teleport.OktaReviewerRoleContext) || strings.Contains(role, teleport.OktaAccessRoleContext)
+}
+
+func rolesToString(debug bool, roles []string) string {
+	sort.Strings(roles)
+	var nonOktaRoles, oktaRoles []string
+	for _, role := range roles {
+		if isOktaRole(role) {
+			oktaRoles = append(oktaRoles, role)
+		} else {
+			nonOktaRoles = append(nonOktaRoles, role)
+		}
+	}
+	if len(oktaRoles) == 0 {
+		return strings.Join(nonOktaRoles, ", ")
+	}
+
+	squashRolesThreshold := 9
+
+	if !debug && len(nonOktaRoles)+len(oktaRoles) > squashRolesThreshold {
+		oktaRolesText := fmt.Sprintf("and %v more Okta access list roles ...", len(oktaRoles))
+		return strings.Join(append(nonOktaRoles, oktaRolesText), ", ")
+	}
+	// Keep okta roles at the end of list.
+	out := append(nonOktaRoles, oktaRoles...)
+	return strings.Join(out, ", ")
+}
+
 // printLoginInformation displays the provided profile information to the user.
 func printLoginInformation(cf *CLIConf, profile *client.ProfileStatus, profiles []*client.ProfileStatus, accessListsToReview []*accesslist.AccessList) error {
 	env := getTshEnv()
diff --git a/tool/tsh/common/tsh_test.go b/tool/tsh/common/tsh_test.go
index 10136b74742e7..351ee9dd1cc6a 100644
--- a/tool/tsh/common/tsh_test.go
+++ b/tool/tsh/common/tsh_test.go
@@ -5756,3 +5756,35 @@ func TestProxyTemplatesMakeClient(t *testing.T) {
 		})
 	}
 }
+
+func TestRolesToString(t *testing.T) {
+	tests := []struct {
+		name     string
+		roles    []string
+		expected string
+		debug    bool
+	}{
+		{
+			name:     "empty",
+			roles:    []string{},
+			expected: "",
+		},
+		{
+			name:     "exceed threshold okta roles should be squashed",
+			roles:    append([]string{"app-figma-reviewer-okta-acl-role", "app-figma-access-okta-acl-role"}, []string{"r1", "r2", "r3", "r4", "r5", "r6", "r7", "r8", "r9", "r10"}...),
+			expected: "r1, r10, r2, r3, r4, r5, r6, r7, r8, r9, and 2 more Okta access list roles ...",
+		},
+		{
+			name:     "debug flag",
+			roles:    append([]string{"app-figma-reviewer-okta-acl-role", "app-figma-access-okta-acl-role"}, []string{"r1", "r2", "r3", "r4", "r5", "r6", "r7", "r8", "r9", "r10"}...),
+			debug:    true,
+			expected: "r1, r10, r2, r3, r4, r5, r6, r7, r8, r9, app-figma-access-okta-acl-role, app-figma-reviewer-okta-acl-role",
+		},
+	}
+
+	for _, tc := range tests {
+		t.Run(tc.name, func(t *testing.T) {
+			require.Equal(t, tc.expected, rolesToString(tc.debug, tc.roles))
+		})
+	}
+}