diff --git a/authentik/outposts/models.py b/authentik/outposts/models.py
index 88ee2b183..9e502ad6f 100644
--- a/authentik/outposts/models.py
+++ b/authentik/outposts/models.py
@@ -357,7 +357,7 @@ class Outpost(models.Model):
                         LOGGER.warning("permission doesn't exist", perm=model_or_perm)
                         continue
                     user.user_permissions.add(permission.first())
-            LOGGER.debug("Updated service account's permissions")
+        LOGGER.debug("Updated service account's permissions", perms=UserObjectPermission.objects.filter(user=user))
         return user
 
     @property
diff --git a/outpost/pkg/ldap/api.go b/outpost/pkg/ldap/api.go
index 3b7717651..473958952 100644
--- a/outpost/pkg/ldap/api.go
+++ b/outpost/pkg/ldap/api.go
@@ -20,8 +20,8 @@ func (ls *LDAPServer) Refresh() error {
 	}
 	providers := make([]*ProviderInstance, len(outposts.Payload.Results))
 	for idx, provider := range outposts.Payload.Results {
-		userDN := strings.ToLower(fmt.Sprintf("cn=users,%s", provider.BaseDn))
-		groupDN := strings.ToLower(fmt.Sprintf("cn=groups,%s", provider.BaseDn))
+		userDN := strings.ToLower(fmt.Sprintf("ou=users,%s", provider.BaseDn))
+		groupDN := strings.ToLower(fmt.Sprintf("ou=groups,%s", provider.BaseDn))
 		providers[idx] = &ProviderInstance{
 			BaseDN:              provider.BaseDn,
 			GroupDN:             groupDN,
diff --git a/outpost/pkg/ldap/bind.go b/outpost/pkg/ldap/bind.go
index 8ebdabcd6..1fcc6e781 100644
--- a/outpost/pkg/ldap/bind.go
+++ b/outpost/pkg/ldap/bind.go
@@ -12,6 +12,8 @@ func (ls *LDAPServer) Bind(bindDN string, bindPW string, conn net.Conn) (ldap.LD
 		username, err := instance.getUsername(bindDN)
 		if err == nil {
 			return instance.Bind(username, bindPW, conn)
+		} else {
+			ls.log.WithError(err).Debug("Username not for instance")
 		}
 	}
 	ls.log.WithField("boundDN", bindDN).WithField("request", "bind").Warning("No provider found for request")
diff --git a/outpost/pkg/ldap/instance_bind.go b/outpost/pkg/ldap/instance_bind.go
index ea1f7b7a3..905f3060c 100644
--- a/outpost/pkg/ldap/instance_bind.go
+++ b/outpost/pkg/ldap/instance_bind.go
@@ -29,7 +29,7 @@ type PasswordResponse struct {
 }
 
 func (pi *ProviderInstance) getUsername(dn string) (string, error) {
-	if !strings.HasSuffix(dn, pi.BaseDN) {
+	if !strings.HasSuffix(strings.ToLower(dn), strings.ToLower(pi.BaseDN)) {
 		return "", errors.New("invalid base DN")
 	}
 	dns, err := goldap.ParseDN(dn)
@@ -38,12 +38,12 @@ func (pi *ProviderInstance) getUsername(dn string) (string, error) {
 	}
 	for _, part := range dns.RDNs {
 		for _, attribute := range part.Attributes {
-			if attribute.Type == "DN" {
+			if strings.ToLower(attribute.Type) == "cn" {
 				return attribute.Value, nil
 			}
 		}
 	}
-	return "", errors.New("failed to find dn")
+	return "", errors.New("failed to find cn")
 }
 
 func (pi *ProviderInstance) Bind(username string, bindPW string, conn net.Conn) (ldap.LDAPResultCode, error) {
@@ -150,6 +150,8 @@ func (pi *ProviderInstance) solveFlowChallenge(bindDN string, password string, c
 		responseParams.Data = &UIDResponse{UIDFIeld: bindDN}
 	case "ak-stage-password":
 		responseParams.Data = &PasswordResponse{Password: password}
+	case "ak-stage-access-denied":
+		return false, errors.New("got ak-stage-access-denied")
 	default:
 		return false, fmt.Errorf("unsupported challenge type: %s", challenge.Payload.Component)
 	}
diff --git a/website/docs/outposts/ldap.md b/website/docs/outposts/ldap.md
index c3fc75988..e9b0b6012 100644
--- a/website/docs/outposts/ldap.md
+++ b/website/docs/outposts/ldap.md
@@ -14,7 +14,9 @@ Binding against the LDAP Server uses a flow in the background. This allows you t
 
 You can configure under which base DN the information should be available. For this documentation we'll use the default of `DC=ldap,DC=goauthentik,DC=io`.
 
-Users are available under `cn=users,<base DN>` and groups under `cn=groups,<base DN>`.
+Users are available under `ou=users,<base DN>` and groups under `ou=groups,<base DN>`.
+
+You can bind using the DN `cn=<username>,ou=users,<base DN>`.
 
 The following fields are currently sent for users:
 
@@ -36,7 +38,7 @@ The following fields are current set for groups:
 - cn: The group's name
 - uid: Unique group identifier
 - objectClass: A list of these strings:
-  - "user"
+  - "group"
   - "goauthentik.io/ldap/group"
 
 **Additionally**, for both users and groups, any attributes you set are also present as LDAP Attributes.