diff --git a/api/client/src/main/java/org/projectnessie/client/auth/oauth2/OAuth2Utils.java b/api/client/src/main/java/org/projectnessie/client/auth/oauth2/OAuth2Utils.java
index f64e3e8a27c..26f1e66e793 100644
--- a/api/client/src/main/java/org/projectnessie/client/auth/oauth2/OAuth2Utils.java
+++ b/api/client/src/main/java/org/projectnessie/client/auth/oauth2/OAuth2Utils.java
@@ -18,6 +18,8 @@
 import com.fasterxml.jackson.databind.JsonNode;
 import java.net.URI;
 import java.security.SecureRandom;
+import java.util.ArrayList;
+import java.util.List;
 import java.util.Random;
 import org.projectnessie.client.http.HttpClient;
 import org.projectnessie.client.http.HttpClientException;
@@ -28,6 +30,17 @@ class OAuth2Utils {
 
   private static final Random RANDOM = new SecureRandom();
 
+  /**
+   * Common locations for OpenID provider metadata.
+   *
+   * @see <a
+   *     href="https://openid.net/specs/openid-connect-discovery-1_0.html#ProviderMetadata">OpenID
+   *     Connect Discovery 1.0</a>
+   * @see <a href="https://tools.ietf.org/html/rfc8414#section-5">RFC 8414 Section 5</a>
+   */
+  private static final String[] WELL_KNOWN_PATHS =
+      new String[] {".well-known/openid-configuration", ".well-known/oauth-authorization-server"};
+
   static String randomAlphaNumString(int length) {
     return RANDOM
         .ints('0', 'z' + 1)
@@ -38,17 +51,32 @@ static String randomAlphaNumString(int length) {
   }
 
   public static JsonNode fetchOpenIdProviderMetadata(HttpClient httpClient, URI issuerUrl) {
-    HttpResponse response =
-        httpClient.newRequest(issuerUrl).path(".well-known/openid-configuration").get();
-    Status status = response.getStatus();
-    if (status != Status.OK) {
-      throw new HttpClientException(
-          "OpenID provider metadata request returned status code " + status.getCode());
+    List<Exception> failures = null;
+    for (String path : WELL_KNOWN_PATHS) {
+      try {
+        HttpResponse response = httpClient.newRequest(issuerUrl).path(path).get();
+        Status status = response.getStatus();
+        if (status != Status.OK) {
+          throw new HttpClientException(
+              "OpenID provider metadata request returned status code " + status.getCode());
+        }
+        JsonNode data = response.readEntity(JsonNode.class);
+        if (!data.has("issuer") || !data.has("authorization_endpoint")) {
+          throw new HttpClientException("Invalid OpenID provider metadata");
+        }
+        return data;
+      } catch (Exception e) {
+        if (failures == null) {
+          failures = new ArrayList<>(WELL_KNOWN_PATHS.length);
+        }
+        failures.add(e);
+      }
     }
-    JsonNode data = response.readEntity(JsonNode.class);
-    if (!data.has("issuer") || !data.has("authorization_endpoint")) {
-      throw new HttpClientException("Invalid OpenID provider metadata");
+    HttpClientException e =
+        new HttpClientException("Failed to fetch OpenID provider metadata", failures.get(0));
+    for (int i = 1; i < failures.size(); i++) {
+      e.addSuppressed(failures.get(i));
     }
-    return data;
+    throw e;
   }
 }
diff --git a/api/client/src/test/java/org/projectnessie/client/auth/oauth2/TestOAuth2Utils.java b/api/client/src/test/java/org/projectnessie/client/auth/oauth2/TestOAuth2Utils.java
index befab08782f..76bfe75e867 100644
--- a/api/client/src/test/java/org/projectnessie/client/auth/oauth2/TestOAuth2Utils.java
+++ b/api/client/src/test/java/org/projectnessie/client/auth/oauth2/TestOAuth2Utils.java
@@ -16,7 +16,8 @@
 package org.projectnessie.client.auth.oauth2;
 
 import static org.assertj.core.api.Assertions.assertThat;
-import static org.assertj.core.api.Assertions.assertThatThrownBy;
+import static org.assertj.core.api.Assertions.catchException;
+import static org.assertj.core.api.InstanceOfAssertFactories.throwable;
 import static org.projectnessie.client.auth.oauth2.OAuth2ClientConfig.OBJECT_MAPPER;
 
 import com.fasterxml.jackson.databind.JsonNode;
@@ -57,8 +58,12 @@ void testRandomAlphaNumString(int length) {
   @CsvSource({
     "''              , /.well-known/openid-configuration",
     "/               , /.well-known/openid-configuration",
+    "''              , /.well-known/oauth-authorization-server",
+    "/               , /.well-known/oauth-authorization-server",
     "/realms/master  , /realms/master/.well-known/openid-configuration",
-    "/realms/master/ , /realms/master/.well-known/openid-configuration"
+    "/realms/master/ , /realms/master/.well-known/openid-configuration",
+    "/realms/master  , /realms/master/.well-known/oauth-authorization-server",
+    "/realms/master/ , /realms/master/.well-known/oauth-authorization-server"
   })
   void fetchOpenIdProviderMetadataSuccess(String issuerPath, String wellKnownPath)
       throws Exception {
@@ -75,9 +80,18 @@ void fetchOpenIdProviderMetadataWrongEndpoint() throws Exception {
     try (HttpTestServer server = new HttpTestServer(handler("/wrong/path", DATA), true);
         HttpClient httpClient = newHttpClient(server)) {
       URI issuerUrl = server.getUri().resolve("/realms/master/");
-      assertThatThrownBy(() -> OAuth2Utils.fetchOpenIdProviderMetadata(httpClient, issuerUrl))
+      Exception e =
+          catchException(() -> OAuth2Utils.fetchOpenIdProviderMetadata(httpClient, issuerUrl));
+      assertThat(e)
+          .isInstanceOf(HttpClientException.class)
+          .hasMessageContaining("Failed to fetch OpenID provider metadata");
+      assertThat(e.getCause())
           .isInstanceOf(HttpClientException.class)
           .hasMessageContaining("404"); // messages differ between HttpClient impls
+      assertThat(e.getSuppressed())
+          .singleElement()
+          .asInstanceOf(throwable(HttpClientException.class))
+          .hasMessageContaining("404");
     }
   }
 
@@ -88,9 +102,18 @@ void fetchOpenIdProviderMetadataWrongData() throws Exception {
                 handler("/realms/master/.well-known/openid-configuration", WRONG_DATA), true);
         HttpClient httpClient = newHttpClient(server)) {
       URI issuerUrl = server.getUri().resolve("/realms/master/");
-      assertThatThrownBy(() -> OAuth2Utils.fetchOpenIdProviderMetadata(httpClient, issuerUrl))
-          .isInstanceOfAny(HttpClientException.class)
+      Exception e =
+          catchException(() -> OAuth2Utils.fetchOpenIdProviderMetadata(httpClient, issuerUrl));
+      assertThat(e)
+          .isInstanceOf(HttpClientException.class)
+          .hasMessageContaining("Failed to fetch OpenID provider metadata");
+      assertThat(e.getCause())
+          .isInstanceOf(HttpClientException.class)
           .hasMessage("Invalid OpenID provider metadata");
+      assertThat(e.getSuppressed())
+          .singleElement()
+          .asInstanceOf(throwable(HttpClientException.class))
+          .hasMessageContaining("404"); // messages differ between HttpClient impls
     }
   }