diff --git a/Notesnook.API/Controllers/S3Controller.cs b/Notesnook.API/Controllers/S3Controller.cs
index b88d140..b912ded 100644
--- a/Notesnook.API/Controllers/S3Controller.cs
+++ b/Notesnook.API/Controllers/S3Controller.cs
@@ -102,7 +102,7 @@ namespace Notesnook.API.Controllers
 
         private async Task<long> UploadFileAsync(string userId, string name, long fileSize)
         {
-            var url = s3Service.GetInternalUploadObjectUrl(userId, name) ?? throw new Exception("Could not create signed url.");
+            var url = await s3Service.GetInternalUploadObjectUrlAsync(userId, name) ?? throw new Exception("Could not create signed url.");
 
             var httpClient = new HttpClient();
             var content = new StreamContent(HttpContext.Request.BodyReader.AsStream());
@@ -168,7 +168,7 @@ namespace Notesnook.API.Controllers
             try
             {
                 var userId = this.User.GetUserId();
-                var url = await s3Service.GetDownloadObjectUrl(userId, name);
+                var url = await s3Service.GetDownloadObjectUrlAsync(userId, name);
                 if (url == null) return BadRequest("Could not create signed url.");
                 return Ok(url);
             }
diff --git a/Notesnook.API/Helpers/S3FailoverHelper.cs b/Notesnook.API/Helpers/S3FailoverHelper.cs
new file mode 100644
index 0000000..9ba4b5c
--- /dev/null
+++ b/Notesnook.API/Helpers/S3FailoverHelper.cs
@@ -0,0 +1,414 @@
+/*
+This file is part of the Notesnook Sync Server project (https://notesnook.com/)
+
+Copyright (C) 2023 Streetwriters (Private) Limited
+
+This program is free software: you can redistribute it and/or modify
+it under the terms of the Affero GNU General Public License as published by
+the Free Software Foundation, either version 3 of the License, or
+(at your option) any later version.
+
+This program is distributed in the hope that it will be useful,
+but WITHOUT ANY WARRANTY; without even the implied warranty of
+MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+Affero GNU General Public License for more details.
+
+You should have received a copy of the Affero GNU General Public License
+along with this program.  If not, see <http://www.gnu.org/licenses/>.
+*/
+
+using System;
+using System.Collections.Generic;
+using System.Linq;
+using System.Threading.Tasks;
+using Amazon.S3;
+using Amazon.S3.Model;
+using Microsoft.Extensions.Logging;
+
+namespace Notesnook.API.Helpers
+{
+    /// <summary>
+    /// Configuration for S3 failover behavior
+    /// </summary>
+    public class S3FailoverConfig
+    {
+        /// <summary>
+        /// Maximum number of retry attempts per endpoint
+        /// </summary>
+        public int MaxRetries { get; set; } = 3;
+
+        /// <summary>
+        /// Delay between retries in milliseconds
+        /// </summary>
+        public int RetryDelayMs { get; set; } = 1000;
+
+        /// <summary>
+        /// Whether to use exponential backoff for retries
+        /// </summary>
+        public bool UseExponentialBackoff { get; set; } = true;
+
+        /// <summary>
+        /// Whether to allow failover for write operations (PUT, POST, DELETE).
+        /// Default is false to prevent data consistency issues.
+        /// </summary>
+        public bool AllowWriteFailover { get; set; } = false;
+
+        /// <summary>
+        /// List of exception types that should trigger failover
+        /// </summary>
+        public HashSet<Type> FailoverExceptions { get; set; } = new()
+        {
+            typeof(AmazonS3Exception),
+            typeof(System.Net.Http.HttpRequestException),
+            typeof(System.Net.Sockets.SocketException),
+            typeof(System.Threading.Tasks.TaskCanceledException),
+            typeof(TimeoutException)
+        };
+
+        /// <summary>
+        /// List of S3 error codes that should trigger failover
+        /// </summary>
+        public HashSet<string> FailoverErrorCodes { get; set; } = new()
+        {
+            "ServiceUnavailable",
+            "SlowDown",
+            "InternalError",
+            "RequestTimeout"
+        };
+    }
+
+    /// <summary>
+    /// Result of a failover operation
+    /// </summary>
+    public class S3FailoverResult<T>
+    {
+        public T? Result { get; set; }
+        public bool UsedFailover { get; set; }
+        public int ClientIndex { get; set; } = 0;
+        public int AttemptsUsed { get; set; }
+        public Exception? LastException { get; set; }
+    }
+
+    /// <summary>
+    /// Helper class for S3 operations with automatic failover to multiple endpoints
+    /// </summary>
+    public class S3FailoverHelper
+    {
+        private readonly List<AmazonS3Client> clients;
+        private readonly S3FailoverConfig config;
+        private readonly ILogger? logger;
+
+        /// <summary>
+        /// Initialize with a list of S3 clients (first is primary, rest are failover endpoints)
+        /// </summary>
+        public S3FailoverHelper(
+            IEnumerable<AmazonS3Client> clients,
+            S3FailoverConfig? config = null,
+            ILogger? logger = null)
+        {
+            if (clients == null) throw new ArgumentNullException(nameof(clients));
+            this.clients = new List<AmazonS3Client>(clients);
+            if (this.clients.Count == 0) throw new ArgumentException("At least one S3 client is required", nameof(clients));
+            this.config = config ?? new S3FailoverConfig();
+            this.logger = logger;
+        }
+
+        /// <summary>
+        /// Initialize with params array of S3 clients
+        /// </summary>
+        public S3FailoverHelper(
+            S3FailoverConfig? config = null,
+            ILogger? logger = null,
+            params AmazonS3Client[] clients)
+        {
+            if (clients == null || clients.Length == 0)
+                throw new ArgumentException("At least one S3 client is required", nameof(clients));
+            this.clients = new List<AmazonS3Client>(clients);
+            this.config = config ?? new S3FailoverConfig();
+            this.logger = logger;
+        }
+
+        /// <summary>
+        /// Execute an S3 operation with automatic failover
+        /// </summary>
+        /// <param name="operation">The S3 operation to execute</param>
+        /// <param name="operationName">Name of the operation for logging</param>
+        /// <param name="isWriteOperation">Whether this is a write operation (PUT/POST/DELETE). Write operations only use primary endpoint by default.</param>
+        public async Task<T> ExecuteWithFailoverAsync<T>(
+            Func<AmazonS3Client, Task<T>> operation,
+            string operationName = "S3Operation",
+            bool isWriteOperation = false)
+        {
+            var result = await ExecuteWithFailoverInternalAsync(operation, operationName, isWriteOperation);
+            if (result.Result == null)
+            {
+                throw result.LastException ?? new Exception($"Failed to execute {operationName} on all endpoints");
+            }
+            return result.Result;
+        }
+
+        /// <summary>
+        /// Execute an S3 operation with automatic failover and return detailed result
+        /// </summary>
+        /// <param name="operation">The S3 operation to execute</param>
+        /// <param name="operationName">Name of the operation for logging</param>
+        /// <param name="isWriteOperation">Whether this is a write operation (PUT/POST/DELETE). Write operations only use primary endpoint by default.</param>
+        private async Task<S3FailoverResult<T>> ExecuteWithFailoverInternalAsync<T>(
+            Func<AmazonS3Client, Task<T>> operation,
+            string operationName = "S3Operation",
+            bool isWriteOperation = false)
+        {
+            var result = new S3FailoverResult<T>();
+            Exception? lastException = null;
+
+            // Determine max clients to try based on write operation flag
+            var maxClientsToTry = (isWriteOperation && !config.AllowWriteFailover) ? 1 : clients.Count;
+
+            if (isWriteOperation && !config.AllowWriteFailover && clients.Count > 1)
+            {
+                logger?.LogDebug(
+                    "Write operation {Operation} will only use primary endpoint. Failover is disabled for write operations.",
+                    operationName);
+            }
+
+            // Try each client in sequence (first is primary, rest are failovers)
+            for (int i = 0; i < maxClientsToTry; i++)
+            {
+                var client = clients[i];
+                var clientName = i == 0 ? "primary" : $"failover-{i}";
+                var isPrimary = i == 0;
+
+                if (!isPrimary && lastException != null)
+                {
+                    logger?.LogWarning(lastException,
+                        "Previous S3 endpoint failed for {Operation}. Attempting {ClientName} (endpoint {Index}/{Total}).",
+                        operationName, clientName, i + 1, maxClientsToTry);
+                }
+
+                var (success, value, exception, attempts) = await TryExecuteAsync(client, operation, operationName, clientName);
+                result.AttemptsUsed += attempts;
+
+                if (success && value != null)
+                {
+                    result.Result = value;
+                    result.UsedFailover = !isPrimary;
+                    result.ClientIndex = i;
+
+                    if (!isPrimary)
+                    {
+                        logger?.LogInformation(
+                            "Successfully failed over to {ClientName} S3 endpoint for {Operation}",
+                            clientName, operationName);
+                    }
+
+                    return result;
+                }
+
+                lastException = exception;
+
+                // If this is not the last client and should retry, log and continue
+                if (i < maxClientsToTry - 1 && ShouldFailover(exception))
+                {
+                    logger?.LogWarning(exception,
+                        "Endpoint {ClientName} failed for {Operation}. {Remaining} endpoint(s) remaining.",
+                        clientName, operationName, maxClientsToTry - i - 1);
+                }
+            }
+
+            // All clients failed
+            result.LastException = lastException;
+            logger?.LogError(lastException,
+                "All S3 endpoints failed for {Operation}. Total endpoints tried: {EndpointCount}, Total attempts: {Attempts}",
+                operationName, maxClientsToTry, result.AttemptsUsed);
+
+            return result;
+        }        /// <summary>
+                 /// Try to execute an operation with retries
+                 /// </summary>
+        private async Task<(bool success, T? value, Exception? exception, int attempts)> TryExecuteAsync<T>(
+            AmazonS3Client client,
+            Func<AmazonS3Client, Task<T>> operation,
+            string operationName,
+            string endpointName)
+        {
+            Exception? lastException = null;
+            int attempts = 0;
+
+            for (int retry = 0; retry <= config.MaxRetries; retry++)
+            {
+                attempts++;
+                try
+                {
+                    var result = await operation(client);
+                    return (true, result, null, attempts);
+                }
+                catch (Exception ex)
+                {
+                    lastException = ex;
+
+                    if (retry < config.MaxRetries && ShouldRetry(ex))
+                    {
+                        var delay = CalculateRetryDelay(retry);
+                        logger?.LogWarning(ex,
+                            "Attempt {Attempt}/{MaxAttempts} failed for {Operation} on {Endpoint}. Retrying in {Delay}ms",
+                            retry + 1, config.MaxRetries + 1, operationName, endpointName, delay);
+
+                        await Task.Delay(delay);
+                    }
+                    else
+                    {
+                        logger?.LogError(ex,
+                            "Operation {Operation} failed on {Endpoint} after {Attempts} attempts",
+                            operationName, endpointName, attempts);
+                        break;
+                    }
+                }
+            }
+
+            return (false, default, lastException, attempts);
+        }
+
+        /// <summary>
+        /// Determine if an exception should trigger a retry
+        /// </summary>
+        private bool ShouldRetry(Exception exception)
+        {
+            // Check if exception type is in the retry list
+            var exceptionType = exception.GetType();
+            if (config.FailoverExceptions.Contains(exceptionType))
+            {
+                // For S3 exceptions, check error codes
+                if (exception is AmazonS3Exception s3Exception)
+                {
+                    return config.FailoverErrorCodes.Contains(s3Exception.ErrorCode);
+                }
+                return true;
+            }
+
+            return false;
+        }
+
+        /// <summary>
+        /// Determine if an exception should trigger failover to secondary endpoint
+        /// </summary>
+        private bool ShouldFailover(Exception? exception)
+        {
+            if (exception == null) return false;
+            return ShouldRetry(exception);
+        }
+
+        /// <summary>
+        /// Calculate delay for retry based on retry attempt number
+        /// </summary>
+        private int CalculateRetryDelay(int retryAttempt)
+        {
+            if (!config.UseExponentialBackoff)
+            {
+                return config.RetryDelayMs;
+            }
+
+            // Exponential backoff: delay * 2^retryAttempt
+            return config.RetryDelayMs * (int)Math.Pow(2, retryAttempt);
+        }
+
+        /// <summary>
+        /// Execute a void operation with automatic failover
+        /// </summary>
+        /// <param name="operation">The S3 operation to execute</param>
+        /// <param name="operationName">Name of the operation for logging</param>
+        /// <param name="isWriteOperation">Whether this is a write operation (PUT/POST/DELETE). Write operations only use primary endpoint by default.</param>
+        public async Task ExecuteWithFailoverAsync(
+            Func<AmazonS3Client, Task> operation,
+            string operationName = "S3Operation",
+            bool isWriteOperation = false)
+        {
+            await ExecuteWithFailoverAsync<object?>(async (client) =>
+            {
+                await operation(client);
+                return null;
+            }, operationName, isWriteOperation);
+        }
+    }
+
+    public static class S3ClientFactory
+    {
+        public static List<AmazonS3Client> CreateS3Clients(
+            string serviceUrls,
+            string regions,
+            string accessKeyIds,
+            string secretKeys,
+            bool forcePathStyle = true)
+        {
+            if (string.IsNullOrWhiteSpace(serviceUrls))
+                return new List<AmazonS3Client>();
+
+            var urls = SplitAndTrim(serviceUrls);
+            var regionList = SplitAndTrim(regions);
+            var keyIds = SplitAndTrim(accessKeyIds);
+            var secrets = SplitAndTrim(secretKeys);
+
+            if (urls.Length != regionList.Length ||
+                urls.Length != keyIds.Length ||
+                urls.Length != secrets.Length)
+            {
+                throw new ArgumentException("All S3 configuration parameters must have the same number of values");
+            }
+
+            var clients = new List<AmazonS3Client>();
+
+            for (int i = 0; i < urls.Length; i++)
+            {
+                var url = urls[i];
+                if (string.IsNullOrWhiteSpace(url))
+                    continue;
+
+                // Get corresponding values from other arrays
+                var region = regionList[i];
+                var keyId = keyIds[i];
+                var secret = secrets[i];
+
+                // Validate that all required values are present
+                if (string.IsNullOrWhiteSpace(region) ||
+                    string.IsNullOrWhiteSpace(keyId) ||
+                    string.IsNullOrWhiteSpace(secret))
+                {
+                    System.Diagnostics.Debug.WriteLine(
+                        $"Skipping S3 client at index {i}: Missing required values (URL={url}, Region={region}, KeyId={keyId?.Length > 0}, Secret={secret?.Length > 0})");
+                    continue;
+                }
+
+                try
+                {
+                    var config = new AmazonS3Config
+                    {
+                        ServiceURL = url,
+                        AuthenticationRegion = region,
+                        ForcePathStyle = forcePathStyle,
+                        SignatureMethod = Amazon.Runtime.SigningAlgorithm.HmacSHA256,
+                        SignatureVersion = "4"
+                    };
+
+                    var client = new AmazonS3Client(keyId, secret, config);
+                    clients.Add(client);
+                }
+                catch (Exception ex)
+                {
+                    // Log configuration error but continue with other clients
+                    System.Diagnostics.Debug.WriteLine($"Failed to create S3 client for URL {url}: {ex.Message}");
+                }
+            }
+
+            return clients;
+        }
+
+        private static string[] SplitAndTrim(string? input)
+        {
+            if (string.IsNullOrWhiteSpace(input))
+                return Array.Empty<string>();
+
+            return input.Split(';', StringSplitOptions.None)
+                       .Select(s => s.Trim())
+                       .ToArray();
+        }
+    }
+}
diff --git a/Notesnook.API/Interfaces/IS3Service.cs b/Notesnook.API/Interfaces/IS3Service.cs
index 03cbb91..5d5f2bb 100644
--- a/Notesnook.API/Interfaces/IS3Service.cs
+++ b/Notesnook.API/Interfaces/IS3Service.cs
@@ -31,9 +31,9 @@ namespace Notesnook.API.Interfaces
         Task DeleteObjectAsync(string userId, string name);
         Task DeleteDirectoryAsync(string userId);
         Task<long> GetObjectSizeAsync(string userId, string name);
-        string? GetUploadObjectUrl(string userId, string name);
-        string? GetInternalUploadObjectUrl(string userId, string name);
-        Task<string?> GetDownloadObjectUrl(string userId, string name);
+        Task<string?> GetUploadObjectUrlAsync(string userId, string name);
+        Task<string?> GetInternalUploadObjectUrlAsync(string userId, string name);
+        Task<string?> GetDownloadObjectUrlAsync(string userId, string name);
         Task<MultipartUploadMeta> StartMultipartUploadAsync(string userId, string name, int parts, string? uploadId = null);
         Task AbortMultipartUploadAsync(string userId, string name, string uploadId);
         Task CompleteMultipartUploadAsync(string userId, CompleteMultipartUploadRequest uploadRequest);
diff --git a/Notesnook.API/Services/S3Service.cs b/Notesnook.API/Services/S3Service.cs
index 9487019..6d7ac93 100644
--- a/Notesnook.API/Services/S3Service.cs
+++ b/Notesnook.API/Services/S3Service.cs
@@ -27,6 +27,7 @@ using Amazon;
 using Amazon.Runtime;
 using Amazon.S3;
 using Amazon.S3.Model;
+using Microsoft.Extensions.Logging;
 using Microsoft.Extensions.Options;
 using MongoDB.Driver;
 using Notesnook.API.Helpers;
@@ -47,9 +48,9 @@ namespace Notesnook.API.Services
 
     public class S3Service : IS3Service
     {
-        private readonly string BUCKET_NAME = Constants.S3_BUCKET_NAME ?? "";
-        private readonly string INTERNAL_BUCKET_NAME = Constants.S3_INTERNAL_BUCKET_NAME ?? "";
-        private AmazonS3Client S3Client { get; }
+        private readonly string BUCKET_NAME = Constants.S3_BUCKET_NAME;
+        private readonly string INTERNAL_BUCKET_NAME = Constants.S3_INTERNAL_BUCKET_NAME ?? Constants.S3_BUCKET_NAME;
+        private readonly S3FailoverHelper S3Client;
         private ISyncItemsRepositoryAccessor Repositories { get; }
 
         // When running in a dockerized environment the sync server doesn't have access
@@ -60,57 +61,48 @@ namespace Notesnook.API.Services
         // URLs generated by S3 are host specific. Changing their hostname on the fly causes
         // SignatureDoesNotMatch error.
         // That is why we create 2 separate S3 clients. One for internal traffic and one for external.
-        private AmazonS3Client? S3InternalClient { get; }
+        private readonly S3FailoverHelper S3InternalClient;
         private readonly HttpClient httpClient = new();
 
-        public S3Service(ISyncItemsRepositoryAccessor syncItemsRepositoryAccessor)
+        public S3Service(ISyncItemsRepositoryAccessor syncItemsRepositoryAccessor, ILogger<S3Service> logger)
         {
             Repositories = syncItemsRepositoryAccessor;
-            var config = CreateConfig();
-#if (DEBUG || STAGING)
-            S3Client = new AmazonS3Client("S3RVER", "S3RVER", config);
-#else
-            S3Client = new AmazonS3Client(Constants.S3_ACCESS_KEY_ID, Constants.S3_ACCESS_KEY, config);
-#endif
+            S3Client = new S3FailoverHelper(
+                S3ClientFactory.CreateS3Clients(
+                    Constants.S3_SERVICE_URL,
+                    Constants.S3_REGION,
+                    Constants.S3_ACCESS_KEY_ID,
+                    Constants.S3_ACCESS_KEY,
+                    forcePathStyle: true
+                ),
+                logger: logger
+            );
 
-            if (!string.IsNullOrEmpty(Constants.S3_INTERNAL_SERVICE_URL))
+            if (!string.IsNullOrEmpty(Constants.S3_INTERNAL_SERVICE_URL) && !string.IsNullOrEmpty(Constants.S3_INTERNAL_BUCKET_NAME))
             {
-                S3InternalClient = new AmazonS3Client(Constants.S3_ACCESS_KEY_ID, Constants.S3_ACCESS_KEY, new AmazonS3Config
-                {
-                    ServiceURL = Constants.S3_INTERNAL_SERVICE_URL,
-                    AuthenticationRegion = Constants.S3_REGION,
-                    ForcePathStyle = true,
-                    SignatureMethod = SigningAlgorithm.HmacSHA256,
-                    SignatureVersion = "4"
-                });
+                S3InternalClient = new S3FailoverHelper(
+                    S3ClientFactory.CreateS3Clients(
+                        Constants.S3_INTERNAL_SERVICE_URL,
+                        Constants.S3_REGION,
+                        Constants.S3_ACCESS_KEY_ID,
+                        Constants.S3_ACCESS_KEY,
+                        forcePathStyle: true
+                    ),
+                    logger: logger
+                );
             }
+            else S3InternalClient = S3Client;
 
             AWSConfigsS3.UseSignatureVersion4 = true;
         }
 
-        public static AmazonS3Config CreateConfig()
-        {
-            return new AmazonS3Config
-            {
-#if (DEBUG || STAGING)
-                ServiceURL = Servers.S3Server.ToString(),
-#else
-                ServiceURL = Constants.S3_SERVICE_URL,
-                AuthenticationRegion = Constants.S3_REGION,
-#endif
-                ForcePathStyle = true,
-                SignatureMethod = SigningAlgorithm.HmacSHA256,
-                SignatureVersion = "4"
-            };
-        }
-
         public async Task DeleteObjectAsync(string userId, string name)
         {
             var objectName = GetFullObjectName(userId, name) ?? throw new Exception("Invalid object name.");
 
-            var response = await GetS3Client(S3ClientMode.INTERNAL).DeleteObjectAsync(GetBucketName(S3ClientMode.INTERNAL), objectName);
+            var response = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.DeleteObjectAsync(INTERNAL_BUCKET_NAME, objectName), operationName: "DeleteObject", isWriteOperation: true);
 
-            if (!IsSuccessStatusCode(((int)response.HttpStatusCode)))
+            if (!IsSuccessStatusCode((int)response.HttpStatusCode))
                 throw new Exception("Could not delete object.");
         }
 
@@ -118,7 +110,7 @@ namespace Notesnook.API.Services
         {
             var request = new ListObjectsV2Request
             {
-                BucketName = GetBucketName(S3ClientMode.INTERNAL),
+                BucketName = INTERNAL_BUCKET_NAME,
                 Prefix = userId,
             };
 
@@ -126,7 +118,7 @@ namespace Notesnook.API.Services
             var keys = new List<KeyVersion>();
             do
             {
-                response = await GetS3Client(S3ClientMode.INTERNAL).ListObjectsV2Async(request);
+                response = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.ListObjectsV2Async(request), operationName: "ListObjectsV2");
                 response.S3Objects.ForEach(obj => keys.Add(new KeyVersion
                 {
                     Key = obj.Key,
@@ -138,12 +130,11 @@ namespace Notesnook.API.Services
 
             if (keys.Count <= 0) return;
 
-            var deleteObjectsResponse = await GetS3Client(S3ClientMode.INTERNAL)
-            .DeleteObjectsAsync(new DeleteObjectsRequest
+            var deleteObjectsResponse = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.DeleteObjectsAsync(new DeleteObjectsRequest
             {
-                BucketName = GetBucketName(S3ClientMode.INTERNAL),
+                BucketName = INTERNAL_BUCKET_NAME,
                 Objects = keys,
-            });
+            }), operationName: "DeleteObjects", isWriteOperation: true);
 
             if (!IsSuccessStatusCode((int)deleteObjectsResponse.HttpStatusCode))
                 throw new Exception("Could not delete directory.");
@@ -151,7 +142,7 @@ namespace Notesnook.API.Services
 
         public async Task<long> GetObjectSizeAsync(string userId, string name)
         {
-            var url = this.GetPresignedURL(userId, name, HttpVerb.HEAD, S3ClientMode.INTERNAL);
+            var url = await this.GetPresignedURLAsync(userId, name, HttpVerb.HEAD, S3ClientMode.INTERNAL);
             if (url == null) return 0;
 
             var request = new HttpRequestMessage(HttpMethod.Head, url);
@@ -160,17 +151,17 @@ namespace Notesnook.API.Services
         }
 
 
-        public string? GetUploadObjectUrl(string userId, string name)
+        public async Task<string?> GetUploadObjectUrlAsync(string userId, string name)
         {
-            return this.GetPresignedURL(userId, name, HttpVerb.PUT);
+            return await this.GetPresignedURLAsync(userId, name, HttpVerb.PUT);
         }
 
-        public string? GetInternalUploadObjectUrl(string userId, string name)
+        public async Task<string?> GetInternalUploadObjectUrlAsync(string userId, string name)
         {
-            return this.GetPresignedURL(userId, name, HttpVerb.PUT, S3ClientMode.INTERNAL);
+            return await this.GetPresignedURLAsync(userId, name, HttpVerb.PUT, S3ClientMode.INTERNAL);
         }
 
-        public async Task<string?> GetDownloadObjectUrl(string userId, string name)
+        public async Task<string?> GetDownloadObjectUrlAsync(string userId, string name)
         {
             // var subscriptionService = await WampServers.SubscriptionServer.GetServiceAsync<IUserSubscriptionService>(SubscriptionServerTopics.UserSubscriptionServiceTopic);
             // var subscription = await subscriptionService.GetUserSubscriptionAsync(Clients.Notesnook.Id, userId);
@@ -182,7 +173,7 @@ namespace Notesnook.API.Services
             //     throw new Exception($"You cannot download files larger than {StorageHelper.FormatBytes(fileSizeLimit)} on this plan.");
             // }
 
-            var url = this.GetPresignedURL(userId, name, HttpVerb.GET);
+            var url = await this.GetPresignedURLAsync(userId, name, HttpVerb.GET);
             if (url == null) return null;
             return url;
         }
@@ -194,8 +185,8 @@ namespace Notesnook.API.Services
 
             if (string.IsNullOrEmpty(uploadId))
             {
-                var response = await GetS3Client(S3ClientMode.INTERNAL).InitiateMultipartUploadAsync(GetBucketName(S3ClientMode.INTERNAL), objectName);
-                if (!IsSuccessStatusCode(((int)response.HttpStatusCode))) throw new Exception("Failed to initiate multipart upload.");
+                var response = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.InitiateMultipartUploadAsync(INTERNAL_BUCKET_NAME, objectName), operationName: "InitiateMultipartUpload", isWriteOperation: true);
+                if (!IsSuccessStatusCode((int)response.HttpStatusCode)) throw new Exception("Failed to initiate multipart upload.");
 
                 uploadId = response.UploadId;
             }
@@ -203,7 +194,7 @@ namespace Notesnook.API.Services
             var signedUrls = new string[parts];
             for (var i = 0; i < parts; ++i)
             {
-                signedUrls[i] = GetPresignedURLForUploadPart(objectName, uploadId, i + 1);
+                signedUrls[i] = await GetPresignedURLForUploadPartAsync(objectName, uploadId, i + 1);
             }
 
             return new MultipartUploadMeta
@@ -218,14 +209,14 @@ namespace Notesnook.API.Services
             var objectName = GetFullObjectName(userId, name);
             if (userId == null || objectName == null) throw new Exception("Could not abort multipart upload.");
 
-            var response = await GetS3Client(S3ClientMode.INTERNAL).AbortMultipartUploadAsync(GetBucketName(S3ClientMode.INTERNAL), objectName, uploadId);
+            var response = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.AbortMultipartUploadAsync(INTERNAL_BUCKET_NAME, objectName, uploadId), operationName: "AbortMultipartUpload", isWriteOperation: true);
             if (!IsSuccessStatusCode(((int)response.HttpStatusCode))) throw new Exception("Failed to abort multipart upload.");
         }
 
         private async Task<long> GetMultipartUploadSizeAsync(string userId, string key, string uploadId)
         {
             var objectName = GetFullObjectName(userId, key);
-            var parts = await GetS3Client(S3ClientMode.INTERNAL).ListPartsAsync(GetBucketName(S3ClientMode.INTERNAL), objectName, uploadId);
+            var parts = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.ListPartsAsync(INTERNAL_BUCKET_NAME, objectName, uploadId), operationName: "ListParts");
             long totalSize = 0;
             foreach (var part in parts.Parts)
             {
@@ -268,9 +259,9 @@ namespace Notesnook.API.Services
             }
 
             uploadRequest.Key = objectName;
-            uploadRequest.BucketName = GetBucketName(S3ClientMode.INTERNAL);
-            var response = await GetS3Client(S3ClientMode.INTERNAL).CompleteMultipartUploadAsync(uploadRequest);
-            if (!IsSuccessStatusCode(((int)response.HttpStatusCode))) throw new Exception("Failed to complete multipart upload.");
+            uploadRequest.BucketName = INTERNAL_BUCKET_NAME;
+            var response = await S3InternalClient.ExecuteWithFailoverAsync((client) => client.CompleteMultipartUploadAsync(uploadRequest), operationName: "CompleteMultipartUpload", isWriteOperation: true);
+            if (!IsSuccessStatusCode((int)response.HttpStatusCode)) throw new Exception("Failed to complete multipart upload.");
 
             if (!Constants.IS_SELF_HOSTED)
             {
@@ -282,34 +273,41 @@ namespace Notesnook.API.Services
             }
         }
 
-        private string? GetPresignedURL(string userId, string name, HttpVerb httpVerb, S3ClientMode mode = S3ClientMode.EXTERNAL)
+        private async Task<string?> GetPresignedURLAsync(string userId, string name, HttpVerb httpVerb, S3ClientMode mode = S3ClientMode.EXTERNAL)
         {
             var objectName = GetFullObjectName(userId, name);
             if (userId == null || objectName == null) return null;
 
-            var client = GetS3Client(mode);
-            var request = new GetPreSignedUrlRequest
+            var client = mode == S3ClientMode.INTERNAL ? S3InternalClient : S3Client;
+            var bucketName = mode == S3ClientMode.INTERNAL ? INTERNAL_BUCKET_NAME : BUCKET_NAME;
+
+            return await client.ExecuteWithFailoverAsync(client =>
             {
-                BucketName = GetBucketName(mode),
-                Expires = System.DateTime.Now.AddHours(1),
-                Verb = httpVerb,
-                Key = objectName,
+                var request = new GetPreSignedUrlRequest
+                {
+                    BucketName = bucketName,
+                    Expires = System.DateTime.Now.AddHours(1),
+                    Verb = httpVerb,
+                    Key = objectName,
 #if (DEBUG || STAGING)
-                Protocol = Protocol.HTTP,
+                    Protocol = Protocol.HTTP,
 #else
-                Protocol = client.Config.ServiceURL.StartsWith("http://") ? Protocol.HTTP : Protocol.HTTPS,
+                    Protocol = client.Config.ServiceURL.StartsWith("http://") ? Protocol.HTTP : Protocol.HTTPS,
 #endif
-            };
-            return client.GetPreSignedURL(request);
+                };
+                return client.GetPreSignedURLAsync(request);
+            }, operationName: "GetPreSignedURL");
         }
 
-        private string GetPresignedURLForUploadPart(string objectName, string uploadId, int partNumber, S3ClientMode mode = S3ClientMode.EXTERNAL)
+        private Task<string> GetPresignedURLForUploadPartAsync(string objectName, string uploadId, int partNumber, S3ClientMode mode = S3ClientMode.EXTERNAL)
         {
 
-            var client = GetS3Client(mode);
-            return client.GetPreSignedURL(new GetPreSignedUrlRequest
+            var client = mode == S3ClientMode.INTERNAL ? S3InternalClient : S3Client;
+            var bucketName = mode == S3ClientMode.INTERNAL ? INTERNAL_BUCKET_NAME : BUCKET_NAME;
+
+            return client.ExecuteWithFailoverAsync(c => c.GetPreSignedURLAsync(new GetPreSignedUrlRequest
             {
-                BucketName = GetBucketName(mode),
+                BucketName = bucketName,
                 Expires = System.DateTime.Now.AddHours(1),
                 Verb = HttpVerb.PUT,
                 Key = objectName,
@@ -318,9 +316,9 @@ namespace Notesnook.API.Services
 #if (DEBUG || STAGING)
                 Protocol = Protocol.HTTP,
 #else
-                Protocol = client.Config.ServiceURL.StartsWith("http://") ? Protocol.HTTP : Protocol.HTTPS,
+                Protocol = c.Config.ServiceURL.StartsWith("http://") ? Protocol.HTTP : Protocol.HTTPS,
 #endif
-            });
+            }), operationName: "GetPreSignedURL");
         }
 
         private static string? GetFullObjectName(string userId, string name)
@@ -333,17 +331,5 @@ namespace Notesnook.API.Services
         {
             return ((int)statusCode >= 200) && ((int)statusCode <= 299);
         }
-
-        AmazonS3Client GetS3Client(S3ClientMode mode = S3ClientMode.EXTERNAL)
-        {
-            if (mode == S3ClientMode.INTERNAL && S3InternalClient != null) return S3InternalClient;
-            return S3Client;
-        }
-
-        string GetBucketName(S3ClientMode mode = S3ClientMode.EXTERNAL)
-        {
-            if (mode == S3ClientMode.INTERNAL && S3InternalClient != null) return INTERNAL_BUCKET_NAME;
-            return BUCKET_NAME;
-        }
     }
 }
\ No newline at end of file
diff --git a/Notesnook.API/Startup.cs b/Notesnook.API/Startup.cs
index de4511e..43da9cd 100644
--- a/Notesnook.API/Startup.cs
+++ b/Notesnook.API/Startup.cs
@@ -200,12 +200,7 @@ namespace Notesnook.API
 
             services.AddControllers();
 
-            services.AddHealthChecks().AddS3((options) =>
-            {
-                options.Credentials = new BasicAWSCredentials(Constants.S3_ACCESS_KEY_ID, Constants.S3_ACCESS_KEY);
-                options.S3Config = S3Service.CreateConfig();
-                options.BucketName = Constants.S3_BUCKET_NAME;
-            }, "s3-check", HealthStatus.Degraded).AddMongoDb(Constants.MONGODB_CONNECTION_STRING, "mongodb-check", HealthStatus.Unhealthy);
+            services.AddHealthChecks();
 
             services.AddSignalR((hub) =>
             {