diff --git a/src/storage/s3.js b/src/storage/s3.js
index 1868a43fd..4eab6b2c8 100644
--- a/src/storage/s3.js
+++ b/src/storage/s3.js
@@ -59,33 +59,47 @@ function createS3Client(apiConfig, options) {
         secretAccessKey: apiConfig.secretAccessKey
     };
 
-    const requestHandler = new NodeHttpHandler({
-        connectionTimeout: 60000,
-        socketTimeout: 20 * 60 * 1000
-    });
+    class CustomHttpHandler extends NodeHttpHandler {
+        // AWS decided to use CRC32 for checksums. The Client SDK has then been changed to set this for requests as default. https://github.com/aws/aws-sdk-js-v3/blob/main/supplemental-docs/MD5_FALLBACK.md
+        // requestChecksumCalculation: "WHEN_REQUIRED", responseChecksumValidation: "WHEN_REQUIRED", "checksumAlgorithm": "md5" all don't work
+        // Non-AWS doesn't support this. It seems when there is a request body, the sdk always sends Expect 101-continue header before sending request body. DO Spaces just doesn't respond to this.
+        // see also: https://github.com/aws/aws-sdk-js-v3/issues/6810 https://github.com/aws/aws-sdk-js-v3/issues/6819 https://github.com/aws/aws-sdk-js-v3/issues/6761
+        #removeExpectHeader;
+        constructor(options) {
+            super(options);
+            this.#removeExpectHeader = options.removeExpectHeader;
+
+            if (options.http) this.agent = new http.Agent({});
+            if (options.acceptSelfSignedCerts) this.agent = new https.Agent({ rejectUnauthorized: false });
+        }
+
+        async handle(request, options) {
+            if (this.#removeExpectHeader && request.headers?.Expect) delete request.headers['Expect'];
+            return super.handle(request, options);
+        }
+    }
+
+    // aws s3 endpoint names come from the SDK
+    const isHttps = apiConfig.endpoint?.startsWith('https://') || apiConfig.provider === 's3';
 
     // sdk v3 only has signature support v4
     const clientConfig = {
         forcePathStyle: apiConfig.s3ForcePathStyle === true ? true : false, // Use vhost style instead of path style - https://forums.aws.amazon.com/ann.jspa?annID=6776
         region: apiConfig.region || 'us-east-1',
         credentials,
-        requestHandler,
+        requestHandler: new CustomHttpHandler({
+            connectionTimeout: 60000,
+            socketTimeout: 20 * 60 * 1000,
+            removeExpectHeader: options.removeExpectHeader,
+            http: !isHttps,
+            acceptSelfSignedCerts: isHttps && (apiConfig.acceptSelfSignedCerts || apiConfig.bucket.includes('.'))
+        }),
         // logger: console
     };
 
     if (options.retryStrategy) clientConfig.retryStrategy = options.retryStrategy;
     if (apiConfig.endpoint) clientConfig.endpoint = apiConfig.endpoint;
 
-    // s3 endpoint names come from the SDK
-    const isHttps = clientConfig.endpoint?.startsWith('https://') || apiConfig.provider === 's3';
-    if (isHttps) {
-        if (apiConfig.acceptSelfSignedCerts || apiConfig.bucket.includes('.')) {
-            requestHandler.agent = new https.Agent({ rejectUnauthorized: false });
-        }
-    } else { // http agent is required for http endpoints
-        requestHandler.agent = new http.Agent({});
-    }
-
     const client = constants.TEST ? new globalThis.S3Mock(clientConfig) : new S3(clientConfig);
     // https://github.com/aws/aws-sdk-js-v3/issues/6761#issuecomment-2574480834
     // client.middlewareStack.add((next, context) => async (args) => {
@@ -435,13 +449,11 @@ async function remove(apiConfig, filename) {
 
     const deleteParams = {
         Bucket: apiConfig.bucket,
-        Delete: {
-            Objects: [{ Key: filename }]
-        }
+        Key: filename
     };
 
-    // deleteObjects does not return error if key is not found
-    const [error] = await safe(s3.deleteObjects(deleteParams));
+    // deleteObject does not return error if key is not found
+    const [error] = await safe(s3.deleteObject(deleteParams));
     if (error) throw new BoxError(BoxError.EXTERNAL_ERROR, `Unable to remove ${filename}. ${formatError(error)}`);
 }
 
@@ -466,7 +478,7 @@ async function removeDir(apiConfig, pathPrefix, progressCallback) {
     assert.strictEqual(typeof pathPrefix, 'string');
     assert.strictEqual(typeof progressCallback, 'function');
 
-    const s3 = createS3Client(apiConfig, { retryStrategy: RETRY_STRATEGY });
+    const s3 = createS3Client(apiConfig, { retryStrategy: RETRY_STRATEGY, removeExpectHeader: true });
 
     let total = 0;
     let marker = null;