diff --git a/packages/artifact/src/internal/upload-http-client.ts b/packages/artifact/src/internal/upload-http-client.ts
index 9892a42d..a9a77f32 100644
--- a/packages/artifact/src/internal/upload-http-client.ts
+++ b/packages/artifact/src/internal/upload-http-client.ts
@@ -9,6 +9,7 @@ import {
   UploadResults
 } from './contracts'
 import {
+  digestForStream,
   getArtifactUrl,
   getContentRange,
   getUploadHeaders,
@@ -406,6 +407,9 @@ export class UploadHttpClient {
     isGzip: boolean,
     totalFileSize: number
   ): Promise<boolean> {
+    // open a new stream and read it to compute the digest
+    const digest = await digestForStream(openStream())
+
     // prepare all the necessary headers before making any http call
     const headers = getUploadHeaders(
       'application/octet-stream',
@@ -413,7 +417,8 @@ export class UploadHttpClient {
       isGzip,
       totalFileSize,
       end - start + 1,
-      getContentRange(start, end, uploadFileSize)
+      getContentRange(start, end, uploadFileSize),
+      digest
     )
 
     const uploadChunkRequest = async (): Promise<IHttpClientResponse> => {
diff --git a/packages/artifact/src/internal/utils.ts b/packages/artifact/src/internal/utils.ts
index f2b99f33..e23056f6 100644
--- a/packages/artifact/src/internal/utils.ts
+++ b/packages/artifact/src/internal/utils.ts
@@ -1,9 +1,10 @@
-import {debug, info, warning} from '@actions/core'
+import * as crypto from 'crypto'
 import {promises as fs} from 'fs'
+import {IncomingHttpHeaders} from 'http'
+import {debug, info, warning} from '@actions/core'
 import {HttpCodes, HttpClient} from '@actions/http-client'
 import {BearerCredentialHandler} from '@actions/http-client/auth'
 import {IHeaders, IHttpClientResponse} from '@actions/http-client/interfaces'
-import {IncomingHttpHeaders} from 'http'
 import {
   getRuntimeToken,
   getRuntimeUrl,
@@ -180,7 +181,8 @@ export function getUploadHeaders(
   isGzip?: boolean,
   uncompressedLength?: number,
   contentLength?: number,
-  contentRange?: string
+  contentRange?: string,
+  digest?: string
 ): IHeaders {
   const requestOptions: IHeaders = {}
   requestOptions['Accept'] = `application/json;api-version=${getApiVersion()}`
@@ -202,6 +204,10 @@ export function getUploadHeaders(
   if (contentRange) {
     requestOptions['Content-Range'] = contentRange
   }
+  if (digest) {
+    // TODO(robherley): should we use 'Digest' directly? https://developer.mozilla.org/en-US/docs/Web/HTTP/Headers/Digest
+    requestOptions['X-Digest'] = `sha-256=${digest}`
+  }
 
   return requestOptions
 }
@@ -291,3 +297,15 @@ export function getProperRetention(
 export async function sleep(milliseconds: number): Promise<void> {
   return new Promise(resolve => setTimeout(resolve, milliseconds))
 }
+
+export async function digestForStream(
+  stream: NodeJS.ReadableStream
+): Promise<string> {
+  return new Promise((resolve, reject) => {
+    // TODO(robherley): switch to crc64 for production
+    const hasher = crypto.createHash('sha256')
+    stream.on('data', data => hasher.update(data))
+    stream.on('end', () => resolve(hasher.digest('hex')))
+    stream.on('error', reject)
+  })
+}