diff --git a/Core/WebServer.cpp b/Core/WebServer.cpp
index ab5891dcc0..2309239aaf 100644
--- a/Core/WebServer.cpp
+++ b/Core/WebServer.cpp
@@ -33,6 +33,7 @@
 #include "Common/TimeUtil.h"
 #include "Common/StringUtils.h"
 #include "Common/System/System.h"
+#include "Common/System/OSD.h"
 #include "Core/Util/RecentFiles.h"
 #include "Core/Config.h"
 #include "Core/Debugger/WebSocket.h"
@@ -527,6 +528,18 @@ public:
 		std::lock_guard<std::mutex> guard(g_webServerLock);
 		g_uploadsInProgress.erase(sessionId_);
 	}
+	void SetFile(std::string_view filename, size_t size) {
+		std::lock_guard<std::mutex> guard(g_webServerLock);
+		auto &upload = g_uploadsInProgress[sessionId_];
+		upload.currentFilename = filename;
+		upload.currentFileSize = size;
+		upload.uploadedFiles++;
+		upload.totalBytesBeforeCurrentFile = upload.uploadedBytes;
+	}
+	void AddBytes(size_t bytes) {
+		std::lock_guard<std::mutex> guard(g_webServerLock);
+		g_uploadsInProgress[sessionId_].uploadedBytes += bytes;
+	}
 private:
 	int sessionId_;
 };
@@ -566,6 +579,8 @@ static MultiPartResult HandleMultipartPart(const http::ServerRequest &request, s
 			} else if (key == "filename") {
 				INFO_LOG(Log::HTTP, "Upload filename: %.*s", STR_VIEW(value));
 				filename = value;
+			} else if (key == "fileSize") {
+				INFO_LOG(Log::HTTP, "Upload filesize: %.*s", STR_VIEW(value));
 			}
 		} else if (equalsNoCase(StripSpaces(part), "Content-Disposition: form-data")) {
 			// this is the first part, ok, ignore.
@@ -606,6 +621,7 @@ static MultiPartResult HandleMultipartPart(const http::ServerRequest &request, s
 		}
 	}
 
+	progress.SetFile(filename);
 	u64 bytesTransferred = 0;
 	char buffer[net::InputSink::BUFFER_SIZE];
 	while (true) {
@@ -618,6 +634,7 @@ static MultiPartResult HandleMultipartPart(const http::ServerRequest &request, s
 				return MultiPartResult::RequestError;
 			}
 		}
+		progress.AddBytes(readBytes);
 		bytesTransferred += readBytes;
 		if (terminatorFound) {
 			INFO_LOG(Log::HTTP, "Found terminator, skipping and proceeding.");
@@ -630,6 +647,8 @@ static MultiPartResult HandleMultipartPart(const http::ServerRequest &request, s
 		fclose(fp);
 	}
 
+	g_OSD.Show(OSDType::, StringFromFormat("Uploaded '%s' (%d bytes)", filename.c_str(), (int)bytesTransferred), 5.0f);
+
 	// NOTE: We already read the boundary above.
 	// However if this is the last part, the boundary will have "--\r\n" after it, otherwise there will be a line break.
 	// So, let's read two more bytes, to see if it's "--" or "\r\n".
diff --git a/Core/WebServer.h b/Core/WebServer.h
index 1613f365d8..36e2bf4e3f 100644
--- a/Core/WebServer.h
+++ b/Core/WebServer.h
@@ -44,9 +44,11 @@ void WebServerSetUploadPath(const Path &path);
 int WebServerPort();
 
 struct UploadProgress {
-	size_t uploadedBytes = 0;
-	size_t totalBytes = 0;
-	size_t uploadedFiles = 0;  // we don't know the count ahead of time
+	s64 uploadedBytes = 0;
+	s64 totalBytes = 0;
+	s64 uploadedFiles = 0;  // we don't know the count ahead of time
+	s64 currentFileSize = 0;
+	s64 totalBytesBeforeCurrentFile = 0;
 	std::string currentFilename;
 };
 
diff --git a/UI/UploadScreen.cpp b/UI/UploadScreen.cpp
index 2613542431..3a04bcef49 100644
--- a/UI/UploadScreen.cpp
+++ b/UI/UploadScreen.cpp
@@ -43,16 +43,11 @@ void UploadScreen::CreateViews() {
 	// where files are uploaded sequentially).
 	std::vector<UploadProgress> uploads = GetUploadsInProgress();
 	for (const auto &upload : uploads) {
-		std::string uploadText = StringFromFormat("%zu / %zu bytes uploaded (%zu files). Current file: %s",
+		std::string uploadText = StringFromFormat("%zu / %zu total bytes (%zu files). Current: %s",
 			upload.uploadedBytes, upload.totalBytes, upload.uploadedFiles,
 			upload.currentFilename.c_str());
 		root_->Add(new TextView(uploadText));
 	}
-
-	//infoText->SetTextAlignment(TEXT_ALIGN_CENTER);
-	//verticalLayout->AddView(infoText);
-	//AddStandardBack(verticalLayout);
-	//root_->AddView(verticalLayout);
 }
 
 void UploadScreen::update() {
diff --git a/assets/upload/index.html b/assets/upload/index.html
index b17a35c7fa..febdd98621 100644
--- a/assets/upload/index.html
+++ b/assets/upload/index.html
@@ -252,6 +252,7 @@
 					// Try to preserve any directory structure, if supported.
 					const formData = new FormData();
 					formData.append("file", file, file.webkitRelativePath || file.name);
+					formData.append("fileSize", file.size.toString());
 					xhr.send(formData);
 				});
 			}