diff --git a/src/libs/av/impl/TranscodeResourceHandler.cpp b/src/libs/av/impl/TranscodeResourceHandler.cpp
index 6554999c..54064a8a 100644
--- a/src/libs/av/impl/TranscodeResourceHandler.cpp
+++ b/src/libs/av/impl/TranscodeResourceHandler.cpp
@@ -18,32 +18,48 @@
  */
 
 #include "TranscodeResourceHandler.hpp"
+#include "utils/Logger.hpp"
 
 namespace Av
 {
+	namespace
+	{
+		std::size_t
+		doEstimateContentLength(const InputFileParameters& inputFileParameters, const TranscodeParameters& transcodeParameters)
+		{
+			const std::size_t estimatedContentLength {transcodeParameters.bitrate / 8 * std::chrono::duration_cast<std::chrono::milliseconds>(inputFileParameters.duration).count() / 1000};
+			return estimatedContentLength;
+		}
+	}
 
 	std::unique_ptr<IResourceHandler>
-	createTranscodeResourceHandler(const std::filesystem::path& trackPath, const TranscodeParameters& parameters)
+	createTranscodeResourceHandler(const InputFileParameters& inputFileParameters, const TranscodeParameters& transcodeParameters, bool estimateContentLength)
 	{
-		return std::make_unique<TranscodeResourceHandler>(trackPath, parameters);
+		return std::make_unique<TranscodeResourceHandler>(inputFileParameters, transcodeParameters, estimateContentLength);
 	}
 
 	// TODO set some nice HTTP return code
 
-	TranscodeResourceHandler::TranscodeResourceHandler(const std::filesystem::path& trackPath, const TranscodeParameters& parameters)
-		: _transcoder {trackPath, parameters}
+	TranscodeResourceHandler::TranscodeResourceHandler(const InputFileParameters& inputFileParameters, const TranscodeParameters& transcodeParameters, bool estimateContentLength)
+		: _estimatedContentLength {estimateContentLength ? std::make_optional(doEstimateContentLength(inputFileParameters, transcodeParameters)) : std::nullopt}
+		, _transcoder {inputFileParameters, transcodeParameters}
 	{
+		if (_estimatedContentLength)
+			LMS_LOG(TRANSCODE, DEBUG) << "Estimated content length = " << *_estimatedContentLength;
 	}
 
 	Wt::Http::ResponseContinuation*
 	TranscodeResourceHandler::processRequest(const Wt::Http::Request& /*request*/, Wt::Http::Response& response)
 	{
+		if (_estimatedContentLength)
+			response.setContentLength(*_estimatedContentLength);
 		response.setMimeType(_transcoder.getOutputMimeType());
 
-		if (_nbBytesReady > 0)
+		if (_bytesReadyCount > 0)
 		{
-			response.out().write(reinterpret_cast<const char *>(&_buffer[0]), _nbBytesReady);
-			_nbBytesReady = 0;
+			response.out().write(reinterpret_cast<const char *>(&_buffer[0]), _bytesReadyCount);
+			_bytesReadyCount = 0;
+			_totalServedByteCount += _bytesReadyCount;
 		}
 
 		if (!_transcoder.finished())
@@ -52,13 +68,30 @@ namespace Av
 			continuation->waitForMoreData();
 			_transcoder.asyncRead(_buffer.data(), _buffer.size(), [=](std::size_t nbBytesRead)
 			{
-				assert(_nbBytesReady == 0);
-				_nbBytesReady = nbBytesRead;
+				assert(_bytesReadyCount == 0);
+				_bytesReadyCount = nbBytesRead;
 				continuation->haveMoreData();
 			});
 
 			return continuation;
 		}
+		else
+		{
+			// pad with 0 if necessary as duration may not be accurate
+			if (_estimatedContentLength && *_estimatedContentLength > _totalServedByteCount)
+			{
+				const std::size_t padSize {*_estimatedContentLength - _totalServedByteCount};
+
+				LMS_LOG(TRANSCODE, DEBUG) << "Adding " << padSize << " padding bytes";
+
+				for (std::size_t i {}; i < padSize; ++i)
+					response.out().put(0);
+
+				_totalServedByteCount += padSize;
+			}
+
+			LMS_LOG(TRANSCODE, DEBUG) << "Transcoding finished. Total served byte count = " << _totalServedByteCount;
+		}
 
 		return {};
 	}
diff --git a/src/libs/av/impl/TranscodeResourceHandler.hpp b/src/libs/av/impl/TranscodeResourceHandler.hpp
index 2395a6cc..47d76f36 100644
--- a/src/libs/av/impl/TranscodeResourceHandler.hpp
+++ b/src/libs/av/impl/TranscodeResourceHandler.hpp
@@ -21,6 +21,7 @@
 
 #include <array>
 #include <filesystem>
+#include <optional>
 
 #include "av/TranscodeParameters.hpp"
 #include "utils/IResourceHandler.hpp"
@@ -28,19 +29,19 @@
 
 namespace Av
 {
-
 	class TranscodeResourceHandler final : public IResourceHandler
 	{
 		public:
-			TranscodeResourceHandler(const std::filesystem::path& trackPath, const TranscodeParameters& parameters);
+			TranscodeResourceHandler(const InputFileParameters& inputFileParameters, const TranscodeParameters& parameters, bool estimateContentLength);
 
 		private:
 			Wt::Http::ResponseContinuation* processRequest(const Wt::Http::Request& request, Wt::Http::Response& reponse) override;
 
 			static constexpr std::size_t _chunkSize {32768};
+			std::optional<std::size_t> _estimatedContentLength;
 			std::array<std::byte, _chunkSize> _buffer;
-			std::size_t _nbBytesReady {};
-			const std::filesystem::path _trackPath;
+			std::size_t _bytesReadyCount {};
+			std::size_t _totalServedByteCount {};
 			Transcoder _transcoder;
 	};
 }
diff --git a/src/libs/av/impl/Transcoder.cpp b/src/libs/av/impl/Transcoder.cpp
index 55b00d1b..4b828d5a 100644
--- a/src/libs/av/impl/Transcoder.cpp
+++ b/src/libs/av/impl/Transcoder.cpp
@@ -30,7 +30,7 @@
 
 namespace Av {
 
-#define LOG(sev)	LMS_LOG(TRANSCODE, sev) << "[" << _id << "] - "
+#define LOG(sev)	LMS_LOG(TRANSCODE, sev) << "[" << _debugId << "] - "
 
 static std::atomic<size_t>		globalId {};
 static std::filesystem::path	ffmpegPath;
@@ -43,10 +43,10 @@ Transcoder::init()
 		throw Exception {"File '" + ffmpegPath.string() + "' does not exist!"};
 }
 
-Transcoder::Transcoder(const std::filesystem::path& filePath, const TranscodeParameters& parameters)
-:  _id {globalId++}
-, _filePath {filePath}
-, _parameters {parameters}
+Transcoder::Transcoder(const InputFileParameters& inputFileParameters, const TranscodeParameters& transcodeParameters)
+:  _debugId {globalId++}
+, _inputFileParameters {inputFileParameters}
+, _transcodeParameters {transcodeParameters}
 {
 	start();
 }
@@ -61,17 +61,17 @@ Transcoder::start()
 
 	try
 	{
-		if (!std::filesystem::exists(_filePath))
-			throw Exception {"File '" + _filePath.string() + "' does not exist!"};
-		else if (!std::filesystem::is_regular_file( _filePath) )
-			throw Exception {"File '" + _filePath.string() + "' is not regular!"};
+		if (!std::filesystem::exists(_inputFileParameters.trackPath))
+			throw Exception {"File '" + _inputFileParameters.trackPath.string() + "' does not exist!"};
+		else if (!std::filesystem::is_regular_file( _inputFileParameters.trackPath) )
+			throw Exception {"File '" + _inputFileParameters.trackPath.string() + "' is not regular!"};
 	}
 	catch (const std::filesystem::filesystem_error& e)
 	{
-		throw Exception {"File error '" + _filePath.string() + "': " + e.what()};
+		throw Exception {"File error '" + _inputFileParameters.trackPath.string() + "': " + e.what()};
 	}
 
-	LOG(INFO) << "Transcoding file '" << _filePath.string() << "'";
+	LOG(INFO) << "Transcoding file '" << _inputFileParameters.trackPath.string() << "'";
 
 	std::vector<std::string> args;
 
@@ -90,22 +90,22 @@ Transcoder::start()
 		args.emplace_back("-ss");
 
 		std::ostringstream oss;
-		oss << std::fixed << std::showpoint << std::setprecision(3) << (_parameters.offset.count() / float {1000});
+		oss << std::fixed << std::showpoint << std::setprecision(3) << (_transcodeParameters.offset.count() / float {1000});
 		args.emplace_back(oss.str());
 	}
 
 	// Input file
 	args.emplace_back("-i");
-	args.emplace_back(_filePath.string());
+	args.emplace_back(_inputFileParameters.trackPath.string());
 
 	// Stream mapping, if set
-	if (_parameters.stream)
+	if (_transcodeParameters.stream)
 	{
 		args.emplace_back("-map");
-		args.emplace_back("0:" + std::to_string(*_parameters.stream));
+		args.emplace_back("0:" + std::to_string(*_transcodeParameters.stream));
 	}
 
-	if (_parameters.stripMetadata)
+	if (_transcodeParameters.stripMetadata)
 	{
 		// Strip metadata
 		args.emplace_back("-map_metadata");
@@ -117,10 +117,10 @@ Transcoder::start()
 
 	// Output bitrates
 	args.emplace_back("-b:a");
-	args.emplace_back(std::to_string(_parameters.bitrate));
+	args.emplace_back(std::to_string(_transcodeParameters.bitrate));
 
 	// Codecs and formats
-	switch (_parameters.format)
+	switch (_transcodeParameters.format)
 	{
 		case Format::MP3:
 			args.emplace_back("-f");
@@ -156,10 +156,10 @@ Transcoder::start()
 			break;
 
 		default:
-			throw Exception {"Unhandled format (" + std::to_string(static_cast<int>(_parameters.format)) + ")"};
+			throw Exception {"Unhandled format (" + std::to_string(static_cast<int>(_transcodeParameters.format)) + ")"};
 	}
 
-	_outputMimeType = formatToMimetype(_parameters.format);
+	_outputMimeType = formatToMimetype(_transcodeParameters.format);
 
 	args.emplace_back("pipe:1");
 
diff --git a/src/libs/av/impl/Transcoder.hpp b/src/libs/av/impl/Transcoder.hpp
index 54ebe5e5..a4de2976 100644
--- a/src/libs/av/impl/Transcoder.hpp
+++ b/src/libs/av/impl/Transcoder.hpp
@@ -32,7 +32,7 @@ namespace Av
 	class Transcoder
 	{
 		public:
-			Transcoder(const std::filesystem::path& file, const TranscodeParameters& parameters);
+			Transcoder(const InputFileParameters& inputFileParameters, const TranscodeParameters& transcodeParameters);
 			~Transcoder();
 
 			Transcoder(const Transcoder&) = delete;
@@ -49,7 +49,7 @@ namespace Av
 			std::size_t		readSome(std::byte* buffer, std::size_t bufferSize);
 
 			const std::string&	getOutputMimeType() const { return _outputMimeType; }
-			const TranscodeParameters& getParameters() const { return _parameters; }
+			const TranscodeParameters& getParameters() const { return _transcodeParameters; }
 
 			bool			finished() const;
 
@@ -58,9 +58,9 @@ namespace Av
 
 			void start();
 
-			const std::size_t		_id {};
-			const std::filesystem::path	_filePath;
-			const TranscodeParameters	_parameters;
+			const std::size_t			_debugId {};
+			const InputFileParameters	_inputFileParameters;
+			const TranscodeParameters	_transcodeParameters;
 
 			std::unique_ptr<IChildProcess>	_childProcess;
 
diff --git a/src/libs/av/include/av/TranscodeParameters.hpp b/src/libs/av/include/av/TranscodeParameters.hpp
index c155f6e7..f709fef8 100644
--- a/src/libs/av/include/av/TranscodeParameters.hpp
+++ b/src/libs/av/include/av/TranscodeParameters.hpp
@@ -20,12 +20,19 @@
 #pragma once
 
 #include <chrono>
+#include <filesystem>
 #include <optional>
 
 #include "Types.hpp"
 
 namespace Av
 {
+	struct InputFileParameters
+	{
+		std::filesystem::path trackPath;
+		std::chrono::milliseconds duration;
+	};
+
 	struct TranscodeParameters
 	{
 		Format						format;
diff --git a/src/libs/av/include/av/TranscodeResourceHandlerCreator.hpp b/src/libs/av/include/av/TranscodeResourceHandlerCreator.hpp
index 0255cfc4..8b232d8a 100644
--- a/src/libs/av/include/av/TranscodeResourceHandlerCreator.hpp
+++ b/src/libs/av/include/av/TranscodeResourceHandlerCreator.hpp
@@ -19,15 +19,15 @@
 
 #pragma once
 
-#include <filesystem>
 #include <memory>
 
 #include "utils/IResourceHandler.hpp"
 
 namespace Av
 {
+	struct InputFileParameters;
 	struct TranscodeParameters;
 
-	std::unique_ptr<IResourceHandler> createTranscodeResourceHandler(const std::filesystem::path& trackPath, const TranscodeParameters& parameters);
+	std::unique_ptr<IResourceHandler> createTranscodeResourceHandler(const InputFileParameters& inputFileParameters, const TranscodeParameters& parameters, bool estimateContentLength);
 }
 
diff --git a/src/libs/subsonic/impl/Stream.cpp b/src/libs/subsonic/impl/Stream.cpp
index 8089779c..91c13eaf 100644
--- a/src/libs/subsonic/impl/Stream.cpp
+++ b/src/libs/subsonic/impl/Stream.cpp
@@ -54,8 +54,9 @@ userTranscodeFormatToAvFormat(AudioFormat format)
 
 struct StreamParameters
 {
-	std::filesystem::path trackPath;
+	Av::InputFileParameters inputFileParameters;
 	std::optional<Av::TranscodeParameters> transcodeParameters;
+	bool estimateContentLength {};
 };
 
 static
@@ -68,9 +69,12 @@ getStreamParameters(RequestContext& context)
 	// Optional params
 	std::optional<std::size_t> maxBitRate {getParameterAs<std::size_t>(context.parameters, "maxBitRate")};
 	std::optional<std::string> format {getParameterAs<std::string>(context.parameters, "format")};
+	bool estimateContentLength {getParameterAs<bool>(context.parameters, "estimateContentLength").value_or(false)};
 
 	StreamParameters parameters;
 
+	parameters.estimateContentLength = estimateContentLength;
+
 	auto transaction {context.dbSession.createSharedTransaction()};
 
 	{
@@ -78,7 +82,8 @@ getStreamParameters(RequestContext& context)
 		if (!track)
 			throw RequestedDataNotFoundError {};
 
-		parameters.trackPath = track->getPath();
+		parameters.inputFileParameters.trackPath = track->getPath();
+		parameters.inputFileParameters.duration = track->getDuration();
 	}
 
 	{
@@ -155,9 +160,9 @@ handleStream(RequestContext& context, const Wt::Http::Request& request, Wt::Http
 		{
 			StreamParameters streamParameters {getStreamParameters(context)};
 			if (streamParameters.transcodeParameters)
-				resourceHandler = Av::createTranscodeResourceHandler(streamParameters.trackPath, *streamParameters.transcodeParameters);
+				resourceHandler = Av::createTranscodeResourceHandler(streamParameters.inputFileParameters, *streamParameters.transcodeParameters, streamParameters.estimateContentLength);
 			else
-				resourceHandler = createFileResourceHandler(streamParameters.trackPath);
+				resourceHandler = createFileResourceHandler(streamParameters.inputFileParameters.trackPath);
 		}
 		else
 		{
diff --git a/src/libs/subsonic/impl/SubsonicId.cpp b/src/libs/subsonic/impl/SubsonicId.cpp
index edd052f1..1252a7b8 100644
--- a/src/libs/subsonic/impl/SubsonicId.cpp
+++ b/src/libs/subsonic/impl/SubsonicId.cpp
@@ -136,17 +136,4 @@ namespace StringUtils
 
 		return std::nullopt;
 	}
-
-	template<>
-	std::optional<bool>
-	readAs(std::string_view str)
-	{
-		if (str == "true")
-			return true;
-		else if (str == "false")
-			return false;
-
-		return {};
-	}
 }
-
diff --git a/src/libs/subsonic/impl/SubsonicId.hpp b/src/libs/subsonic/impl/SubsonicId.hpp
index 32b45715..96db3e79 100644
--- a/src/libs/subsonic/impl/SubsonicId.hpp
+++ b/src/libs/subsonic/impl/SubsonicId.hpp
@@ -58,9 +58,5 @@ namespace StringUtils
 	template<>
 	std::optional<Database::TrackListId>
 	readAs(std::string_view str);
-
-	template<>
-	std::optional<bool>
-	readAs(std::string_view str);
 }
 
diff --git a/src/libs/utils/impl/String.cpp b/src/libs/utils/impl/String.cpp
index 09c55dd3..47adbd85 100644
--- a/src/libs/utils/impl/String.cpp
+++ b/src/libs/utils/impl/String.cpp
@@ -63,6 +63,18 @@ readAs(std::string_view str)
 	return std::string {str};
 }
 
+template<>
+std::optional<bool>
+readAs(std::string_view str)
+{
+	if (str == "1" || str == "true")
+		return true;
+	else if (str == "0" || str == "false")
+		return false;
+
+	return std::nullopt;
+}
+
 std::vector<std::string>
 splitStringCopy(std::string_view string, std::string_view separators)
 {
diff --git a/src/libs/utils/include/utils/String.hpp b/src/libs/utils/include/utils/String.hpp
index 8ff743c5..9dfe8742 100644
--- a/src/libs/utils/include/utils/String.hpp
+++ b/src/libs/utils/include/utils/String.hpp
@@ -85,6 +85,11 @@ template<>
 std::optional<std::string>
 readAs(std::string_view str);
 
+template<>
+[[nodiscard]]
+std::optional<bool>
+readAs(std::string_view str);
+
 [[nodiscard]]
 std::string
 replaceInString(std::string_view str, const std::string& from, const std::string& to);
diff --git a/src/libs/utils/test/String.cpp b/src/libs/utils/test/String.cpp
index 3935f6c7..87d67ee3 100644
--- a/src/libs/utils/test/String.cpp
+++ b/src/libs/utils/test/String.cpp
@@ -109,3 +109,12 @@ TEST(StringUtils, escapeString)
 	EXPECT_EQ(StringUtils::escapeString("**||", "*|", '_'), "_*_*_|_|");
 }
 
+TEST(StringUtils, readAs)
+{
+	EXPECT_EQ(StringUtils::readAs<bool>("true"), true);
+	EXPECT_EQ(StringUtils::readAs<bool>("1"), true);
+	EXPECT_EQ(StringUtils::readAs<bool>("false"), false);
+	EXPECT_EQ(StringUtils::readAs<bool>("0"), false);
+	EXPECT_EQ(StringUtils::readAs<bool>("foo"), std::nullopt);
+	EXPECT_EQ(StringUtils::readAs<bool>(""), std::nullopt);
+}
diff --git a/src/lms/ui/resource/AudioTranscodeResource.cpp b/src/lms/ui/resource/AudioTranscodeResource.cpp
index c8982fbd..b7797724 100644
--- a/src/lms/ui/resource/AudioTranscodeResource.cpp
+++ b/src/lms/ui/resource/AudioTranscodeResource.cpp
@@ -118,59 +118,62 @@ readParameterAs(const Wt::Http::Request& request, const std::string& parameterNa
 	return res;
 }
 
-struct TranscodeParameters
+namespace
 {
-	std::filesystem::path file;
-	Av::TranscodeParameters transcodeParameters;
-};
-
-static
-std::optional<TranscodeParameters>
-readTranscodeParameters(const Wt::Http::Request& request)
-{
-	TranscodeParameters parameters;
-
-	// mandatory parameters
-	const std::optional<Database::TrackId> trackId {readParameterAs<Database::TrackId::ValueType>(request, "trackid")};
-	const auto format {readParameterAs<Database::AudioFormat>(request, "format")};
-	const auto bitrate {readParameterAs<Database::Bitrate>(request, "bitrate")};
-
-	if (!trackId || !format || !bitrate)
-		return std::nullopt;
-
-	const std::optional<Av::Format> avFormat {AudioFormatToAvFormat(*format)};
-	if (!avFormat)
-		return std::nullopt;
-
-	// optional parameter
-	std::size_t offset {readParameterAs<std::size_t>(request, "offset").value_or(0)};
-
-	std::filesystem::path trackPath;
+	struct TranscodeParameters
 	{
-		auto transaction {LmsApp->getDbSession().createSharedTransaction()};
+		Av::InputFileParameters inputFileParameters;
+		Av::TranscodeParameters transcodeParameters;
+	};
 
-		const Database::Track::pointer track {Database::Track::find(LmsApp->getDbSession(), *trackId)};
-		if (!track)
-		{
-			LOG(ERROR) << "Missing track";
+	std::optional<TranscodeParameters>
+	readTranscodeParameters(const Wt::Http::Request& request)
+	{
+		TranscodeParameters parameters;
+
+		// mandatory parameters
+		const std::optional<Database::TrackId> trackId {readParameterAs<Database::TrackId::ValueType>(request, "trackid")};
+		const auto format {readParameterAs<Database::AudioFormat>(request, "format")};
+		const auto bitrate {readParameterAs<Database::Bitrate>(request, "bitrate")};
+
+		if (!trackId || !format || !bitrate)
 			return std::nullopt;
-		}
-
-		parameters.file = track->getPath();
 
 		if (!Database::isAudioBitrateAllowed(*bitrate))
 		{
 			LOG(ERROR) << "Bitrate '" << *bitrate << "' is not allowed";
 			return std::nullopt;
 		}
+
+		const std::optional<Av::Format> avFormat {AudioFormatToAvFormat(*format)};
+		if (!avFormat)
+			return std::nullopt;
+
+		// optional parameter
+		std::size_t offset {readParameterAs<std::size_t>(request, "offset").value_or(0)};
+
+		std::filesystem::path trackPath;
+		{
+			auto transaction {LmsApp->getDbSession().createSharedTransaction()};
+
+			const Database::Track::pointer track {Database::Track::find(LmsApp->getDbSession(), *trackId)};
+			if (!track)
+			{
+				LOG(ERROR) << "Missing track";
+				return std::nullopt;
+			}
+
+			parameters.inputFileParameters.trackPath = track->getPath();
+			parameters.inputFileParameters.duration = track->getDuration();
+		}
+
+		parameters.transcodeParameters.stripMetadata = true;
+		parameters.transcodeParameters.format = *avFormat;
+		parameters.transcodeParameters.bitrate = *bitrate;
+		parameters.transcodeParameters.offset = std::chrono::seconds {offset};
+
+		return parameters;
 	}
-
-	parameters.transcodeParameters.stripMetadata = true;
-	parameters.transcodeParameters.format = *avFormat;
-	parameters.transcodeParameters.bitrate = *bitrate;
-	parameters.transcodeParameters.offset = std::chrono::seconds {offset};
-
-	return parameters;
 }
 
 void
@@ -186,7 +189,7 @@ AudioTranscodeResource::handleRequest(const Wt::Http::Request& request,
 		{
 			const std::optional<TranscodeParameters>& parameters {readTranscodeParameters(request)};
 			if (parameters)
-				resourceHandler = Av::createTranscodeResourceHandler(parameters->file, parameters->transcodeParameters);
+				resourceHandler = Av::createTranscodeResourceHandler(parameters->inputFileParameters, parameters->transcodeParameters, false /* estimate content length */);
 		}
 		else
 		{