diff --git a/CHANGES b/CHANGES
index 535a8e57b..1bdb681f0 100644
--- a/CHANGES
+++ b/CHANGES
@@ -7,6 +7,20 @@ contributors are listed. Note that Calamares does not have a historical
 changelog -- this log starts with version 3.2.0. The release notes on the
 website will have to do for older versions.
 
+# 3.2.44 (unreleased) #
+
+This release contains contributions from (alphabetically by first name):
+ - whorfin (new contributor, welcome!)
+
+## Core ##
+ - No core changes yet
+
+## Modules ##
+ - The *luksbootkeyfile* module was reported to be too quick to declare
+   a timeout when applying the keyfile. The timeout has been increased
+   to one minute. (Thanks whorfin)
+
+
 # 3.2.43 (2021-09-17) #
 
 This release contains contributions from (alphabetically by first name):
diff --git a/CMakeLists.txt b/CMakeLists.txt
index 1c2e6fdf9..807cdfabf 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -41,11 +41,11 @@
 # TODO:3.3: Require CMake 3.12
 cmake_minimum_required( VERSION 3.3 FATAL_ERROR )
 project( CALAMARES
-    VERSION 3.2.43
+    VERSION 3.2.44
     LANGUAGES C CXX
 )
 
-set( CALAMARES_VERSION_RC 0 )  # Set to 0 during release cycle, 1 during development
+set( CALAMARES_VERSION_RC 1 )  # Set to 0 during release cycle, 1 during development
 
 ### OPTIONS
 #
diff --git a/src/libcalamares/utils/Entropy.cpp b/src/libcalamares/utils/Entropy.cpp
index d28230a85..67a0718f5 100644
--- a/src/libcalamares/utils/Entropy.cpp
+++ b/src/libcalamares/utils/Entropy.cpp
@@ -18,15 +18,17 @@
 CalamaresUtils::EntropySource
 CalamaresUtils::getEntropy( int size, QByteArray& b )
 {
+    constexpr const char filler = char( 0xcb );
+
+    b.fill( filler );
     b.clear();
     if ( size < 1 )
     {
         return EntropySource::None;
     }
 
-    b.resize( size );
+    b.fill( filler, size );
     char* buffer = b.data();
-    std::fill( buffer, buffer + size, 0xcb );
 
     qint64 readSize = 0;
     QFile urandom( "/dev/urandom" );
diff --git a/src/modules/luksbootkeyfile/LuksBootKeyFileJob.cpp b/src/modules/luksbootkeyfile/LuksBootKeyFileJob.cpp
index 075dadafe..43da3971a 100644
--- a/src/modules/luksbootkeyfile/LuksBootKeyFileJob.cpp
+++ b/src/modules/luksbootkeyfile/LuksBootKeyFileJob.cpp
@@ -8,7 +8,9 @@
 #include "LuksBootKeyFileJob.h"
 
 #include "utils/CalamaresUtilsSystem.h"
+#include "utils/Entropy.h"
 #include "utils/Logger.h"
+#include "utils/NamedEnum.h"
 #include "utils/UMask.h"
 #include "utils/Variant.h"
 
@@ -102,15 +104,29 @@ static bool
 generateTargetKeyfile()
 {
     CalamaresUtils::UMask m( CalamaresUtils::UMask::Safe );
-    auto r = CalamaresUtils::System::instance()->targetEnvCommand(
-        { "dd", "bs=512", "count=4", "if=/dev/urandom", QString( "of=%1" ).arg( keyfile ) } );
-    if ( r.getExitCode() != 0 )
+
+    // Get the data
+    QByteArray entropy;
+    auto entropySource = CalamaresUtils::getEntropy( 2048, entropy );
+    if ( entropySource != CalamaresUtils::EntropySource::URandom )
     {
-        cWarning() << "Could not create LUKS keyfile:" << r.getOutput() << "(exit code" << r.getExitCode() << ')';
+        cWarning() << "Could not get entropy from /dev/urandom for LUKS.";
         return false;
     }
-    // Give ample time to check that the file was created correctly
-    r = CalamaresUtils::System::instance()->targetEnvCommand( { "ls", "-la", "/" } );
+
+    auto fileResult = CalamaresUtils::System::instance()->createTargetFile(
+        keyfile, entropy, CalamaresUtils::System::WriteMode::Overwrite );
+    entropy.fill( 'A' );
+    if ( !fileResult )
+    {
+        cWarning() << "Could not create LUKS keyfile:" << smash( fileResult.code() );
+        return false;
+    }
+
+    // Give ample time to check that the file was created correctly;
+    // we actually expect ls to return pretty-much-instantly.
+    auto r = CalamaresUtils::System::instance()->targetEnvCommand(
+        { "ls", "-la", "/" }, QString(), QString(), std::chrono::seconds( 5 ) );
     cDebug() << "In target system after creating LUKS file" << r.getOutput();
     return true;
 }
@@ -118,8 +134,10 @@ generateTargetKeyfile()
 static bool
 setupLuks( const LuksDevice& d )
 {
+    // Adding the key can take some times, measured around 15 seconds with
+    // a HDD (spinning rust) and a slow-ish computer. Give it a minute.
     auto r = CalamaresUtils::System::instance()->targetEnvCommand(
-        { "cryptsetup", "luksAddKey", d.device, keyfile }, QString(), d.passphrase, std::chrono::seconds( 15 ) );
+        { "cryptsetup", "luksAddKey", d.device, keyfile }, QString(), d.passphrase, std::chrono::seconds( 60 ) );
     if ( r.getExitCode() != 0 )
     {
         cWarning() << "Could not configure LUKS keyfile on" << d.device << ':' << r.getOutput() << "(exit code"