diff --git a/client/crash_report_database_win.cc b/client/crash_report_database_win.cc
index 95358b47..5eabdee0 100644
--- a/client/crash_report_database_win.cc
+++ b/client/crash_report_database_win.cc
@@ -159,7 +159,7 @@ ReportDisk::ReportDisk(const MetadataFileReportRecord& record,
       base::UTF8ToUTF16(&string_table[record.file_path_index]));
   id = &string_table[record.id_index];
   creation_time = record.creation_time;
-  uploaded = record.uploaded;
+  uploaded = record.uploaded != 0;
   last_upload_attempt_time = record.last_upload_attempt_time;
   upload_attempts = record.upload_attempts;
   state = static_cast<ReportState>(record.state);
diff --git a/client/crashpad_client_win.cc b/client/crashpad_client_win.cc
index 3b3eaa6a..92529ae1 100644
--- a/client/crashpad_client_win.cc
+++ b/client/crashpad_client_win.cc
@@ -229,7 +229,7 @@ void CrashpadClient::DumpWithoutCrash(const CONTEXT& context) {
   g_non_crash_exception_information.exception_pointers =
       reinterpret_cast<crashpad::WinVMAddress>(&exception_pointers);
 
-  bool set_event_result = SetEvent(g_signal_non_crash_dump);
+  bool set_event_result = !!SetEvent(g_signal_non_crash_dump);
   PLOG_IF(ERROR, !set_event_result) << "SetEvent";
 
   DWORD wfso_result = WaitForSingleObject(g_non_crash_dump_done, INFINITE);
diff --git a/client/settings.cc b/client/settings.cc
index 7f126ad7..6d464077 100644
--- a/client/settings.cc
+++ b/client/settings.cc
@@ -250,10 +250,12 @@ bool Settings::ReadSettings(FileHandle handle,
     return false;
 
   bool read_result;
-  if (log_read_error)
+  if (log_read_error) {
     read_result = LoggingReadFile(handle, out_data, sizeof(*out_data));
-  else
-    read_result = ReadFile(handle, out_data, sizeof(*out_data));
+  } else {
+    read_result =
+        ReadFile(handle, out_data, sizeof(*out_data)) == sizeof(*out_data);
+  }
 
   if (!read_result)
     return false;
diff --git a/minidump/minidump_file_writer.cc b/minidump/minidump_file_writer.cc
index ff353191..2b13433a 100644
--- a/minidump/minidump_file_writer.cc
+++ b/minidump/minidump_file_writer.cc
@@ -173,7 +173,7 @@ bool MinidumpFileWriter::WriteEverything(FileWriterInterface* file_writer) {
 
   // Seek back to the end of the file, in case some non-minidump content will be
   // written to the file after the minidump content.
-  return file_writer->Seek(end_offset, SEEK_SET);
+  return file_writer->Seek(end_offset, SEEK_SET) >= 0;
 }
 
 bool MinidumpFileWriter::Freeze() {
diff --git a/minidump/minidump_module_writer_test.cc b/minidump/minidump_module_writer_test.cc
index d5cc02b0..fdd5b0ca 100644
--- a/minidump/minidump_module_writer_test.cc
+++ b/minidump/minidump_module_writer_test.cc
@@ -158,8 +158,7 @@ void ExpectMiscellaneousDebugRecord(
                                                                *misc_record);
     ASSERT_TRUE(misc_debug_record);
     EXPECT_EQ(expected_debug_type, misc_debug_record->DataType);
-    EXPECT_EQ(expected_debug_utf16,
-              static_cast<bool>(misc_debug_record->Unicode));
+    EXPECT_EQ(expected_debug_utf16, misc_debug_record->Unicode != 0);
     EXPECT_EQ(0u, misc_debug_record->Reserved[0]);
     EXPECT_EQ(0u, misc_debug_record->Reserved[1]);
     EXPECT_EQ(0u, misc_debug_record->Reserved[2]);
diff --git a/snapshot/cpu_context.cc b/snapshot/cpu_context.cc
index 82839db8..1ff2b459 100644
--- a/snapshot/cpu_context.cc
+++ b/snapshot/cpu_context.cc
@@ -40,7 +40,7 @@ uint16_t CPUContextX86::FxsaveToFsaveTagWord(
 
   uint16_t fsave_tag = 0;
   for (int physical_index = 0; physical_index < 8; ++physical_index) {
-    bool fxsave_bit = fxsave_tag & (1 << physical_index);
+    bool fxsave_bit = (fxsave_tag & (1 << physical_index)) != 0;
     uint8_t fsave_bits;
 
     if (fxsave_bit) {
@@ -55,7 +55,7 @@ uint16_t CPUContextX86::FxsaveToFsaveTagWord(
         fsave_bits = kX87TagSpecial;
       } else {
         // The integer bit the “J bit”.
-        bool integer_bit = st[7] & 0x80;
+        bool integer_bit = (st[7] & 0x80) != 0;
         if (exponent == 0) {
           uint64_t fraction = ((implicit_cast<uint64_t>(st[7]) & 0x7f) << 56) |
                               (implicit_cast<uint64_t>(st[6]) << 48) |
diff --git a/snapshot/win/system_snapshot_win.cc b/snapshot/win/system_snapshot_win.cc
index a7523f48..88827a5d 100644
--- a/snapshot/win/system_snapshot_win.cc
+++ b/snapshot/win/system_snapshot_win.cc
@@ -274,7 +274,7 @@ bool SystemSnapshotWin::CPUX86SupportsDAZ() const {
   uint32_t mxcsr_mask = extended_registers[7];
 
   // Test the DAZ bit.
-  return mxcsr_mask & (1 << 6);
+  return (mxcsr_mask & (1 << 6)) != 0;
 }
 
 SystemSnapshot::OperatingSystem SystemSnapshotWin::GetOperatingSystem() const {
@@ -311,7 +311,7 @@ std::string SystemSnapshotWin::MachineDescription() const {
 
 bool SystemSnapshotWin::NXEnabled() const {
   INITIALIZATION_STATE_DCHECK_VALID(initialized_);
-  return IsProcessorFeaturePresent(PF_NX_ENABLED);
+  return !!IsProcessorFeaturePresent(PF_NX_ENABLED);
 }
 
 void SystemSnapshotWin::TimeZone(DaylightSavingTimeStatus* dst_status,
diff --git a/util/file/file_io_win.cc b/util/file/file_io_win.cc
index 10805439..def2a5a2 100644
--- a/util/file/file_io_win.cc
+++ b/util/file/file_io_win.cc
@@ -233,7 +233,7 @@ bool LoggingTruncateFile(FileHandle file) {
 bool LoggingCloseFile(FileHandle file) {
   BOOL rv = CloseHandle(file);
   PLOG_IF(ERROR, !rv) << "CloseHandle";
-  return rv;
+  return !!rv;
 }
 
 }  // namespace crashpad
diff --git a/util/win/critical_section_with_debug_info.cc b/util/win/critical_section_with_debug_info.cc
index dc1a2dba..1613a512 100644
--- a/util/win/critical_section_with_debug_info.cc
+++ b/util/win/critical_section_with_debug_info.cc
@@ -21,13 +21,13 @@ namespace crashpad {
 
 namespace {
 
-BOOL CrashpadInitializeCriticalSectionEx(
+bool CrashpadInitializeCriticalSectionEx(
     CRITICAL_SECTION* critical_section,
     DWORD spin_count,
     DWORD flags) {
   static const auto initialize_critical_section_ex =
       GET_FUNCTION_REQUIRED(L"kernel32.dll", ::InitializeCriticalSectionEx);
-  bool ret =
+  BOOL ret =
       initialize_critical_section_ex(critical_section, spin_count, flags);
   if (!ret) {
     PLOG(ERROR) << "InitializeCriticalSectionEx";
diff --git a/util/win/exception_handler_server.cc b/util/win/exception_handler_server.cc
index 304319b7..aba3ffa0 100644
--- a/util/win/exception_handler_server.cc
+++ b/util/win/exception_handler_server.cc
@@ -450,7 +450,7 @@ DWORD __stdcall ExceptionHandlerServer::PipeServiceProc(void* ctx) {
   DCHECK(service_context);
 
   for (;;) {
-    bool ret = ConnectNamedPipe(service_context->pipe(), nullptr);
+    bool ret = !!ConnectNamedPipe(service_context->pipe(), nullptr);
     if (!ret && GetLastError() != ERROR_PIPE_CONNECTED) {
       PLOG(ERROR) << "ConnectNamedPipe";
     } else if (ServiceClientConnection(*service_context)) {
@@ -491,7 +491,7 @@ void __stdcall ExceptionHandlerServer::OnNonCrashDumpEvent(void* ctx, BOOLEAN) {
       client->non_crash_exception_information_address(),
       client->debug_critical_section_address());
 
-  bool result = SetEvent(client->non_crash_dump_completed_event());
+  bool result = !!SetEvent(client->non_crash_dump_completed_event());
   PLOG_IF(ERROR, !result) << "SetEvent";
 }
 
diff --git a/util/win/process_info.cc b/util/win/process_info.cc
index 1478d044..cdc27b1e 100644
--- a/util/win/process_info.cc
+++ b/util/win/process_info.cc
@@ -59,7 +59,7 @@ bool IsProcessWow64(HANDLE process_handle) {
     PLOG(ERROR) << "IsWow64Process";
     return false;
   }
-  return is_wow64;
+  return !!is_wow64;
 }
 
 template <class T>
diff --git a/util/win/process_info_test.cc b/util/win/process_info_test.cc
index 81e5613e..c997d499 100644
--- a/util/win/process_info_test.cc
+++ b/util/win/process_info_test.cc
@@ -50,7 +50,7 @@ bool IsProcessWow64(HANDLE process_handle) {
     PLOG(ERROR) << "IsWow64Process";
     return false;
   }
-  return is_wow64;
+  return !!is_wow64;
 }
 
 void VerifyAddressInInCodePage(const ProcessInfo& process_info,