diff --git a/src/engine/cachingreaderchunk.cpp b/src/engine/cachingreaderchunk.cpp
index 701fb00bf50..b337786ebcc 100644
--- a/src/engine/cachingreaderchunk.cpp
+++ b/src/engine/cachingreaderchunk.cpp
@@ -72,7 +72,8 @@ mixxx::IndexRange CachingReaderChunk::bufferSampleFrames(
                     mixxx::WritableSampleFrames(
                             sourceFrameIndexRange,
                             mixxx::SampleBuffer::WritableSlice(m_sampleBuffer)));
-    DEBUG_ASSERT(m_bufferedSampleFrames.frameIndexRange() <= sourceFrameIndexRange);
+    DEBUG_ASSERT(m_bufferedSampleFrames.frameIndexRange().empty() ||
+            m_bufferedSampleFrames.frameIndexRange() <= sourceFrameIndexRange);
     return m_bufferedSampleFrames.frameIndexRange();
 }
 
diff --git a/src/sources/soundsourceflac.cpp b/src/sources/soundsourceflac.cpp
index 1a95ac168c5..bf174445703 100644
--- a/src/sources/soundsourceflac.cpp
+++ b/src/sources/soundsourceflac.cpp
@@ -143,9 +143,9 @@ ReadableSampleFrames SoundSourceFLAC::readSampleFramesClamped(
             m_sampleBuffer.clear();
             invalidateCurFrameIndex();
             if (FLAC__stream_decoder_seek_absolute(m_decoder, seekFrameIndex)) {
+                DEBUG_ASSERT(FLAC__STREAM_DECODER_SEEK_ERROR != FLAC__stream_decoder_get_state(m_decoder));
                 // Success: Set the new position
                 m_curFrameIndex = seekFrameIndex;
-                DEBUG_ASSERT(FLAC__STREAM_DECODER_SEEK_ERROR != FLAC__stream_decoder_get_state(m_decoder));
             } else {
                 // Failure
                 kLogger.warning()
@@ -179,8 +179,14 @@ ReadableSampleFrames SoundSourceFLAC::readSampleFramesClamped(
                 } else {
                     // We have already reached the beginning of the file
                     // and cannot move the seek position backwards any
-                    // further!
-                    break; // exit loop
+                    // further! As a last resort try to reset the decoder.
+                    kLogger.warning()
+                            << "Resetting decoder after seek errors";
+                    if (!FLAC__stream_decoder_reset(m_decoder)) {
+                        kLogger.critical()
+                                << "Failed to reset decoder after seek errors";
+                        break; // exit loop
+                    }
                 }
             }
         }
@@ -193,8 +199,12 @@ ReadableSampleFrames SoundSourceFLAC::readSampleFramesClamped(
                 && (precedingFrames != readSampleFramesClamped(
                         WritableSampleFrames(precedingFrames)).frameIndexRange())) {
             kLogger.warning()
-                    << "Failed to skip preceding frames"
+                    << "Resetting decoder after failure to skip preceding frames"
                     << precedingFrames;
+            if (!FLAC__stream_decoder_reset(m_decoder)) {
+                kLogger.critical()
+                        << "Failed to reset decoder after skip errors";
+            }
             // Abort
             return ReadableSampleFrames(
                     IndexRange::between(