diff --git a/pkg/supervisor/logwriter.go b/pkg/supervisor/logwriter.go
new file mode 100644
index 000000000000..0e91780a9baa
--- /dev/null
+++ b/pkg/supervisor/logwriter.go
@@ -0,0 +1,98 @@
+/*
+Copyright 2022 k0s authors
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package supervisor
+
+import (
+	"bytes"
+	"unicode/utf8"
+
+	"github.com/sirupsen/logrus"
+)
+
+// logWriter implements [io.Writer] by forwarding whole lines to log. In case
+// the lines get too long, it logs them in multiple chunks.
+//
+// This is in contrast to logrus's implementation of io.Writer, which simply
+// errors out if the log line gets longer than 64k.
+type logWriter struct {
+	log     logrus.FieldLogger // receives (possibly chunked) log lines
+	buf     []byte             // buffer in which to accumulate chunks; len(buf) determines the chunk length
+	len     int                // current buffer length
+	chunkNo uint               // current chunk number; 0 means "no chunk"
+}
+
+// Write implements [io.Writer].
+func (w *logWriter) Write(in []byte) (int, error) {
+	w.writeBytes(in)
+	return len(in), nil
+}
+
+func (w *logWriter) writeBytes(in []byte) {
+	// Fill and drain buffer with available data until everything has been consumed.
+	for rest := in; len(rest) > 0; {
+
+		n := copy(w.buf[w.len:], rest) // fill buffer with new input data
+		rest = rest[n:]                // strip copied input data
+		w.len += n                     // increase buffer length accordingly
+
+		// Loop over buffer as long as there are newlines in it
+		for off := 0; ; {
+			idx := bytes.IndexRune(w.buf[off:w.len], '\n')
+
+			// Discard already logged chunks and break if no newline left
+			if idx < 0 {
+				if off > 0 {
+					w.len = copy(w.buf, w.buf[off:w.len])
+				}
+				break
+			}
+
+			// Strip trailing carriage returns
+			line := bytes.TrimRight(w.buf[off:off+idx], "\r")
+
+			if w.chunkNo == 0 {
+				w.log.Infof("%s", line)
+			} else {
+				if len(line) > 0 {
+					w.log.WithField("chunk", w.chunkNo+1).Infof("%s", line)
+				}
+				w.chunkNo = 0
+			}
+
+			off += idx + 1 // advance read offset behind the newline
+		}
+
+		// Issue a chunked log entry in case the buffer is full
+		if w.len == len(w.buf) {
+			// Try to chunk at UTF-8 rune boundaries
+			len := w.len
+			for i := 0; i < utf8.MaxRune && i < w.len; i++ {
+				if r, _ := utf8.DecodeLastRune(w.buf[:w.len-i]); r != utf8.RuneError {
+					len = len - i
+					break
+				}
+			}
+
+			// Strip trailing carriage returns
+			line := bytes.TrimRight(w.buf[:len], "\r")
+
+			w.log.WithField("chunk", w.chunkNo+1).Infof("%s", line)
+			w.chunkNo++                      // increase chunk number
+			w.len = copy(w.buf, w.buf[len:]) // discard logged bytes
+		}
+	}
+}
diff --git a/pkg/supervisor/logwriter_test.go b/pkg/supervisor/logwriter_test.go
new file mode 100644
index 000000000000..4e96f0470bf7
--- /dev/null
+++ b/pkg/supervisor/logwriter_test.go
@@ -0,0 +1,108 @@
+/*
+Copyright 2022 k0s authors
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package supervisor
+
+import (
+	"testing"
+
+	logtest "github.com/sirupsen/logrus/hooks/test"
+	"github.com/stretchr/testify/assert"
+)
+
+func TestLogWriter(t *testing.T) {
+	type entry struct {
+		chunk uint
+		msg   string
+	}
+
+	for _, test := range []struct {
+		name    string
+		bufSize int
+		in      []string
+		out     []entry
+	}{
+		{"empty_write", 3,
+			[]string{""},
+			[]entry{}},
+		{"single_line", 3,
+			[]string{"ab\n"},
+			[]entry{{0, "ab"}}},
+		{"exact_lines", 3,
+			[]string{"abc\n", "def\n"},
+			[]entry{{1, "abc"}, {1, "def"}}},
+		{"multi_line", 3,
+			[]string{"ab\ncd\n"},
+			[]entry{{0, "ab"}, {0, "cd"}}},
+		{"overlong_lines", 3,
+			[]string{"abcd\nef\n"},
+			[]entry{{1, "abc"}, {2, "d"}, {0, "ef"}}},
+		{"overlong_lines_2", 3,
+			[]string{"abcd\ne", "f", "\n"},
+			[]entry{{1, "abc"}, {2, "d"}, {0, "ef"}}},
+		{"unterminated_consecutive_writes_4", 3,
+			[]string{"ab", "cd"},
+			[]entry{{1, "abc"}}},
+		{"unterminated_consecutive_writes_6", 3,
+			[]string{"ab", "cd", "ef"},
+			[]entry{{1, "abc"}, {2, "def"}}},
+		{"unterminated_consecutive_writes_8", 3,
+			[]string{"ab", "cd", "ef", "gh"},
+			[]entry{{1, "abc"}, {2, "def"}}},
+		{"unterminated_consecutive_writes_10", 3,
+			[]string{"ab", "cd", "ef", "gh", "ij"},
+			[]entry{{1, "abc"}, {2, "def"}, {3, "ghi"}}},
+		{"long_buffer_short_lines", 16,
+			[]string{"a\nb\nc\n"},
+			[]entry{{0, "a"}, {0, "b"}, {0, "c"}}},
+		{"utf8", 26, // would split after the third byte of 🫣
+			[]string{"this is four bytes: >>>🫣\n<<<\n"},
+			[]entry{{1, "this is four bytes: >>>"}, {2, "🫣"}, {0, "<<<"}}},
+		{"strips_carriage_returns", 5,
+			[]string{"abc\r\ndef\r\n"},
+			[]entry{{0, "abc"}, {0, "def"}}},
+	} {
+		t.Run(test.name, func(t *testing.T) {
+			log, logs := logtest.NewNullLogger()
+			underTest := logWriter{log: log, buf: make([]byte, test.bufSize)}
+
+			for _, line := range test.in {
+				underTest.writeBytes([]byte(line))
+			}
+
+			remaining := logs.AllEntries()
+
+			for i, line := range test.out {
+				if !assert.NotEmpty(t, remaining, "Expected additional log entry: %s", line) {
+					continue
+				}
+
+				chunk, isChunk := remaining[0].Data["chunk"]
+				assert.Equal(t, line.chunk != 0, isChunk, "Log entry %d chunk mismatch", i)
+				if isChunk {
+					assert.Equal(t, line.chunk, chunk, "Log entry %d differs in chunk", i)
+				}
+
+				assert.Equal(t, line.msg, remaining[0].Message, "Log entry %d differs in message", i)
+				remaining = remaining[1:]
+			}
+
+			for _, entry := range remaining {
+				assert.Fail(t, "Unexpected log entry", "%s", entry.Message)
+			}
+		})
+	}
+}
diff --git a/pkg/supervisor/supervisor.go b/pkg/supervisor/supervisor.go
index 281201720963..aff432045560 100644
--- a/pkg/supervisor/supervisor.go
+++ b/pkg/supervisor/supervisor.go
@@ -59,7 +59,7 @@ type Supervisor struct {
 
 	cmd            *exec.Cmd
 	done           chan bool
-	log            *logrus.Entry
+	log            logrus.FieldLogger
 	mutex          sync.Mutex
 	startStopMutex sync.Mutex
 	cancel         context.CancelFunc
@@ -182,8 +182,15 @@ func (s *Supervisor) Supervise() error {
 				// get signals sent directly to parent.
 				s.cmd.SysProcAttr = DetachAttr(s.UID, s.GID)
 
-				s.cmd.Stdout = s.log.Writer()
-				s.cmd.Stderr = s.log.Writer()
+				const maxLogChunkLen = 16 * 1024
+				s.cmd.Stdout = &logWriter{
+					log: s.log.WithField("stream", "stdout"),
+					buf: make([]byte, maxLogChunkLen),
+				}
+				s.cmd.Stderr = &logWriter{
+					log: s.log.WithField("stream", "stderr"),
+					buf: make([]byte, maxLogChunkLen),
+				}
 
 				err = s.cmd.Start()
 			}