diff --git a/client/lib/fifo/fifo_test.go b/client/lib/fifo/fifo_test.go
index 3322441a4de4..ae9ac1828623 100644
--- a/client/lib/fifo/fifo_test.go
+++ b/client/lib/fifo/fifo_test.go
@@ -20,6 +20,7 @@ import (
 func TestFIFO(t *testing.T) {
 	require := require.New(t)
 	var path string
+	var reader io.ReadCloser
 
 	if runtime.GOOS == "windows" {
 		path = "//./pipe/fifo"
@@ -31,9 +32,8 @@ func TestFIFO(t *testing.T) {
 		path = filepath.Join(dir, "fifo")
 	}
 
-	reader, err := CreateAndRead(path)
+	openFn, err := CreateAndRead(path)
 	require.NoError(err)
-
 	toWrite := [][]byte{
 		[]byte("abc\n"),
 		[]byte(""),
@@ -53,6 +53,9 @@ func TestFIFO(t *testing.T) {
 			return
 		}
 
+		reader, err = openFn()
+		require.NoError(err)
+
 		_, err = io.Copy(&readBuf, reader)
 		assert.NoError(t, err)
 	}()
@@ -80,6 +83,7 @@ func TestFIFO(t *testing.T) {
 func TestWriteClose(t *testing.T) {
 	require := require.New(t)
 	var path string
+	var reader io.ReadCloser
 
 	if runtime.GOOS == "windows" {
 		path = "//./pipe/" + uuid.Generate()[:4]
@@ -91,7 +95,7 @@ func TestWriteClose(t *testing.T) {
 		path = filepath.Join(dir, "fifo")
 	}
 
-	reader, err := CreateAndRead(path)
+	openFn, err := CreateAndRead(path)
 	require.NoError(err)
 
 	var readBuf bytes.Buffer
@@ -105,6 +109,9 @@ func TestWriteClose(t *testing.T) {
 			return
 		}
 
+		reader, err = openFn()
+		require.NoError(err)
+
 		_, err = io.Copy(&readBuf, reader)
 		assert.NoError(t, err)
 	}()
diff --git a/client/lib/fifo/fifo_unix.go b/client/lib/fifo/fifo_unix.go
index 28ac4e1d0049..1533b0beec73 100644
--- a/client/lib/fifo/fifo_unix.go
+++ b/client/lib/fifo/fifo_unix.go
@@ -15,13 +15,15 @@ import (
 //
 // It returns a reader open function that may block until a writer opens
 // so it's advised to run it in a goroutine different from reader goroutine
-func CreateAndRead(path string) (io.ReadCloser, error) {
+func CreateAndRead(path string) (func() (io.ReadCloser, error), error) {
 	// create first
 	if err := mkfifo(path, 0600); err != nil && !os.IsExist(err) {
 		return nil, fmt.Errorf("error creating fifo %v: %v", path, err)
 	}
 
-	return os.OpenFile(path, unix.O_RDONLY, os.ModeNamedPipe)
+	return func() (io.ReadCloser, error) {
+		return os.OpenFile(path, unix.O_RDONLY, os.ModeNamedPipe)
+	}, nil
 }
 
 func OpenReader(path string) (io.ReadCloser, error) {
diff --git a/client/lib/fifo/fifo_windows.go b/client/lib/fifo/fifo_windows.go
index a3d158d5ab57..b5ee709539ea 100644
--- a/client/lib/fifo/fifo_windows.go
+++ b/client/lib/fifo/fifo_windows.go
@@ -69,7 +69,7 @@ func (f *winFIFO) Close() error {
 
 // CreateAndRead creates a fifo at the given path and returns an io.ReadCloser open for it.
 // The fifo must not already exist
-func CreateAndRead(path string) (io.ReadCloser, error) {
+func CreateAndRead(path string) (func() (io.ReadCloser, error), error) {
 	l, err := winio.ListenPipe(path, &winio.PipeConfig{
 		InputBufferSize:  PipeBufferSize,
 		OutputBufferSize: PipeBufferSize,
@@ -78,8 +78,10 @@ func CreateAndRead(path string) (io.ReadCloser, error) {
 		return nil, err
 	}
 
-	return &winFIFO{
-		listener: l,
+	return func() (io.ReadCloser, error) {
+		return &winFIFO{
+			listener: l,
+		}, nil
 	}, nil
 }
 
diff --git a/client/logmon/logmon.go b/client/logmon/logmon.go
index f40b6801eb4d..7bb193f1b4e2 100644
--- a/client/logmon/logmon.go
+++ b/client/logmon/logmon.go
@@ -3,6 +3,7 @@ package logmon
 import (
 	"fmt"
 	"io"
+	"os"
 	"strings"
 	"sync"
 	"time"
@@ -200,14 +201,19 @@ func (l *logRotatorWrapper) isRunning() bool {
 func newLogRotatorWrapper(path string, logger hclog.Logger, rotator *logging.FileRotator) (*logRotatorWrapper, error) {
 	logger.Info("opening fifo", "path", path)
 
-	var reader io.ReadCloser
-	var openErr, createErr error
-	reader, openErr = fifo.OpenReader(path)
-	if openErr != nil {
-		reader, createErr = fifo.CreateAndRead(path)
+	var openFn func() (io.ReadCloser, error)
+	var err error
+
+	if _, ferr := os.Stat(path); os.IsNotExist(ferr) {
+		openFn, err = fifo.CreateAndRead(path)
+	} else {
+		openFn = func() (io.ReadCloser, error) {
+			return fifo.OpenReader(path)
+		}
 	}
-	if openErr != nil && createErr != nil {
-		return nil, fmt.Errorf("failed to create fifo for extracting logs:\n- %v\n- %v", createErr, openErr)
+
+	if err != nil {
+		return nil, fmt.Errorf("failed to create fifo for extracting logs: %v", err)
 	}
 
 	wrap := &logRotatorWrapper{
@@ -218,19 +224,25 @@ func newLogRotatorWrapper(path string, logger hclog.Logger, rotator *logging.Fil
 		logger:            logger,
 	}
 
-	wrap.processOutReader = reader
-	close(wrap.openCompleted)
-
-	wrap.start(reader)
+	wrap.start(openFn)
 	return wrap, nil
 }
 
 // start starts a goroutine that copies from the pipe into the rotator. This is
 // called by the constructor and not the user of the wrapper.
-func (l *logRotatorWrapper) start(reader io.ReadCloser) {
+func (l *logRotatorWrapper) start(openFn func() (io.ReadCloser, error)) {
 	go func() {
 		defer close(l.hasFinishedCopied)
-		_, err := io.Copy(l.rotatorWriter, reader)
+
+		reader, err := openFn()
+		close(l.openCompleted)
+		if err != nil {
+			l.logger.Warn("failed to open fifo", "error", err)
+			return
+		}
+		l.processOutReader = reader
+
+		_, err = io.Copy(l.rotatorWriter, reader)
 		if err != nil {
 			l.logger.Warn("failed to read from log fifo", "error", err)
 			// Close reader to propagate io error across pipe.