diff --git a/internal/openvpn/logs.go b/internal/openvpn/config/logs.go
similarity index 67%
rename from internal/openvpn/logs.go
rename to internal/openvpn/config/logs.go
index c880e88d..04b66a05 100644
--- a/internal/openvpn/logs.go
+++ b/internal/openvpn/config/logs.go
@@ -1,7 +1,6 @@
-package openvpn
+package config
 
 import (
-	"context"
 	"strings"
 
 	"github.com/fatih/color"
@@ -9,48 +8,6 @@ import (
 	"github.com/qdm12/golibs/logging"
 )
 
-func (l *Loop) collectLines(ctx context.Context, done chan<- struct{},
-	stdout, stderr chan string, tunnelUpData tunnelUpData) {
-	defer close(done)
-
-	var line string
-
-	for {
-		errLine := false
-		select {
-		case <-ctx.Done():
-			// Context should only be canceled after stdout and stderr are done
-			// being written to.
-			close(stdout)
-			close(stderr)
-			return
-		case line = <-stdout:
-		case line = <-stderr:
-			errLine = true
-		}
-		line, level := processLogLine(line)
-		if line == "" {
-			continue // filtered out
-		}
-		if errLine {
-			level = logging.LevelError
-		}
-		switch level {
-		case logging.LevelDebug:
-			l.logger.Debug(line)
-		case logging.LevelInfo:
-			l.logger.Info(line)
-		case logging.LevelWarn:
-			l.logger.Warn(line)
-		case logging.LevelError:
-			l.logger.Error(line)
-		}
-		if strings.Contains(line, "Initialization Sequence Completed") {
-			l.onTunnelUp(ctx, tunnelUpData)
-		}
-	}
-}
-
 func processLogLine(s string) (filtered string, level logging.Level) {
 	for _, ignored := range []string{
 		"WARNING: you are using user/group/chroot/setcon without persist-tun -- this may cause restarts to fail",
diff --git a/internal/openvpn/logs_test.go b/internal/openvpn/config/logs_test.go
similarity index 98%
rename from internal/openvpn/logs_test.go
rename to internal/openvpn/config/logs_test.go
index 4c30332f..03c3f57d 100644
--- a/internal/openvpn/logs_test.go
+++ b/internal/openvpn/config/logs_test.go
@@ -1,4 +1,4 @@
-package openvpn
+package config
 
 import (
 	"testing"
diff --git a/internal/openvpn/config/openvpn.go b/internal/openvpn/config/openvpn.go
index 537694d2..d35b17eb 100644
--- a/internal/openvpn/config/openvpn.go
+++ b/internal/openvpn/config/openvpn.go
@@ -6,10 +6,12 @@ import (
 	"github.com/qdm12/golibs/logging"
 )
 
+var _ Interface = (*Configurator)(nil)
+
 type Interface interface {
 	VersionGetter
 	AuthWriter
-	Starter
+	Runner
 	Writer
 }
 
diff --git a/internal/openvpn/config/run.go b/internal/openvpn/config/run.go
new file mode 100644
index 00000000..6c1607f5
--- /dev/null
+++ b/internal/openvpn/config/run.go
@@ -0,0 +1,41 @@
+package config
+
+import (
+	"context"
+
+	"github.com/qdm12/gluetun/internal/configuration"
+	"github.com/qdm12/golibs/logging"
+)
+
+type Runner interface {
+	Run(ctx context.Context, errCh chan<- error, ready chan<- struct{},
+		logger logging.Logger, settings configuration.OpenVPN)
+}
+
+func (c *Configurator) Run(ctx context.Context, errCh chan<- error,
+	ready chan<- struct{}, logger logging.Logger, settings configuration.OpenVPN) {
+	stdoutLines, stderrLines, waitError, err := c.start(ctx, settings.Version, settings.Flags)
+	if err != nil {
+		errCh <- err
+		return
+	}
+
+	streamCtx, streamCancel := context.WithCancel(context.Background())
+	streamDone := make(chan struct{})
+	go streamLines(streamCtx, streamDone, logger,
+		stdoutLines, stderrLines, ready)
+
+	select {
+	case <-ctx.Done():
+		<-waitError
+		close(waitError)
+		streamCancel()
+		<-streamDone
+		errCh <- ctx.Err()
+	case err := <-waitError:
+		close(waitError)
+		streamCancel()
+		<-streamDone
+		errCh <- err
+	}
+}
diff --git a/internal/openvpn/config/start.go b/internal/openvpn/config/start.go
index 668972a6..ef982dc4 100644
--- a/internal/openvpn/config/start.go
+++ b/internal/openvpn/config/start.go
@@ -17,12 +17,7 @@ const (
 	binOpenvpn25 = "openvpn"
 )
 
-type Starter interface {
-	Start(ctx context.Context, version string, flags []string) (
-		stdoutLines, stderrLines chan string, waitError chan error, err error)
-}
-
-func (c *Configurator) Start(ctx context.Context, version string, flags []string) (
+func (c *Configurator) start(ctx context.Context, version string, flags []string) (
 	stdoutLines, stderrLines chan string, waitError chan error, err error) {
 	var bin string
 	switch version {
diff --git a/internal/openvpn/config/stream.go b/internal/openvpn/config/stream.go
new file mode 100644
index 00000000..d01b88e5
--- /dev/null
+++ b/internal/openvpn/config/stream.go
@@ -0,0 +1,53 @@
+package config
+
+import (
+	"context"
+	"strings"
+
+	"github.com/qdm12/golibs/logging"
+)
+
+func streamLines(ctx context.Context, done chan<- struct{},
+	logger logging.Logger, stdout, stderr chan string,
+	tunnelReady chan<- struct{}) {
+	defer close(done)
+
+	var line string
+
+	for {
+		errLine := false
+		select {
+		case <-ctx.Done():
+			// Context should only be canceled after stdout and stderr are done
+			// being written to.
+			close(stdout)
+			close(stderr)
+			return
+		case line = <-stdout:
+		case line = <-stderr:
+			errLine = true
+		}
+		line, level := processLogLine(line)
+		if line == "" {
+			continue // filtered out
+		}
+		if errLine {
+			level = logging.LevelError
+		}
+		switch level {
+		case logging.LevelDebug:
+			logger.Debug(line)
+		case logging.LevelInfo:
+			logger.Info(line)
+		case logging.LevelWarn:
+			logger.Warn(line)
+		case logging.LevelError:
+			logger.Error(line)
+		}
+		if strings.Contains(line, "Initialization Sequence Completed") {
+			// do not close tunnelReady in case the initialization
+			// happens multiple times without Openvpn restarting
+			tunnelReady <- struct{}{}
+		}
+	}
+}
diff --git a/internal/openvpn/helpers.go b/internal/openvpn/helpers.go
index 2d9a40f8..7484771a 100644
--- a/internal/openvpn/helpers.go
+++ b/internal/openvpn/helpers.go
@@ -8,6 +8,28 @@ import (
 	"github.com/qdm12/gluetun/internal/models"
 )
 
+// waitForError waits 100ms for an error in the waitError channel.
+func (l *Loop) waitForError(ctx context.Context,
+	waitError chan error) (err error) {
+	const waitDurationForError = 100 * time.Millisecond
+	timer := time.NewTimer(waitDurationForError)
+	select {
+	case <-ctx.Done():
+		if !timer.Stop() {
+			<-timer.C
+		}
+		return ctx.Err()
+	case <-timer.C:
+		return nil
+	case err := <-waitError:
+		close(waitError)
+		if !timer.Stop() {
+			<-timer.C
+		}
+		return err
+	}
+}
+
 func (l *Loop) crashed(ctx context.Context, err error) {
 	l.signalOrSetStatus(constants.Crashed)
 	l.logAndWait(ctx, err)
diff --git a/internal/openvpn/run.go b/internal/openvpn/run.go
index 6c330ff9..fff53642 100644
--- a/internal/openvpn/run.go
+++ b/internal/openvpn/run.go
@@ -31,29 +31,23 @@ func (l *Loop) Run(ctx context.Context, done chan<- struct{}) {
 			l.crashed(ctx, err)
 			continue
 		}
-
-		openvpnCtx, openvpnCancel := context.WithCancel(context.Background())
-
-		stdoutLines, stderrLines, waitError, err := l.openvpnConf.Start(
-			openvpnCtx, openVPNSettings.Version, openVPNSettings.Flags)
-		if err != nil {
-			openvpnCancel()
-			l.crashed(ctx, err)
-			continue
-		}
-
-		linesCollectionCtx, linesCollectionCancel := context.WithCancel(context.Background())
-		lineCollectionDone := make(chan struct{})
 		tunnelUpData := tunnelUpData{
 			portForwarding: providerSettings.PortForwarding.Enabled,
 			serverName:     serverName,
 			portForwarder:  providerConf,
 		}
-		go l.collectLines(linesCollectionCtx, lineCollectionDone,
-			stdoutLines, stderrLines, tunnelUpData)
-		closeStreams := func() {
-			linesCollectionCancel()
-			<-lineCollectionDone
+
+		openvpnCtx, openvpnCancel := context.WithCancel(context.Background())
+		waitError := make(chan error)
+		tunnelReady := make(chan struct{})
+
+		go l.openvpnConf.Run(openvpnCtx, waitError, tunnelReady,
+			l.logger, openVPNSettings)
+
+		if err := l.waitForError(ctx, waitError); err != nil {
+			openvpnCancel()
+			l.crashed(ctx, err)
+			continue
 		}
 
 		l.backoffTime = defaultBackoffTime
@@ -62,6 +56,8 @@ func (l *Loop) Run(ctx context.Context, done chan<- struct{}) {
 		stayHere := true
 		for stayHere {
 			select {
+			case <-tunnelReady:
+				go l.onTunnelUp(openvpnCtx, tunnelUpData)
 			case <-ctx.Done():
 				const pfTimeout = 100 * time.Millisecond
 				l.stopPortForwarding(context.Background(),
@@ -69,7 +65,6 @@ func (l *Loop) Run(ctx context.Context, done chan<- struct{}) {
 				openvpnCancel()
 				<-waitError
 				close(waitError)
-				closeStreams()
 				return
 			case <-l.stop:
 				l.userTrigger = true
@@ -79,7 +74,6 @@ func (l *Loop) Run(ctx context.Context, done chan<- struct{}) {
 				<-waitError
 				// do not close waitError or the waitError
 				// select case will trigger
-				closeStreams()
 				l.stopped <- struct{}{}
 			case <-l.start:
 				l.userTrigger = true
@@ -87,7 +81,6 @@ func (l *Loop) Run(ctx context.Context, done chan<- struct{}) {
 				stayHere = false
 			case err := <-waitError: // unexpected error
 				close(waitError)
-				closeStreams()
 
 				l.statusManager.Lock() // prevent SetStatus from running in parallel