diff --git a/core/os/device/remotessh/commands.go b/core/os/device/remotessh/commands.go
index 62082e5142..a1e35cc80c 100644
--- a/core/os/device/remotessh/commands.go
+++ b/core/os/device/remotessh/commands.go
@@ -22,6 +22,7 @@ import (
 	"net"
 	"os"
 	"path"
+	"runtime"
 	"strings"
 	"sync"
 
@@ -185,8 +186,16 @@ func (b binding) PushFile(ctx context.Context, source, dest string) error {
 	if err != nil {
 		return err
 	}
+	mode := permission.Mode()
+	// If we are on windows pushing to Linux, we lose the executable
+	// bit, get it back.
+	if (b.os == device.Linux ||
+		b.os == device.OSX) &&
+		runtime.GOOS == "windows" {
+		mode |= 0550
+	}
 
-	return b.WriteFile(ctx, infile, permission.Mode(), dest)
+	return b.WriteFile(ctx, infile, mode, dest)
 }
 
 // doTunnel tunnels a single connection through the SSH connection.
@@ -287,7 +296,7 @@ func (b binding) GetEnv(ctx context.Context) (*shell.Env, error) {
 // ListExecutables returns the executables in a particular directory as given by path
 func (b binding) ListExecutables(ctx context.Context, inPath string) ([]string, error) {
 	if inPath == "" {
-		inPath = "."
+		inPath = b.GetURIRoot()
 	}
 	files, err := b.Shell("find", `"`+inPath+`"`, "-mindepth", "1", "-maxdepth", "1", "-type", "f", "-executable", "-printf", `%f\\n`).Call(ctx)
 	if err != nil {
@@ -305,7 +314,7 @@ func (b binding) ListExecutables(ctx context.Context, inPath string) ([]string,
 // ListDirectories returns a list of directories rooted at a particular path
 func (b binding) ListDirectories(ctx context.Context, inPath string) ([]string, error) {
 	if inPath == "" {
-		inPath = "."
+		inPath = b.GetURIRoot()
 	}
 	dirs, err := b.Shell("find", `"`+inPath+`"`, "-mindepth", "1", "-maxdepth", "1", "-type", "d", "-printf", `%f\\n`).Call(ctx)
 	if err != nil {
@@ -346,3 +355,7 @@ func (b binding) IsDirectory(ctx context.Context, inPath string) (bool, error) {
 func (b binding) GetWorkingDirectory(ctx context.Context) (string, error) {
 	return b.Shell("pwd").Call(ctx)
 }
+
+func (b binding) GetURIRoot() string {
+	return "/"
+}
diff --git a/core/os/device/remotessh/device.go b/core/os/device/remotessh/device.go
index 27c8171bdf..df46993af0 100644
--- a/core/os/device/remotessh/device.go
+++ b/core/os/device/remotessh/device.go
@@ -26,6 +26,7 @@ import (
 
 	"github.com/golang/protobuf/jsonpb"
 	"github.com/google/gapid/core/app/layout"
+	"github.com/google/gapid/core/log"
 	"github.com/google/gapid/core/os/device"
 	"github.com/google/gapid/core/os/device/bind"
 	"github.com/google/gapid/core/os/shell"
@@ -196,12 +197,20 @@ func GetConnectedDevice(ctx context.Context, c Configuration) (Device, error) {
 		return nil, err
 	}
 
-	devInfo, err := b.Shell("./device-info").In(dir).Call(ctx)
+	stderr := bytes.Buffer{}
+	stdout := bytes.Buffer{}
+
+	err = b.Shell("./device-info").In(dir).Capture(&stdout, &stderr).Run(ctx)
 
 	if err != nil {
 		return nil, err
 	}
 
+	if stderr.String() != "" {
+		log.W(ctx, "Deviceinfo succeeded, but returned error string %s", stderr.String())
+	}
+	devInfo := stdout.String()
+
 	var device device.Instance
 
 	if err := jsonpb.Unmarshal(bytes.NewReader([]byte(devInfo)), &device); err != nil {