diff --git a/src/platform/shell.go b/src/platform/shell.go
index d2031dad..5f28f359 100644
--- a/src/platform/shell.go
+++ b/src/platform/shell.go
@@ -416,6 +416,7 @@ func (env *Shell) HasFiles(pattern string) bool {
 	matches, err := fs.Glob(fileSystem, pattern)
 	if err != nil {
 		env.Error(err)
+		env.Debug("false")
 		return false
 	}
 	for _, match := range matches {
@@ -423,8 +424,10 @@ func (env *Shell) HasFiles(pattern string) bool {
 		if err != nil || file.IsDir() {
 			continue
 		}
+		env.Debug("true")
 		return true
 	}
+	env.Debug("false")
 	return false
 }
 
@@ -434,6 +437,7 @@ func (env *Shell) HasFilesInDir(dir, pattern string) bool {
 	matches, err := fs.Glob(fileSystem, pattern)
 	if err != nil {
 		env.Error(err)
+		env.Debug("false")
 		return false
 	}
 	hasFilesInDir := len(matches) > 0
diff --git a/src/segments/docker.go b/src/segments/docker.go
index ac1308c7..53c8c247 100644
--- a/src/segments/docker.go
+++ b/src/segments/docker.go
@@ -60,14 +60,16 @@ func (d *Docker) Enabled() bool {
 	// Check if there is a file named `$HOME/.docker/config.json` or `$DOCKER_CONFIG/config.json`
 	// Return the current context if it is not empty and not `default`
 	for _, f := range d.configFiles() {
-		if !d.env.HasFiles(f) {
+		data := d.env.FileContent(f)
+		if len(data) == 0 {
 			continue
 		}
-		data := d.env.FileContent(f)
+
 		var cfg DockerConfig
 		if err := json.Unmarshal([]byte(data), &cfg); err != nil {
 			continue
 		}
+
 		if len(cfg.CurrentContext) > 0 && cfg.CurrentContext != "default" {
 			d.Context = cfg.CurrentContext
 			return true