diff --git a/cli/main.go b/cli/main.go
index 10e50f13..04e92fca 100644
--- a/cli/main.go
+++ b/cli/main.go
@@ -150,7 +150,7 @@ func main() {
 
 	currentContext, err := determineCurrentContext(opts.Context, configDir)
 	if err != nil {
-		fatal(errors.New("unable to determine current context"))
+		fatal(errors.Wrap(err, "unable to determine current context"))
 	}
 
 	s, err := store.New(store.WithRoot(configDir))
diff --git a/config/config.go b/config/config.go
index 49058a7d..f55a6f7f 100644
--- a/config/config.go
+++ b/config/config.go
@@ -99,7 +99,7 @@ func loadFile(path string, dest interface{}) error {
 		return errors.Wrap(err, "unable to read config file")
 	}
 	err = json.Unmarshal(data, dest)
-	return errors.Wrap(err, "unable to unmarshal config")
+	return errors.Wrap(err, "unable to unmarshal config file "+path)
 }
 
 func configFilePath(dir string) string {