Is setting two parent permissions possible permissions.yml?

I am currently learning about the permissions part of bukkit and I am stuck with this problem. I am testing out a rank type permission where the owner can access all and members does not and here is my permissions.yml file:

Code:

server:
    head.*:
        description: You are the server operator.You can do anything.
        children:
            head.swap: true
            head.manhunt: true
            head.plugin_manager: true
            head.share_damage: true
            member: true
    head.swap:
        description: Allows you to launch /deathswap command.
        default: op
    head.manhunt:
        description: Allows you to launch /manhunt command.
        default: op
    head.plugin_manager:
        description: Allows you to manage server's plugins.
        default: op
    head.share_damage:
        description: Allows you to launch /sharedamage command.
        default: op
  
    member.*:
        description: You are a member of a server.
        children:
            member.survival: true
            member.creative: true
    member.survival:
        description: You are permitted to play in survival mode.
        default: true
    member.creative:
        description: You are permitted to play in creative mode.
        default: true

To know if my permissions.yml is working I tried making a class which changes the the format in chat depending on the rank you have. Below is my listener.

Code:

@EventHandler
    public void onChat(AsyncPlayerChatEvent event){
        Player player = event.getPlayer();
        if(player.hasPermission("head")){
            event.setFormat(ownerFormat);
            return;
        }
        else if(player.hasPermission("member")){
            event.setFormat(memberFormat);
            return;
        }
    }   

The problem here is when it checks if a player has a permission of member it produces false and does not format the chat. But when I make myself an operator the formatting works. I tried setting the default to not-op(still does not work). I tried removing the children of member permission and still no luck.