Well, as I told above, I'm afraid TDM is no longer what it used to be and what you expected. Basically nothing "interactive" anymore, but only "debug" stuff.
Now the clue to permanently expand your functionalities (=keep on reboot) would be to look for a (similar) monitor model officially supporting Ext.Wifi and DLNA, if any, then change model to that reference into SM. Bootup supported features are model dependent.
That implies a risk of soft-brick though (=needing EEPROM reset) if ever you set kind of not compatible model. If you decide to have a go, first think to take photos of your current SM values if you need to setup some from scratch afterwards