I would not recommend doing that. It is better to either play the tank by yourself and let the other character run with Dungeonbuddy, or let Dungeonbuddy run both where one of them is healer and the other one is DPS. I did that with my druids, went smooth
Is there anyway for me to group up for dungeons and use Lazy Raider for my tank while I use Dungeon Buddy for my Dps/Healer?
This can be done by running either Tyreal or Lazy Raider on your tank while your DPS/Healer runs LazyBoxer setup to follow the tank/assist his target/etc. You can also run Lazy Raider on your DPS/Healer and set up "follow tank" or whatever it is, click on your tank from the list and hit "set as tank" (For this method, your DPS/Healer needs to be near and partied to your tank before starting up HB. Either way works