Clarke
Be his friend. Be mindful of what he's feeling. I had a friend once, more like a brother than anything else, and I loved him dearly. I was blind to his suffering, more indifferent to his emotions than I should have been. In the end, he succumbed to the Dark Side and I was powerless to save him. He was lost to me in a way I wouldn't wish on anyone.
If you cannot remind him, if he's too far gone, then you'll need training. He won't be your friend any longer.