What Would You Do In My Shoes?

[TinyEvel]

Did you say his device on his car is one where he has to blow sober to start it?

If so, there's you answer right there. Alcoholics will always spend money on alcohol first. We had some renters -- 'friends" -- who got behind on rent. one month, then two, then three. Then they paid half a month, then were four months behind. I was not near the house otherwise I would've paid them a visit.

Once we evicted them I went to the house. The number of booze, wine and beer bottles filled three large trash bins, with some left over. the place had so many empty bottles in the laundry room it looked like a fricken carnival ring toss game.

No leniency otherwise you're just enabling.
But i'd be supportive. Sounds like he does need help. Help him help you.