My experience representing wealthy client is that you don't want to be the person worth millions of dollars in some lawsuit against someone worth almost nothing.

While the tenant can always declare bankruptcy for money they owe you, engaging in illegal activity against a tenant could easily result in you owing that person far more than the nuisance and lost rent from them living in your backyard.

Reality is the landlord has a lot more to lose than the tenant, so what you're describing is completely impractical.