Two Questions for NYS Property Managers

[Joe Cicero]

Hi all, I currently have two buildings/ five units under management in Rochester NY and am seeking advice for separate tenant issues in each building:

1) Tenant in a two bedroom is behind on rent. His lease expires at the end of this month and he is leaving, while his roommate (who is in good standing) plans to stay. I already plan to hold on to the departing tenant's down payment, but am wondering if his roommate's contribution is also at risk? If so, I figure its a good incentive to get the departing tenant to make us whole. Thoughts?

2) We inherited another tenant who has been challenging to deal with. Her lease is month-to-month, and we are ready to move on. Any suggestions on how best to proceed to minimize our losses? How does the recent rent control/ tenant protection legislation affect our approach?