Regardless, I'd not renew him upon renewal.

Every three years at lease renewal have them submit a new rental application (waive the fee).

If it clearly states no smoking in or around the premises, then you can fine them (depending on your state restrictions, maybe even per diem), this may incentivize them to quit or place their notice to vacate or you can offer them a non-renewal when the time comes. 

What is involved with the Lease Renewal Fee?

Does your PM company ever charge extra for things like placing new tenants, renovations or renewing leases?

What is great is they also setup the portal for employees every year to update / renew etc.

Lincoln City Oregon has done the same, effectively reducing the number of VRD/STR permits by nearly half through attrition (sales) or non renewals. - Areas such as Tillamook county Oregon divided their cities into sections with the number of permits in each city or region Capped at a certain number.

And, I would send notice of non renewal to the perpetually late resident, which is a judgment call based on my experience that late payers end up as non payers in many cases. 

Then do similar cash out again when DST renew, staggering DST's.We don't need legacy just income to live.  

Instead they renewed the contracts for a year.