@John Smith I can't really advise you as I'm not familiar with the procedure.

I am sure a professional intermediary has dealt with this issue and has developed procedures for this situation.

HiMy friend has a property in Pueblo Colorado.His tenant has been paying late since the beginning of his lease in March, hasn’t paid October saying he was laid off due to COVID19.A local attorney said that if My friend starts an eviction procedure, the tenant may claim in court that he is unemployed due to COVID and will be homeless if evicted, in which case the court will allow the tenant to stay.Does anyone here has an idea or success with evicting a non paying tenant these days?

Every process, procedure and methodology has to be fully fleshed out and cut-n-paste or they wander around in the wilderness accomplishing nothing. 

The owner has a tenant who is using the property as a dental office but he hasn’t paid in almost 5 years.

If an applicant is going to have a hard time coming up with the money for the application ... do the math ... they will have a hard time paying too.Lots of renters know that they won't pass anybody's screening procedure, so they are hoping to find somebody who isn't looking into their background.

Most of the time there is no cause for conflict of course, and any time that there is a rental issue that ends up in court the landlord should re-examine their screening and operating procedures to see how future problems can be avoided.  

Just be sure to follow the eviction procedures EXACTLY as they are described on the court website for you jurisdiction: serve the notices exactly as the court requires usually posting them as well as sending a certified letter, don’t deviate from the court website instructions, don’t accept partial payments, don’t do anything stupid like “self-eviction” stuff changing the locks, strong arming, threatening, moving them out when they’re at work etc., and you should be fine.

Landlords can apply for EIDL as detailed in SBA's standard procedure for disaster loans. 

We have an auto responder that sends out:\Confirmation of instant booking email with dates and promise of additional info closer to check-inConfirmation or booking request with a promise to review it and get back to themPre check-in instructions (3 days before arrival)Follow up the afternoon of first day of stay to ask if every is going well with their stayReminder of check out time and procedures 24 hours before departureThanks for your stay and reminder to leave review 2 days after stay is complete.These emails take care of 95% of guest communication.