Basically, the seller told you to communicate with his agent (not to contact him directly), so please do that. 

Also I communicated with Todd (the owner) regarding no progress with tenants . 

Of the three you listed, one of them was involved in my evictions, back when I still had management companies and I was not thrilled with communication.

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I totally agree and will say that I communicate proactively with my tenants and provide examples of the increasing costs of property taxes, insurance and repair costs (labor and materials).My theme to them is “we must raise rents to keep pace with rising costs, but we are doing the minimum increase as we want to retain you our valuable tenant”..

All of these can be very lucrative but you have to get into the right marketing channels. 

We just had an eviction thrown out from over a year ago on a property we manage, (eviction was not done by us) the judge communicated that an eviction is only to remove tenant from the premise and restore your possession. 3) I'm not sure there's a perfect answer here but what we do is include a clause in our lease that we will move the items to storage for 30 days and the tenant can pick them up at their cost. 4) May be worth it but most of the time it is not in my experience.

I’m all for working with someone and meeting them where they to a degree, but something we’ve encountered is just simple lack of communication.

Increase exposure (more booking channels), lower price. 

A good tenant will always be a good tenant if you are fair and communicate with them.