Hey BP, I'm new to Bigger Pockets and wanted to give some life to my account.

I've spent most of my life in the Construction and Skilled Trades fields. 

Sounds like you want him out now and money motivates a lot of people.Make it contingent on the condo being in good condition and professionally cleaned so that the expectation is set before handing him over any money.

I life in the SF bay area.   

The outcome depends on the condition of the tree and the new cost to the new owner   No legal advice given just my opinion

That is a question for a contractor to actually look at the chimney and see what condition it is in and whether the house is stable enough for it to be removed.

They also come with commercial loan terms/conditions...

Since then, I have had a couple life changes (grown daughter moved out and broke off my relationship). 

My experience:  (1) The life expectancy of carpet in a rent house could be a short as 6 months or 1 year, (2) in an attempt to harden and tenant proof my rent houses, I use a lot of vinyl and wood laminate plank, (3) Vinyl or wood plank lasts much, much longer than carpet and (4) the prices quoted to you for vinyl or wood planking in the Houston area seems ridiculously high for a standard size (square foot) duplex.

The tenants did not acknowledge any issues they are having and my take away is current owner is hands-on based on the condition of the property.