If it seems excessive or unreasonable, I reach out to guest first for reimbursement, then Aircover kicks in.

The cons as i see it include loosing the 2 of 5 year cap gain exception, typically not an ideal rental because the emphasis at purchase was buying a good home for your family and not a rental with optimal return (my ex-home consistently has the lowest cash flow for equity in my RE portfolio), not disconnected enough from the property causes addition angst on damage and may result in over improvement.  

@Avery Oblepias in general, paying for something you can learn online, is really paying for convenience and discipline.It's no different than paying for a personal trainer at a gym.Regarding S8, it's a pretty basic program that $5k seems a bit excessive for.Maybe, $1500?

I do deals with friend and family and they are loose because I trust them. 

I have never seen a judge turn down a request for more time for a qualified sale, unless the homeowner has already abused the system for excessive periods of time.

I don't look at this like loosing a member.

so he has an initial negative equity in excess of $100k.so -$100k / (a very small cash flow when properly allocating for expenses and vacancy) equals years before there is any cash flow.  

When you go to sell, Montvale requires a certificate of occupancy so this issue has to be resolved in advance of a sale.Although I am not a lender, I assume you will not be approved for an owner-occupied mortgage on 5-units if it is a legal 4-unit without some type of mortgage fraud whether in reported rents, units, or another legal document or representation (very very large issue from a legal perspective with multiple arrests in the last year for anyone playing fast and loose).As far as the DCA, I would recommend coordinating your work with the city with the DCA.

So while I have family nearby I want to minimize excess wear and tear because 1.

We all will have our own opinions but end of day it is up to you if you value $10,000 as.I was booted from the FB page because I dared to explain why some of the things his students, and I use that term very loosely, were espousing were simply illegal.