If there is a problem and it can be fixed within that time, I work on fixing it so then when he goes to sell their won;t be an issue and his buyer can get a mortgage.

I prefer a more conservative exit, particularly 5-10 years out.I typically review the stress test IRRs at varying exit caps and see if the asset will perform at more conservative exit caps (and many of these properties should be fine even at levels above +100 bps).I invest with a self storage operator who typically models exit caps that are 150 (sometimes 200) bps higher than current market cap rates...with an exit in six years; so, +25 bps per year rather than +10 bps. 

I'd rather live in a small home than feel stressed financially.A lot of it has to do with what you are comfortable with financially, what your income situation looks like, and what your long term objectives are.

Study the numbers and how they interact with each other.... then stress test your investment however you see fit.

https://malegislature.gov/Laws/GeneralLaws/PartI/T...

For example, this part of Roxbury (Fort Point) would comp to Mission Hill and JP but not further south and east towards Dorchester as it is further from the T and rent is less. 2.

The daily deal mls searching and reading about other strategies to invest for passive income is causing some undesirable stress in my life.

Don't buy real estate as a hobby take up yoga or something it's less expensive and relieves stress.

@Alfredo T.

@Chris T.