I lived in Rhinelander for 3 years, and bought like crazy, demand is high, but their are unique problems that come up, like winter, ice dams some years needing roofs shoveled off, and slow pay tenants are a bit more just the norm.

I'm not totally sure where this water would be coming from as the area showing the water damage is directly beneath the floor of the upper unit, but I have a hunch that whatever it is, it has something to do with all the snow/ice/etc.Asking folks with more experience than myself and have lived through Chicago winters if they have any guesses as to what the issue might be?

A good eldner will do all the residential loan products and then some...There are sort of two schools of investing:  1) go for the appreciation and if cashflow comes that fine or 2) go for the cashflow and appreciation is the "icing on the cake." 

Growth doesn't always have to be hockey-stick like ... but it can be. 

This is why I think there is a movement to go with cash flow with appreciation as the "icing on the cake" instead of the age old investing for appreciation. 

How about a bunk bed and a pool table, or air hockey or ping pong or a couple of arcade games.Best of both worlds.

Quote from @Robert Ice: Investment Info:Single-family residence buy & hold investment in Warner Robins.

I parked my car, introduced myself (break the ice), and asked if they were interested in selling to a neighbor (establish trust/find motivation).

I don't add in social security when I'm 70 -- that's icing on the cake and outside my planning parameters.The beauty of real estate and my attraction to it as a 'late comer' after running my own business and trying the 'retirement side gig' for a while is precisely what you suggest -- what if a RE portfolio would net that $33k in beer money instead?

However 20 years from now I’ll still be glad I didn’t jump out of a airplane without a parachute, go swimming in a pool of piranhas, or eat liver flavored ice cream