There are also opportunities' for Ski leases in the winter and summer.

Watch the gas usage in the winter when the heater is used as it will increase.You could do a schedule for Higher gas and water consumption months. 

Quote from @Marc Winter: @Aaron Williams, the questions should be: how deep are your pockets?

Set recurring reminders like winterizing sprinklers, emailing tenant reminders about checking smoke detectors, etc.

On REOs, HUDs, VAs and other you can get inside but most of the time the utilities are shut off, and heat has been off for a long time at least one winter, in some cases more than one winter and are possible freeze damage to water pipes, hot water heat pipes and even boilers/hotwater heaters. 

And that get's even more confirmed when you look at home prices long term, like since WW2.It's like: I don't know if we are going to have snow for Christmas, or how much snow exactly it will be, but it's Wisconsin and so it's pretty safe to predict (even though maybe not 100%) we are going to have snow at some point next winter and the total accumulation is going to be probably around 30-50 inches.My operating assumption is that home prices are going to double (again) over the next ten years, just like the did over the last 10.

Last year was a slow year for airbnb and I was considering switching it back to LTR but this year has been high occupancy and bringing in $3000s in summer and $2000s in fall/winter, huge jump. 

I went the same route as you, studying for my real estate salesperson exam over the course of the previous summer and fall, eventually obtaining my license over winter break.

Also, a good leather briefcase, like this one, makes you look like you know your business.

I'm down south for the winter, but will be looking to put it together when I get back.