The strategy I plan on utilizing once I get through the Winter season is to send a rental increase package explaining why a rent increase is needed, showing comps of current market rents (for instance, using rentometer), and offering a few different options such as a year lease at a reasonable price, a 6 month lease at a higher price, and a month to month at a slightly higher cost.

One thing you want to keep in mind is that depending on your lender there will be a seasoning period so it may take some time to get your cash out. 

Seasoned flippers often lose money so I never understood how novices think they can jump in and have a risk free profitable first project -- sorry for being harsh but why bother saying anything if it is not the truth :-) -STR in Bethlehem is not allowed.

There is sometimes seasoning issues that trip up folks.

Since it’s the off season properties are sitting longer because people don’t want to carry them through until next summer.

I had hoped based on the Spring/Summer craze that we may enter the best fall/winter leasing season we've ever had, however it seems to be following the normal trend of this time of year.

. - After testing the shut off valves in the basement storage room, one of the hot water valves started leaking.

For you the office/storage/processing part of your primary could also be used to meet the investment requirement. 

Even worse, is people that start investing and never get this info (Which means risk they don't even know about, because they haven't calculated it), when they can- for free and pretty easily.Short version- there are 2 "team members" every new investor should loop in ASAP to be financial guides and help paint the financial road map of where you are and where you need to be- and what your financial expectations can realistically be for when you proceed. 1) A great, seasoned full time local mortgage broker.

Including holding debt on short-term lending, syndications in larger projects or outright owning small multi-family or storage.