About me: Late 20s, single, Chicago-suburbs born & raised, avid-traveler and outdoor recreation lover, not good at following a budget (need help)Employment: W2 corporate job $100K (pre-tax) 50 hrs/wkGoals: Close first real estate deal before end of the year because I have heard there is 100% bonus depreciation rule from 2017 tax act that ends in 2022.

Internal elevator installed for out door elevator use - suffice to say its a money pit nightmare.  

So if the rule goes into affect in July as planned, the unit will transition to 30+ day furnished rental.Because of various life events of family members, we had both an empty unit and furniture from multiple (2) residences (one house moved to memory care and other house had last resident die).  

If the sign is deemed an "abandoned outdoor sign structure,” the permit is not eligible for renewal.

While possible, yes, but really make sure you understand the capital they are expecting you to close with, are they doing renovation hold backs, what does the draw process look like for you, and what level of reserves would an end lender look for so you don't overspend on a rehab, furniture and decor for a STR, and not be able to qualify for the conventional debt. 

They have to understand where buying nice stuff is worth it (beds, furniture) and where it’s not (lamps, wall art). 

I used to offer my backyard and a barbecue grill as part of rental I eliminated that after the first year simply because it can cause outdoor disturbances. you have a pool, that's the outdoor disturbance all of the other things that you mentioned she complained about are non issues you will never get in trouble for them that's why I've not heard you mention that the police have been called there's nothing to do but how do you keep your tenants indoor if you have a pool, that's the key.

Although my goal is when we are doing this as a full time gig, then I will probably start buying furniture to stage. 

This included renovating and updating the kitchen and living room area, moving a bathroom to a new location, updating the basement (Added HVAC ducting throughout the basement), added a bar area, fixing the outdoor landscaping.

I spent a bunch of money on rental set up expenses in November and December, 2020– updates like painting, repairs, buying supplies (bedding, dishes, etc.) and furniture (sleeper sofas!)