However, at this stage, I just want a high-level check on whether I might be in the ballpark. 

Since the the LLC is owned only by my wife and I and the previous property was only owned by my wife and I, at a federal tax level, there is no difference in how it would be reported on our taxes since we file jointly. 

Customer dissatisfaction leads to less than 5 star reviews, too many less than 5 star reviews means you won't rent very well - so if it gets to that level - whats the point.  

It's an entry level role.With that said I have fears about leaving my 9-5 job.

I already have a 240vac panel out front behind a bush that I can add a breaker and run a line out to the parking area and install an outdoor rated level 2 charger.I beleive there is already a filter for looking for EV friendly house on Vrbo, Airbnb or both.

(There's just a sign on the building, I haven't found a listing anywhere) The bottom floor has two shops/stores and the second level has two residential rental units.

In 90 - 120 days business owners can obtain $100k to $250k in unsecured business lines of credit themselves.Follow these simple steps:1) Establish a strong internet presence for your company by listing it on at least 15 sites-- Facebook, LinkedIn, Twitter, Scoop It, Bing, Manta, 411, Google+, Google Places, etc.2) Establish a business checking account at 2 banks (with a 700 credit each will offer a business credit card.3) Make regular deposits into your business checking account for 90 days to establish a favorable bank rating.4) Add higher level trade references to Dun and Bradstreet to provide depth to your Paydex Score (net 30s are usually lower amounts; you'll need higher approvals from your trade references-- 2k to 4k).5) Upload your company financials to Dun and Bradstreet to complete your file and create a strong credit profile.6) After 90 days apply for unsecured lines of credit.

@Thor KleinHey,It seems like we're in a similar situation/location/experience level.

The Intelligent Investor is a great book for investing overall as well, it is less real estate focused and more macro level.

Understand rent levels and occupancy throughout the year.