If this is the correct, where do all of you investors account for this charge when running your numbers?  

Shows a decent area in Trulia but income appears to be in mid 30K annually- refer to justicemaps.org.Duplex has both floors rented currently and is cash flow positive at this time.

Do you also allocate a signing fee for new tenants with annual lease etc? 

Major new requirements for short term rentals within city limits as I read it:Pay the city an annual fee ($275 in the first year, $100 o/o, or $125 non o/o in renewal years).Have the resident present during short term rentals.Not rent more than 50% of bedrooms.

Account Closed when you said you used a solo 401k, do you mean you literally cashed out your 401k and paid the penalty then used the cash as the down payment or that you bought the property through the 401k?

Is there a site for a annual fee that I can do checks vs a fee per check? 

The existing quad is listed for sale at $1.1M and a 5.3% CAP.Commercial multifamily in the area sells at a CAP rate of roughly 4.5%.The existing property is zoned to allow for 6 units and has available land to build an addition duplex for ~$150 per sqft.Assume 1000 sqft duplex at $150,000 and we’ll build that into the loan.After expenses, the additional units will each increase the annual NOI by $14,400 = (Gross rent – operating expenses = $600x12x2).Purchase Price  $1.1MMConstruction:  $150KLoan amount: $1MMTotal for project:  $1.25MM20% down: $250KPre-construction NOI:   $58,300Post construction NOI:  $72,700What is the estimated property value after construction?

And then we saved up annual pay raises, enlistment bonuses, tax returns, extra rent and so forth, instead of spending it.  

Depending on your ownership, Diamond, Hilton, wyndham etc. you just have to stop paying and they will close your account.

If you are leaning towards Quickbooks, online or desktop will have enough features for your accounting needs.