Light went out, door come off a track, microwave/fridge lights burned out.

Ideally something that is on web/app that'll allow me to keep track of different items come tax time. 

How do I need to structure pricing for my services too and track that as well?

Am I tracking that your strategy was using a HELOC from your primary residence to fund "cash" purchases on your first two properties?  

This calendar is gamified(points) and has a system of tracking those points.

@Shawn Tinerino my client ended up using it to just keep track and to get paid.

Seems you're on the right track! 

Track down the new owner of the debt to complete the short sale and wake a sleeping creditor who doesn't need to play ball; or ignore it somehow (bad title company) and the new parties in interest get foreclosed from first lien position by somebody just waiting for the opportunity to squeeze everyone.

Keep track of your local laws and just ignore these people. 

We currently own one door (split acquisition and closing costs and contribute equally to management and ownership), and have split equity and cash flows from the property - also pretty standard in my experience.My question is this - I want to purchase a house hack and would like to use our current business entity for accounting purposes (tracking income / expenses / etc).