Like Jake Baker suggested, keep good records and have a dedicated bank account for your property, properly separating personal and business expenses.

My goal is 25 doors in 5 years, my struggle right now is deciding to either go back to work and save up money to continue or come up with a way to leverage financing to stay afloat myself and stick with it, waking up everyday 100% dedicated to my real estate. 

JC - I just got the app today after coming across it in this discussion and noticed that (although it's not on the mobile app) the desktop website has a tab to upload a csv file to import entries.

I would approach this question with a few things in mind, such as what are your investing objectives and how much time do you want to dedicate to this. 

Instead, build a solid bench of 3rd party vendors; HVAC, plumber, handyman, etc..When considering whether or not to make a hire, most of it depends on how many hours you can dedicate to that individual each week, at least when hiring a maintenance tech.

Now if you have say 75+ doors and the economics make sense, you could hire someone on salary to be your dedicated property manager and specify exactly how you want things done, vendors to use etc. 

Question for the RentRedi users: do any of your tenants have trouble with the fact that everything is done through a mobile app?

I've been a real estate investor my entire life, doing my first deal as a senior in high school ($5,000 mobile home).

Get a small inground fiberglass pool.No above ground pool unless you have a mobile home.

Sunrise on the other hand invests in mobile homes and parking lots for the most part.