We operate a real estate, mortgage, and property management firm dedicated exclusively to Short Term Rental Investments.

You technically CAN break it up on Schedule E; however, it is not the best thing to do for audit purposes or an actual breakdown.You should have an operating/partnership agreement together and you should have a dedicated bank account for the property.  

It depends on how much time you have to put into wholesaling, how motivated and dedicated you are, and if you have any money or not to put into your wholesaling business.

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. 

Maybe you didn’t dedicate enough time to the goal.

As a few have mentioned, the best way would be to call the listing agents directly, but depending on how much time you want to dedicate, setting and going on multiple appointments with different people could prove to be time-consuming. 

They not only specialize in self-directed IRAs and solo 401(k)s but also have an entire team specifically dedicated to supporting BiggerPockets members like you.

Although she got very fortunate ( probably because of her skill and dedication) But the CFO of one of the spin offs on  brought her over and she is now the head of corporate finance for this company and will be getting all the perks that come along with it  pre IPO stock etc.

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.

It's hard to focus when you have so many balls in the air and some of those balls need dedicated attention because you didn't do your homework at inception.