My primary question is, did anyone purchase something big early as their first ever RE investment (or very soon after the first) such as an apartment building, a multi-family package deal, SFH package (or quick subsequent purchases) with a total combined PP of $750k+?

Unfortunately, there is plenty of repair work to be done and I had lined up several contractors over the course of the subsequent weeks. 

I also like that it’s automated so once you and the tenant set it up initially, you don’t have to do anything each subsequent month.

So long as you can support the payroll data with documentation and you certify honesty; and subsequently use the funds to continue paying your employees, the same amount you are listing on the application, then your loans will be forgiven.

I am attempting to locate, purchase, and subsequently occupy a single-family home here in Enterprise, AL.

Subsequently as a result of talking to two of the larger institutions they cannot underwrite because of this.

Second, HELOC have a much higher debt service than an amortized loan, so your DTI is going to get eaten up quite quickly making subsequent loans harder to get. 

They will not issue a CO if the unit will be over-occupied, and if the occupant count goes up subsequent to the issuance of the CO, the owner would probably be fined (they fine us for everything else when we run afoul of their statutes, so I'm assuming this would be no different). 

I only throw it out there as an extra push to get your first or subsequent deal done.

If I acquire a second house subsequently, rehab it, rent it out (past the "seasoning" period), and try to refi it to get some money out to repeat the process, will I run into issues with the mortgage on my first home when the lenders see that I do not have income from a job to pay for the first mortgage, thus will refuse refinance of the 2nd house?