I have a background in technology and real estate (I was a previous VC-backed technology company founder), so I am very tech-friendly, and I like to adopt solutions that streamline workflow/enable best practices. 

Technology has been been a huge factor for both. 

It can make more sense to do PML's in the IRA instead of rentals, particularly if you use leverage since the IRA will incur UDFI on that portion of the income derived from the mortgage. 

I have $50,000 left over from my house flip that I can use for my next deal.Any advice from other investors, especially ones local to the area, on how to best leverage my $50,000 in order to achieve my goals would be greatly appreciated! 

-Her split is 30% of profits whereas others are 20-25%-She requires a $500 "technology fee", but it's only a $30 amazon key-pad deadbolt.

Using a HELOC can work, but it's still a second loan on one property so I wouldn't be looking for a way to leverage one of your two properties just yet to get a third.

Already mentioned above, but for leveraging your current home for the other a HELOC is probably the route that would be best. 

Looking at their forums, their moderators are against any kind of growth or adaptation of new technologies. 

Or maybe we can do that I'm just too incompetent with technology to understand how to do it? 

The technology is getting better, cheaper and thinner.