It's all relative and subject to change based on each individual person.

In Texas we do not have real estate sales taxes but property taxes are high and also included in the proforma based on the 90 day holding period.4.

Based on the excessive amount of hours spent and the lack of prior authorization as agreed upon and taking into account our prior communications regarding minimum acceptable owner distributions, I must insist at least the labor portion of the repairs be refunded.

Freddie has similar intricacies, but also does not require a two year history of receipt; https://guide.freddiemac.com/app/guide/section/5306.4If you can use the rental income to drive the DTI down so that you can reduce the down payment similar to that of the FHA product, the benefits of the conventional option will outweigh the FHA option, as I'm assuming you have a strong FICO based on rate quoted with no points.  

• Is it all just customizable based on what works best?

Property values have been appreciating rapidly in recent years, and the city’s population has started growing again—a trend we haven’t seen in decades.I’m also based in California and have been investing in Detroit for several years, so I understand the concerns of out-of-state investing.

Just by having those two traits they are in the top 25%, based on my experience. 

I’ve been manually scouring Zillow/MLS for deals, but it’s time-consuming, and I’d love to streamline this.2.Has anyone experimented with using machine learning models (like classifiers or regression models) to rate properties based on their condition from MLS listing photos?

Quote from @John Lee: Hi all,My name is John and I'm a recent college grad about to start a Masters (SF/San Jose Area home base in California).

Based on your description, Party 1 seems like the safer choice.