@Edreco AmosHello,I reside in Miami and I do agree with everyone else.

Most investors don't and it is bothersome.This is a people business, so take care of the people who take care of you.  

Quote from @Jaycee Greene: Quote from @Malcolm Grundy: Investment Info:Single-family residence buy & hold investment in Saint Louis.

@Heather Bailey When house hacking with a separate rental unit, ensure proper insurance by obtaining landlord or short-term rental coverage tailored for Airbnb activities, in addition to your primary residence policy.

At the end of the day, 99% of sellers and brokers only care about your surety to close (I leave out 1% that might care about HOW you operate your deals, regardless of price paid).The fact that you have never closed a large transaction AND are not providing all your proof of funds up front and/or talking with brokers about where the money is coming from, will give them some trepidation.  

Fannie/Freddie do NOT care if you transfer your property to your LLC. 

I know you said you don’t expect anything major on the properties soon, but I would take a careful look at what is most likely to need to be replaced soon and figure out how you would pay for that if it needed to be done tomorrow.

Your income isn't high enough for it to make sense as a rental and the closer you get to your residence limit the greater pressure you will have to sell it before losing your exclusion in whole or part. 500k right now can make $15k per year income with zero maintenance or tenant risks. 

I would be very careful, especially not having any sort of licensing and promoting these products on a public forum.  

Their system will kick out info, so be careful and verify what you see on there.