Question: should I be starting a real estate business (LLC, S-Corp?)

What makes this one interesting is that $ 367k of this relates to work on 8600 Belle Meade Dr, a property that BlackTip owned, then transferred into another LLC after the suit was filed into Jeff's personal name.  

LLC, for example, and then placing this LLC ownership under the holding company.

You can still operate it within the LLC and get rental income on your personal tax return in a few ways. 

We make detailed P&L's for each property and then an LLC bucket with all relevant expenses. 

You could find a partner to help establish an LLC that rents out your property long term, then subleases on a short term basis (master lease is one that is designed for subleasing, it is a way many people pick up STRs without actually purchasing any property, they just find owners who are okay with them subleasing on a STR basis). 

LLC?  

But the best ways to get started are, in my opinion: 1) save up enough for a 10-20% down payment and then save a lot more on top of that for reserves, overages, and any unforeseen repairs.    2) have your financial house in order and have credit above 700 to get more favorable rate and terms from lenders.   3) speak to a loan officer that is experienced with fix and flips and get the necessary documents together for a pre approval (typically not much required, usually a valid ID, LLC docs if any, and two months of bank statements showing funds for down payment and reserves). 

Hello Rick, I've only come across 1 company to do 2nd position DSCR Loans, here is his contact info.Erik EstradaLuxePrivate Investments LLC Loan Originator, OwnerDRE 02161719 | NMLS 2289340Direct: 818.269.7983W:https://luxeprivateinvestmentsllc.com/Schedule: https://calendly.com/erik-dra

I need to transfer a property from my sister to my LLC.